4a: #3513“; " : '. - ."-. "Q 'tIV'N' . v‘ o 5. hwy-saw. Isa-bit CALM ’§ . ‘ 111% firms, m {mom . ' N... 213.; mamau isms.) cmmm QM “mamas CROPSAND THE RESIDUAL mm a; me GHWICALWHSM ”mm mvmous 5911.5 11‘.st {m {the 12%ch of M. 3. MCHIGAN STATE W 'Lfiwis firmk Stevens, 3:. I 1951 0-169 Date r , '5‘ i If I I I h This is to certify that the thesis entitled presented by has been accepted towards fulfillment of the requirements for degree in [M 1% Major professor THE EFFECTS OF IDOPROPYL N-(S-CHLOROPHENYL) CARBAMATE ON VARIOUS CROPS AND THE RESIDUAL ACTION OF THE CHEMICAL WHEN APPLIED T0 VARIOUS SOILS BY Lewis Frank §tevens, Jr. A THESIS Submitted to the School of Graduate Studies of Michigan State College of Agriculture and Applied Science in partial fulfillment of the requirements for the degree of MASTER OF SCIENCE Department of Horticulture 1951 ll'ltlll‘tlfllf‘lllll INTRODUCTION . . . . . REVIEW OF LITERATURE . METHODS AND MATERIALS. RESULTS. . . . . . . . DISCUSSION . . . . . . SUMMARY. . . . . . . . BIBLIOGRAPHY . . . . . TABLE OF CONTENTS 16 28 75 81 84 ACKNOWLEDGMENTS The author is indebted to Dr. C. L. Hamner and to Mr. R. F. Carlson for their advice and inspiration. Grateful acknowledgment is also due to the Pittsburg Glass Company for the financial support of this project and for furnishing the chemical material. Sincere thanks also to my wife, Mrs. Caroljean Stevens, for her encouragement and for her assistance in collecting the data. INTRODUCTION The chemical iSOpropyl N-phenyl carbamate is rapidly becoming an important compound for weed control. This compound, better known simply as IPC, has been shown to be promising as a selective herbicide for controlling some grasses among broadleaved crops. The limited solubility and the rapid decomposition of IPC in the soil have led to increased interest in one of its derivatives, isOprOpyl N-(S-chlorophenyl) carbamate. The chlorinated IPC is of special interest because it remains in a liquid state at ordinary temperatures; is readily soluble with a wide variety of organic solvents; has shown indications of lasting for a longer period of time in the soil than does IPC; and, most important of all, the introduction of a chlorine atom to the IPC molecule has caused increased phytotoxicity. It is the purpose of this study to determine the effects of S-chloro IPC on such crops as.alfa1fa, clover, oats, wheat, rye, sorghum, soybeans, and corn; and also to deter- mine its rate of decomposition in light, heavy, and organic soils under various environmental conditions. REVIEW OF LITERATURE IsOprOpyl N-phenyl carbamate was first shown to be important as a selective plant growth regulator when Temple- man and Sexton (33), in a comparison of fifty arylcarbamic esters and related compounds, found that concentrations which arrested the growth of cereals did not affect man- golds, sugar beet, flax, rape, or yellow charlock. Allard at El (2) found that concentrations of from 1 1/2 to 6 milligrams per four inch pot of soil either stunted or killed seedlings of cats, wheat, corn, barley, and non-flooded rice; was less injurious to soybeans, kidney beans, cowpeas, sunflowers, radishes, turnips, and sugar beets; and actually showed a possible stimulatory effect on tomatoes. This tolerance of dicotyledonous plants to the compound was not entirely consistent since appli- cations to potatoes caused a reduction in growth, and the germination of buckwheat was completely prevented. The evidence was sufficient, however, to warrant recommendation that the compound be tested for use as a herbicide on weedy grasses. Allard, De Rose, and Swanson (1) also showed mixtures of the chlorOphenoxyacetic acids with IPC would inhibit seedling development of both dicotyledonous and monocotyledonous species indicating that these mixtures had promise as general herbicides. fl 3 It was not until August of 1947 that 3-chloro IPC was synthesized at Oregon State College, and to this date very little information on this compound exists in published form. Freed (16) in his work with the chlorinated derivative has found it similar to IPC in effectiveness to various species, but under conditions of high.moisture and high temperature it may persist in the soil from.two to three times longer than IPC. De Rose (11) also suggested its value as an herbicide after comparative studies of carbamp ates under greenhouse conditions in which he found that crabgrass seed germinated and deve10ped in all pots except those which had been treated with this compound. To present a discussion of the growth regulating abilities of 3-chloro IPC it becomes necessary to assume the compound to be much like IPC. Therefore, the review which.follows will be the results of investigations made, for the most part, with IPC. Ennis (14) and Doxey (12) have shown that treatment of oat, rye, and onion roots with IPC resulted in cells with polyploid nuclei, due to impaired action of the spindle fibers. Ennis also describes certain histological changes which occur due to treatment. In general, be found that the increase in chromosome number resulted in increased cell volume of the cortical cells of the primary root, adventitious root initials, and cells of the apical meri- stem. This increase in cell volume was not observed in some stelar cells, although.the chromosome number did 4 increase, presumably due to their lack of capacity to en- large. He suggested the use of IPC to induce chromosome changes in cereals and grasses. These facts give insight to the mode of action which this chemical and its derivatives have on plant growth. Hewever, Mitchell, Burris, and Riker (23) have observed that IPC, applied to tomato slices at a concentration of 0.002 M, reduced respiration below that of the controls, although it was less effective, in this respect, than other plant growth regulators having a free carboxyl group on an aromatic ring. This may indicate that there is a combination of factors involved in the ability of IPC to induce growth responses. Thompson, Swanson, and Norman (36), in an attempt to compare the growth regulating activities of many different organic compounds, found that IPC showed 46 percent of the activity of 2,4-dichlor0phenoxyacetic acid as determined by the response of germinating corn seedlings, 16 percent with the "kidney bean single droplet water test", and 90 percent with the "kidney bean single droplet 011 test". This illustrates the low solubility of IPC in water. A For maximum.effectiveness IPC should be applied to. the soil rather than to the plant itself. This fact was illustrated by Ennis (13), who found that cats and barley, sprayed with IPC when the soil was not exposed, did not show the characteristic injury which.was reported by Templeman and Sexton (33). However, when the soil was exposed, injury occurred and grain yield was reduced. 5 It was established by Allard, Ennis, and De Rose (2) that young cereal plants were more susceptible to appli- cations of IPC than were older plants. It has, therefore, been considered that the most efficient applications are those made when plants are in a young stage of development, or those made before seedling emergence. The herbicidal preperties of IPC have been demonstrated by several research workers (4, 5, 22, 34, 39). Carlson (4) found that IPC was inhibitory to the growth of rhizomes of quackgrass (Agropyron repens 2,) in greenhouse tests. Concentrations of 100 parts per million caused rhizomes to develop but few leaves, and concentrations above 500 parts per mdllion completely stopped the deve10pment of new shoots. Weeds which he cited as resistant to treatment are lamb's quarters (Chenopodium £23m Ed, thistle (Cirsium arvense (L.) Scopol, ragweed (Ambrosia elatior 14.), and clover (Trifolium repens 19). In a later report, welcott and Carlson (39) stated that field applications of 30 pounds of IPC per acre were effective in delaying bud development of quackgrass rhizomes for 30 to 60 days, but that such treatments did not kill rhizomes, and inhibition was not permanent. Lachman (22) delayed the growth of chickweed in onions for a period of three weeks by the use of 5 pounds per acre, while Carlson and Moulton (5) obtained satisfac- tory control of chickweed in strawberries with concentra- tions as low as 5 pounds per acre. Applications were made in September, October, and November with successful control at all times. Templeman and Wright (34) obtained good control of grasses and Polygonum.species with 2 1/2 and with 5 pounds of IPC per acre, and mixtures of 5 pounds of IPC with 1 pound of 2,4-dichlorophenoxyacetic acid or 2-methyl-4-chlorophenoxyacetic acid gave good results on weed species which were not susceptible to one of the other of the compounds used in the mixture. The mixtures were superior to IPC alone when applied to chickweed and Gallium aparine. That 3-chloro IPC appears effective on many grass species not effectively controlled by IPC, has been stated by Freed (16). Among these are the Panicoideal group, which.includes water grass (Echinichola cru31galli (L.) Beauv.). and barnyard millet (Setaria 322,). Both IPC and 3-chloro IPC appear to be equal in action on chickweed and purslane, while 3-chloro IPC is more effective on species of Polygonum. Danielson (8) has had successful control of chickweed in spinach with.2 pounds of 3-chloro IPC per acre. A comparison of 2,4-dichlor0phennxyacetic acid, IPC, and 3-chloro IPC by De Rose (11), has shown that 2 and 5 milli- grams of 3-chloro IPC per pound of soil prevented the development of crabgrass seedlings beyond the height of 5 millimeters after emergence, while no apparent effect was noted on crabgrass with treatments of IPC below 5 milli- grams per pound of soil, and 2,4-dichlor0phenoxyacetic acid was found to be intermediate in its action on crab- grass. Crabgrass seedlings, in pots treated with.0.5 milli- 7 gram.of 3-chloro IPC per pound of soil, made only slight recovery. The importance of the type and degree of injury to crops due to herbicidal applications can not be over empha- sized, hence an abundant amount of literature exists which describes the effect of IPC on various species of economic importance (5, 15, 21, 25, 29, 31, 34, 35). Taylor (31) observed that cereals grown in nutrient solutions, containing as low as 0.25 parts per million of IPC, responded abnormally. Growth was inhibited and changes occurred in the root system, one of the most common of which was a swelling of the root tips. Low concentrations encour- aged the development of an increased amount of shoots. Treated plants remained alive, but the leaves became dark green and highly cutinized or leathery. The compound stime ulated small tillers on wheat plants and adventitious roots on older rice plants. Millet, Indian grass, Amber sorghum, and Bermuda grass were not affected by applications of 5 pounds of IPC per acre, in an experiment carried on by Mitchell and Marth (25). Fesque, Ryegrass, Redtop, Thmothy, orchard grass, Quack- grass, and Barley failed to emerge after the above treat- ment, while Bluegrass emerged only slightly. At much.higher concentrations (30 to 60 pounds per acre) the less sensi- tive grasses, such as sorghum.and Sudan grass, grew to a height of l to 3 centimeters but failed to develop further. These stunted plants failed to produce seed. At concen- 8 trations of 50 to 100 pounds per acre, crabgrass extended only 1 to 2 centimeters above the level of the soil and eventually died. Two pound applications of IPC failed to reduce the growth of spinach, onions and table beets. Sugar beets were only temporarily checked, and radishes were affected slightly. Ennis (15) reports that 13 monocotyledonous species treated with IPC showed a lack of root and shoot elongation with an accompanied swelling of these parts. The roots became stubby and bulbous, and the coleoptile region exhib- ited a definite dwarfing with the leaves becoming dark green. No epinasty occurred as it did in similar appli- cations of 2,4-dichlorophenoxyacetic acid. Fifteen of 39 dicotyledonous plants tested gave some response to IPC. Nine of these were permanently inhibited: the hypocotyl became enlarged and failed to elongate; the root system remained stunted; the cotyledons did not fully expand; and the stem.apex failed to grow. Applications of IPC to the tops of oat plants in the "boot" stage stepped the development of the panicle, while similar treatments in the seedling stage failed to give this response. Lechman (21) reports that beans, spinach, beets, and onions survived treatments of IPC from.2.5 to 10 pounds per acre, although grasses were effectively controlled. Five pounds of IPC per acre did not cause injury to kale, mangolds, lettuce, onions, beans, peas, lucerne, sugar beets, or swedes in the experiments of Templeman and Wright (34). These treatments were applied at least 2 weeks before sowing, however. Carlson (5) has shown that strawberry plants treated with applications as high as 25 pounds of IPC per acre had yields equal to those of plants in hand weeded rows. The roots of the treated plants appeared more vigorous than the ‘check plants except when the 25 pound rate was used. This treatment caused a darkening of the roots and the.formation of new roots at the crown. The phenomenon of increased growth.due to very low concentrations of IPC has been observed by several investi- gators on certain species, with various growth regulators. However, Thompson (35) used several growth.regu1ators, including IPC, at very low concentrations to determine if these treatments would increase the yield of alfalfa. No increase in yield was obtained where the crOp was not in, competition with plants which would be killed by treatments. The information available on 3-chloro IPC indicates that it is selective to the same crops as IPC, but more toxic at high concentrations. De Rose (11) found that rates of 0.5 and 1 milligram.per pound of soil had no effect on germinating,peas, soybeans, and cotton, but stunted growth of these plants occurred at a 2 milligram rate, and inhibited germination occurred at a 5 milligram.rate. These higher concentrations also severely stunted strawberry transplants. When cotton was treated in pots which also contained crabgrass seedlings the cr0p appeared normal at 10 the 5 milligram rate. All other plants were stunted by high concentrations of 3-chloro IPC when grown in pots which included crabgrass. Danielson (8) has observed that spinach plant stands were reduced from 12 to 14 percent after 2 pounds of 3-chloro IPC had been applied. He did not consider this to be particularly harmful since the plants usually need thinning anyway. Freed (16) relates that both IPC and 3-chloro IPC are being used to control annual grasses in perennial grass crops grown for seed, and in most of the legumes. The clovers of the red clover group are an exception -- they appear to be susceptible to both compounds. The use of these compounds on beets, straw- berries, and certain ornamentals, as azalea, has shown IPC to be the least toxic of the two. One very interesting point, which deserves mention, is the action of IPC in preventing the sprouting of potato tubers in storage. Rhodes_gt'gl'(29) compared IPC with alpha-naphthylacetate and found it much superior in reducing sprouting. The factors contributing to the degree of residual action of plant growth regulators when applied to the soil have been investigated to a limited extent. By far the largest amount of work has been done with 2,4-dichlorophen- oxyacetic acid, and it has been assumed that these factors described for 2,4-D contribute to the persistence of most herbicides. That different compounds vary in ability to last in 11 the soil, has been well established (9, 10). De Rose and Newman (10) compared 2,4-dichlor0phenoxyacetic acid with 2,4,5-trichlor0phenoxyacetic acid and 2emethyl-4-chloro- acetic acid, and found that 2,4,5-trichlorophenoxyacetic acid persisted for a longer period than did the other comp pounds, independent of concentration, temperature, or soil moisture. De Rose (9) also has shown that applications of 50 pounds of IPC per acre completely lost its inhibitory effect within 60 days while 50 pounds of 2,4-dichlorophen- oxyacetic acid lasted nearly 80 days. The influence of the soil on the breakdown of herbi- cides can be broken down into five main categories: soil moisture; soil temperature; soil reaction; organic matter content; and microbial action. De Rose (9) leached soils treated with IPC and 2,4- dichlorophenoxyacetic acid and found these compounds present in the leachate. Crafts (6) found that 2,4-dichlorophen- oxyacetic acid does not move freely by percolation, and that excessive amounts of water are required to leach this compound downward, with leaching being more pronounced in sandy loam.than in clay loam. Hanks (18), working with 2,4- dichlorOphenoxyacetic acid and its calcium salt, observed that leachates of treated peat soils were non-toxic at the end of 2 weeks, and all other soils used except one, which was naturally alkaline, had leachates which were non-toxic after 6 weeks. Brown and Mitchell (3) have indicated that 2,4-dichlor0phenoxyacetic acid was inactivated most rapidly 12 at a moisture content of 30 percent. Mitchell and Marth (24) found 2,4-dichlor0phenoxyacetic acid to last as many as 18 months in air dried soil, while it is without toxic effects in about 28 days in warm moist soil. Hernandez and warren (19) have made similar observations. De Hose and Newman (10) state that persistance varies inversely with the soil temperature. Crafts (6) and Brown and Mitchell (3) also give support to this statement. Hernandez and warren (19) stored soils treated with 2,4- dichlorophenoxyacetic acid at various temperatures and found that persistance was greatest at the minimum temperature of 40 degrees. Kries (20) has shown inactivation to be less rapid in soils of high alkalinity, and Hanks (18) has indicated that limed soils do not effect persistance but that these soils which are naturally alkaline remain toxic for a longer period. Crafts (6), in observation of several California soils, has concluded that 2,4-dichlorophenoxyacetic acid is broken down more slowly in naturally alkaline and neutral soils than in acid soils. A very interesting point in this connection is that Weaver (3?) has found that 2,4-dichloro- phenoxyacetic acid is more strongly adsorbed by cation exchangers of the hydrogen form, while IPC is adsorbed equally by those of the hydrogen, calcium, and sodium.form. The addition of leaf mold to soils treated with 2,4- dichlorophenoxyacetic acid strikingly reduced the degree of persistance of toxicity in the experiments of Erica (20). . 13 Brown and Mitchell (3) found that the addition of small amounts of manure increased the rapidity with which this compound disappeared, but that applications of 2,000 to 8,006 pounds of manure per acre retarded inactivation. Hernandez and warren (19) have shown that 2,4-dichlorophen- oxyacetic acid was leached more rapidly from.soils low in organic matter than from.soils high in organic matter. Brown and Mitchell (3); De Rose and Newman (10); Hernandez and warren (19); and Newman 2£.E$.(27)' have shown that herbicides last longer in soils which.have been autoclaved in contrast to non-autoclaved soils. Compounds included in these various experiments include IPC, 2,4- dichlorophenoxyacetic acid, 2,4,5-trichlorophenoxyacetic acid, and 2-methyl-4-chlorophenoxyacetic acid. This has led to the belief that much of the disappearance of toxicity after application is due to the action of microorganisms. The action of plant growth regulators on the soil population has not gone without investigation. Newman (26) found that as the acidity of the soil increased 2,4-dichloro- phenoxyacetic acid, 2qmethy1-4-chlorophenoxyacetic acid, and 2,4,5-trichlor0phenoxyacetic acid, at 125 and 500 parts per million, showed increasing inhibitory effects on the soil population. Hewever, IPC, ethyl-2,4-dichlorophenoxy- acetic acid, and ethyl-Z-methyl-4-chlor0phenoxyacetic acid were equally inhibitory to organisms at all pH levels. The author proposed that growth regulators are inhibitory to soil life only in undissociated form. He also found that 14 2,4-dichlorophenoxyacetic acid, 2¢methyl-4-chlorophenoxy- acetic acid, 2,4,5-trichlorophenoxyacetic acid, and IPC inhibited nitrification of ammonium sulfate at high con- centrations. Tests for carbon dioxide evolution showed that the above compounds were also inhibitory in this respect, with IPC being the least inhibitory. Smith 33 a}: (30) found 2,4-dichlor0phenoxyacetic acid did not reduce the total count of microorganisms, but that nitrate and nitrite forming organisms were injured by 100 parts per million. The nitrite organisms were more sensitive than the former. Newman and Thomas (28) applied 2,4-dichlorophenoxy- acetic acid to soil which.had been pretreated with the same compound and found the residual action.much.1ess after a second application, but when soils were pretreated with compounds related to 2,4-dichlorophenoxyacetic acid the persistance was not reduced. This suggests that the organ- isms responsible for the decomposition of 2,4-dichloro- phenoxyacetic acid are quite specific. The specific residual properties of IPC are of interest. Wolcott and Carlson (30) reported that IPC was inactivated under field conditions, within 30 to 60 days, depending on the concentration. weaver (38) found IPC lasted only 12 days in a three-to-one mixture of silt loam and coarse sand, with a moisture content of 18.2 percent, and a pH of 8.1. He used concentrations as high as 220 parts per million based on the dry weight of the soil. Mitchell and Marth (25), (1 [I a. 15 however, have shown that 2 pounds per acre lasted almost 2 months. Taylor (32) applied IPC at rates of from.l to 4 pounds per acre on neutral and alkaline soils in the field and found that IPC lasted only 5 weeks. Newman 23.2$.(27) have made an extensive study of the persistance of IPC in the soil. In their experiments oat seedlings emerged 0, 40, 50, 80, and 100 percent of controls after 8 days with treated soils incubated at 10, 15, 20, 25, and 50 degrees Centigrade. After 20 days there was only a slight stunting of seedlings at the 10 degree level, and after 56 days there was no visible toxic effects at any temperature level. After 19 days IPC had disappeared at all moisture levels except 100 percent water holding capacity and flooded soil. Silt loam, with a pH of 6.7, treated with 9, 44, 220, and 1,102 pounds per acre showed a loss of toxicity in 15, 19, 56, and 39 days. In still another experiment the compound was broken down in three weeks despite the concentration. De Rose (11) has compared the residual action of IPC with.5-chloro IPC, and his results were quite significant. While IPC at the rate of 2 milligrams per pound of soil inhibited barley seeds for less than 24 days, the S-chloro compound lasted from.48 to 56 days. His results indicated strongly the ability of S-chloro IPC to last for a longer period than IPC. I. I, f! I. I“ METHODS AND MATERIALS The chemical used in the following experiments has the name isopropyl N-(S-chlorophenyl) carbamate. The emperical formula of this compound is 06H401NH00203H7, and it was used exclusively in the following formulation: ISOpropyl N-(S-chlorophenyl) carbamate . 40.6% Xylene e o e e e e e e e e o o e o o o c 58.2% Isopropyl alCOhOle o e e e e o o e o e o 5.1% Atlas G1255o o o e e 3 o e e e o o o e c 18.1% The concentrations used were based on the actual weight of 3-chloro IPC per unit weight of soil. In each case the chemical was suspended in enough water to insure adequate coverage of the soil or leaf surface, as the case demanded. In the eXperiments to determine the residual action, the terms light, heavy, and organic soil will be used. These soils are mixtures described in Table l. The reaction of ‘ these soils ranged from pH 6.0 to pH 6.5 where the reaction was not adjusted. The terms pro-planting, pre-emergence, and post-emergence when used to describe the time of application, demand defin- ition. Pre-planting treatments were applied to the soil before the CrOp was planted; pro-emergence treatments were applied to the soil after planting but before the crop seedlings emerged from the soil; and post-emergence treatments were 17 applied after emergence of the crOp seedlings. For the convenience of the reader the description of the work done will be divided into four parts: (1) Labor- atory technique used in determining the residual action of 3-chloro IPC in various soils; (2).Greenhouse experiments to determine the residual action of S-chloro IPC in various soils; (5) A field experiment to compare the residual action of S-chloro IPC with IPC; and (4) Field experiments to determine the toxicity of 5-chloro IPC to various crops. TABLE 1 A DESCRIPTION OF HOW SOIL MIXTURES WERE PREPARED IN EXPERIMENTS INVOLVING THE RESIDUAL ACTION OF 5-CHLORO IPC Soil mixture Kind and amount of soil in mixture Light soil 1/2 sand 1/2 garden soil Heavy soil 1/4 clay 1/4 sand 1/2 garden soil Organic soil 1/4 peat 1/4 sand 1/2 muck Laboratory Experiment Involving A Technique Used In Determining The Residual Action of 5-Chloro IPC In Various Soils Five gram.samples of light, heavy, and organic soil mixtures, which had been air dried, were shaken with 25 18 milliliters of water containing 0, 1,000, 5,000, 10,000, 50,000, 100,000, and 200,000 parts per million of S-chlorc IPC based on 5 grams of soil. The shaking process lasted for 2 minutes to ensure contact of the chemical with the soil particles. The mixture of soil, chemical, and water was then filtered through a filter paper, and the leachate collected in a beaker. A 5 milliliter sample of the leach- ate from.each treatment was added to a Petri dish containing 15 cucumber seeds (Marketer variety) placed on a filter paper. The Petri dishes were covered and the cucumber seeds were allowed to germinate for 4 days at room.temperature, after which the root length of each seedling was measured and recorded. Similarly, a 5 milliliter sample of 25 milliliters of water containing 0, 1,000, 5,000, 10,000, 50,000, 100,000, and 200,000 parts per million of S-chloro IPC, which had not been.mixed with the soil, was applied to 15 cucumber seeds in a Petri dish. These seeds were allowed to germinate along with the seeds treated with the soil leachates, to determine the sensitivity of cucumber seeds to the concen- trations of 5-chloro IPC used. Subsequent leachings of these soil samples were made at weekly intervals for 7 weeks. Leaching was accomplished with 25 milliliters of water, and, as before, a 5 milli- liter sample of the leachate was applied to 15 cucumber seeds, which were allowed to germinate for 4 days. The color of the leachates and the length of the seedling roots were Observed. If a - {I 3m_1_ . . . '- n r . - I D 9 Q g . x O I r O '- m . O O I t a Q I - - g p - v n \ . \ ‘ x \ - e s ._ ' f q . w \ Q o \ .— C .... - - . _ 19 Greenhouse Experiments To Determine Residual Action 0f 5-Chloro IPC In Various Soils Experiment I. Portions of light, heavy, and organic soils were divided into thirds and the acid reaction of each third adjusted to pH 5, pH 7, and pH 8.5 respectively. The adjustment to an acid reaction was made with.dilute sulfuric acid; the adjustment to a neutral reaction was made with calcium carbonate; and the high.a1kaline con- dition was accomplished by adding calcium carbonate until no further change in reaction occurred, and then raising it to pH 8.5 by the addition of sodium carbonate. Samples of each soil and each reaction were placed in number 10 tin cans in such a way that there were 5 cans containing light soil with a pH 5, 5 cans containing light soil with a pH 7, and 5 cans containing light soil with a pH 8.5. A similar number of cans containing heavy and organic soils were prepared. On April 17, 1951, 25 oat seeds were planted in the cans at a depth of about 1/2 inch, water was added to field capacity, and the soils were treated with 2 and 24 pounds per acre of 5-chloro IPC by pouring it over the surface of the soil. Each.treatment included one can of each.kind of soil and each reaction. Untreated controls of each.kind of soil and of each.reaction were also used as shown in Table 2. The cat seeds were allowed to germinate and continue growth.for approximately 10 days. The tOps of the cat seed- lings were cut off at the surface of the soil and the fresh 2O m.m s m.m a n m.m s m osos\meqsoa em m.m s m.m a n m.m a n osoe\messoa m m.m s m.m s n m.w a n Hoapsoo HHOm hpwom Haom pnwfiq Hdom oacwmao Ir‘ J pmoEpwonB doaposoa mm one Haom Mo UGHM m4m>mfl mm BzmmmmmHQ OB nmambhmd QAHom mDOHm¢> zo omH omonOIQ mo ZOHB¢OHAmm¢ mo madm mmB GZHEOmm H BZMEHmmmxm mmbomzmmmw mo E6, 12 and 24 pounds of 5-chloro IPC per acre based on the “(fl/weight of the soil. The soil was then brought to field capacity and finally leached with.l, 1 1/2, and 2 surface inches of water. The treatment was applied on April 28, 1951. The fresh weight of the tops of the seedlings was taken after about 10 days and the cans were replanted at the end 22 of 2 weeks. The soils were leached every week after the initial leaching with the same amount of water. Replanting was continued until the growth of seedlings in the treated soils was equal to or greater than the seedlings grown as controls. After each leaching a 5 milliliter sample of the leach, ate from.each can was added to a Petri dish containing 10 cucumber seeds. The seeds were allowed to germinate at room temperature for 4 days at which time the lengths of the roots were measured and recorded. After the toxic effects of the 5-chloro IPC had dis- appeared from.the surface of the soil treated with the highest concentration (24 pounds per acre), as determined by the growth of the cat seedlings, the soil in the cans was divided into thirds to separate the upper 2 inches, the middle 2 inches, and the lower 2 inches. These individ- ual soil layers were put into four inch.pots and planted with cat seeds. After 10 days the fresh weight of the tops of the seedlings was recorded. Each.kind of soil was treated individually in this respect, since the compound did not disappear as rapidly from the organic soil as it did from the light and heavy soil. Table 5 illustrates the experimental set up for this leaching experiment. Experiment III. One hundred and sixty-two four inch pots were divided into equal groups of three to be stored at temperatures of 55, 55, and 75 degrees Fahrenheit. Each 23 fiN NH 0 N o ¢N NH 0 N o wN NH m N o noflonfi N we me e m o . em NH e m o em ma .0 m o “mecca «\H H ¢N NH m N o ¢N NH m N 0 ¢N NH 0 N 0 Send H wddnosofl oadmwao .hbsom unwaq ad coma + hopes commas» moaspwaa ado» oohflp on ooaaddm omH OAOH£OIm Mo nonaom Mo pdSoE< quom mDOHm<> ZH omH omoflmOIn mo ZOHBO<.n.mBH3 OZHmode mo Boflhmm mma mzHEmmemQ OB Qmmb zmqm mma czHgomm HH BzmSHmmmxm mmbomzmmmw mo 24mmm Aft/UV or IM fat/MU //’(‘ IVA/[4’ fill/0 - -1 F F ”tam ”mew: J' 7‘4 z/mr .99/1 MN.“ m A a r a ii I 3704/! A (‘0! a 64 008‘ TI, 4 I .4,“ If? my: 0 I I [//[('7 fl/ J‘fl/Z RIM. 74W ”4’ f 14f A’ff W014! fi’fl‘ffl/Zfif (7/ Jaw/m //°(' ”WI/Y Affl/ffl fa ' r727” JU/Z ””154“ If Mild 7 F— ,— r 7 T ,1 [—1 .1 xa’t’pt/ ”MIJIA‘? 0" Mffll 7 447.)” A a’c'a r r /8 01'! Alt“ Off 37 .0413 A a c p t 7’ 4/04)? a 7 A s 72%)? CDIf A, (‘0 I 84 017.? f 150 0 I F I08 04/3 [narraramraeronvawowrmamwazAmwxaaar 1 W T It 0’71"! O" Mild B llCP DAMS F I I Ascot! 3701):? Al 60"; 950/475 A a c o I IZIMYJ W .1 a a c a 1 4/0/75 7 4F 3-06/[44’0 fl Ill/[W lfl’Z/[fl 7'4 WKWC 5'02 -1 EH ,. 1 W 1 p A. 72 to ( Z3475 /' Alert; M8 003‘ 54 Figure III. Growth of oat seedlings in heavy soil adjusted to pH 8.5, 47 days after treatment with 5-chloro IPC: (1) control, (2) 2 lbs./acre, and (5) 24 lbs./acre. ‘ ____.—"/ Figure IV. Growth of oat seedlings in soils adjusted to pH 8.5, 47 days after treatment of (1) heavy control soil, (2) heavy soil. (5) light soil, and (4) organic soil at the rate of 55 159 days after treatment. .Again, the neutral soil varied from this relationship with the light and heavy soils be- coming non-toxic in 84 days whereas the organic soil remained toxic more than 159 days. During this experiment the highly alkaline soil formed a dark crust at the surface, and did not dry out as rapidly as did the neutral and acid soils. This was assumed to be a black alkali condition due to an abundance of sodium carbonate. Black alkali soils are known to result in a deflocculation of the soil colloids with.the soil becoming puddled. The development of anaerobic conditions in the soil usually ensues. In this experiment, and in all of the following experi- ments in which oats were used as a test crop, the seedlings showed a characteristic response to 5-chloro IPC. At very high concentrations seeds failed to germinate at all. At progressively lower concentrations: a swollen coleoptile appeared, but no roots grew; the roots grew but remained short and swollen at the tips, while the leaf blade deve10ped to a height of 1/2 to 1 inch with the tissue becoming brittle and dark bluish-green in color (often these seed- lings would die 2 or 5 days after germination); the growth was nearly normal, but the leaf blade showed signs of epinasty. Usually when a soil became completely free of toxic effects the cats grew at a much greater rate than the controls, with later plantings developing at thesame rate as controls. This indicates that very light applications of 36 S-chloro IPC may be stimulating to the growth of cats. Experiment II. The amount of surface water applied to light, heavy, and organic soils did not appear to in- fluence the length of time required for the toxic effects of S-chloro IPC to disappear, as is shown in Figure V. However, the type of soil to which the chemical was applied did influence the loss of toxicity (Figure VI). The light and heavy soils usually were completely free of toxic effects on the test crop in 50, 60, 76, and 104 days for rates of 2, 6, 12, and 24 pounds per acre respectively, while the toxic effect was lost from the organic soil in approximately 44, 76, 90, and 148 days depending on the rate of appli- cation. The use of the cucumber seedling test to determine the relative amounts of 5-chloro IPC in the leachate from the light, heavy, and organic soils, proved to be unsatisfactory. No significant results were obtained, either because the chemical did not leach the full depth of the soil (6 inches), or because the cucumber seedlings did not respond at low concentrations of the compound. One hundred and four days after treatment, the cans of light and heavy soils were dumped and soil from each can divided into 5 layers so that the toxicity remaining below the surface soil could be determined. The degree to which these three soil layers inhibited the growth of germinating oat seeds is illustrated in Figure VII. Apparently there are toxic effects remaining below the surface even after the ,c 37 [/6777 JU/Z Zilfl/[fl ”7/7" ///VZW fl/ J" [/5771 (‘f WWII [Afl/ W/IK If mm ”I awn": slain 2% iv a, 5% db .éa wk 403,0mu fiflWfl¢Wf [MW7.W44M%§¢DiWDVAZAW%Ef£f wawarnefl%’gaov#%av 8 ”#6543346!" “F (WT/904 h, T I I z'o 4'0 6'0 8'0 mo /20 Ma .0402)" FROM ffié’ATME/Vf [/Mf Jfl/z [zyt/rz’fl W/fl/ 2 waif flf JMV/M‘f Wflff/f’ [70/ WEEK ”fiffflflfii W M71904 4% At 2% a, 4m 6% Mb 447.! ffldfll Milffiiflf Figure Va. Graphs showing the loss of s-chloro IPC from.light soil after weekly leachi s with various amounts of surface water, as measure by the in- hibition of oat seedlings. 58 Hc’l V)’ 30/1 [KICK/[0 [fl/fl / MKW 0/ J‘Z/iflt‘z’ W713? [409 ”Ii/V E MfMJ ”fltllrm . h. I I T fi l I I 40 60 w /00 /20 /40 M/J‘ /IM 7' Fflf I"! A’ / HIAV/ JU/Z ZI/O/[fl W/Ff/ré iiinf 0/" 5035fo W75? [ACHWIEK nihiaJL_:h 0F (WW1 KICK/V5466 I I I I I 1 m Ila H0 30406050 anyxmw.mwmmwr if!” .5' 0/1 ([1016? W/f/r 2 070fo arrow/war M72"? [AC/7’ W[[/\’ h KMIIMG! 01" M7901 ' I 20 40 1 8'0 450 450 143/0 nos“ fflcw mznrnewr Figure Vb. Graphs showing the loss of S-chloro IPC from heavy soil after weekly leachings with.various amounts of surface water, as measured by the in- hibition of oat seedlings. 59 “MM/f 30/1 [Ix/(Via IV/ffl / M/(‘A/ fl/ JUR/Aé'f M719? [AC/Y [Vii/‘1’ kiiJI #7117754“ 0' (arm: beast h Y T 1 «0 é? 85 60 [m9 /«7 m0 zuw°/va nwwnwmv cfifiMfl‘fl%’hfifi%viflflfi/Z/mflflfflf &%fiflf M%7WfiflfllfiYW’ (‘M 7901 4074‘ at in, 6‘ ’3' a: A at», 4‘0" 5 V * t t i Q ”(a k 2 PIRCIN 546‘! a I l I I I fi 20 80 /00 A70 /40 I60 A: -m atw‘fflaw nmxnmmv aflél/V/C J‘flfl [[flf/Yffl W//// Z //'V['//ff 0/ JMW/IK‘Z ”27/29? [7769’ MZK/f {at 777a- at 1 1 W— ’ v 20 40 ()0 Hi 7 flgfl /. I'd I-IL) 76¢ 7 11/01? / A UM 7/97 fi/M’W/ Figure Vc. Graphs showing the loss of 3-chloro IPC from organic soil after weekly leachings with various amounts of surface water, as measured by the in- hibition of oat seedlings. 4O Figure VI. The growth of oat seedlings in light, heavy, and organic soils 102 days after treatment with 24 lbs./ acre of S-chloro IPC and weekly leaching with one inch of surface water. ' 3 i I ‘ \ Figure IX. The growth of oat seedlings in heavy soil 4 weeks after treatment with 2 lbs ./acre of S-chloro IPC and storage at 75, 55, and 35° F. 41 his 1‘ new 3 a: e a: N has}... a.“ ~.\ «(a e «is N. WNWR‘». Nh‘uxwfifi km HNxxWVx-W \wkxi QWRWRWV KNN‘x‘ KVR.\%\\H \\ th§§ N§\\\\ QtfiQNVN his ’1 be: 3 a: .e he. s w. and. 5%. was Nx an» e .e‘s N sneak“ NS‘Kmxkca K“ hV\\.§\\ w\\ xxxix QQQ‘NV kb§§x§§§ush§$§eaaaaa. V 9“ en“ 0“ ‘ 2271/1/42 W 79’2/7 id 39‘ e3 3. «Quo\ NMMVMV .3» 3w \ hawk“, xx an» e \ my MMVMV .3» was 3 w s e s V \§ \‘ I- x . “a x i 4 \ “waxes“ 3‘s Kc ES \ has Q t s \ “Wrens. shiatsu the W k “R a w u x w: tekwofinus \stx has in» meg/m.) :0 39’1”]le My! ”a sci/.4” oar/Id obi/d4 700/” (78/le 691107 OHM/j sci/up 7 UAW/1.1 3700/” .PSx 33‘ka Lt exec. .scxkkee ,6th Sektfikk \\ was actuate .Qet awacha sx .mtx ‘34.“. twcw‘cx‘kKK‘me ekx xtVKKV New teak g kt§t~e§xx§§ bi Rukk». exec. theta, Nina 3st? knewxxtuWW‘HanE 33a? swag «is be MSQ ethane *\ .efiaxtsxkk \Ktaxbk \\RV%K\ Hkmxefi sesame» tax taxesxefiuk \k\.e\§\ an“. saith Ks 233 amiss S newscast the» RR .Haom commas» on» scam hpaoauop no eoaeasoaaeuuo one nouns shops! commas» no nuances nsoans> neat unnamed one omH assassin Ana: condone onos_nodnt sudden measaepcoo name song noxsp Hues no unchanynoca on» obamnoooau ca steam uwuaHUoou use no soapaoanaa an» weaken» unaunm HH> onswam 42 chemical has disappeared from the surface soil. Similar data for the organic soil are also shown in Figure VII. In this case, the soil was divided into layers 148 days after treatment. Only in the.soil leached with 1 inch of surface water was there a trace of the chemical. In nearly all cases where therewas a trace of 5-chloro IPC present, the amount in the lower 2-inch layer was less than that in the other layers. Experiment III. Temperatures below 75 degrees Fahren- heit delayed the breakdown of 5-chloro IPC very markedly. Figure VIII shows the effects of temperatures of 55, 55, and 75 degrees Fahrenheit on loss of 5-chloro IPC applied. to light, heavy, and organic soils. In light soil the toxic effects from.the application of 2 pounds per acre, were lost in 4 weeks at a temperature of 75 degrees, while at temper- atures of 55 and 55 degrees the soil was still toxic after 12 weeks when the experiment was terminated. When the light soil was treated with 24 pounds per acre and stored at 75 degrees the cat seeds germinated and the soil lost most of its toxicity after 12 weeks. This was not the case when the soil treated at the 24 pound rate was stored at the lower temperatures, since the cat seeds did not germin- ate over the 12 week period. Similarly, heavy soil treated with 3-chloro IPC and stored at 75 degrees became non-toxic after 2 weeks, in the case of the 2 pound rate, and 10 weeks, in the case of the 24 pound rate.- At the lower temperatures the 2 and 24 43 70%! w.) .:/0 3.901 A/JQcVJE/ W\ Q m fik‘QNcQKk; VAN; .V..\\ Q‘§V\\V-h) K3 .3ka RVKeQ V§\H..Vk\ §§ .V‘\»\VKV\\SVK k3 KhuNKKIV V\§.fi .Nxénwa on» he eonfimmoe as .moASumnomEop n pd Geneva an3 condone madam n_aonh omH oaOHnonn no muOH onp madlonm magnum 10 429/1 ”3.93.11 70.7’JA0.) .Xbm; \\ Qmecho V\%% “W? Q§ Nexbtm. \% HWANthKQAVR VT§Q\H.V~\ >3 W§V§§ANN .KQ KQWKKN NR5 \kkvvx hfl‘NV}. Nx fix Q (r .W ‘ W \ \ New...“ uric... vu. .KQMMNV kawpfi Ned; V\,\ QQQNQS-” KQ HUNQ anmexfix VvseQaabumx >\§ WWfivi skinnefiuk Kb KNVKKN N\§ma L\\\ \‘J .emcfiaeeee use as codesessse and ones pom condom ea one m .HHH> enemas 70.91 ,VGJ 10 J 9*! .4’JJ¢JJ/ 44 pound rate remained toxic for over 12 weeks. The effect of temperatures on the toxicity of heavy soils after 4 weeks is illustrated in Figure IX. (See page 40). At a temperature of 75 degrees S-chloro IPC persisted in the organic soil 2 weeks at the 2 pound rate and more than 12 weeks at the 24 pound rate. It is interesting to note that, at the lower temperatures, the toxic effects of 2 pounds per acre dissipated in 6 weeks in the organic soil qand that the loss of 24 pounds of 5-chloro IPC closely correspond at all storage temperatures. This suggests that temperature is not as important a factor in delaying the breakdown in organic soil as are other variables. Results Of The Field Experiment To Compare The Residual Action Of 5-Chloro IPC With IPC This experiment was designed to compare the residual properties of 5-chloro IPC with those of IPC under field conditions. Figure X shows the degree of inhibition of germinating oat seedlings when seeds were planted at 2- week intervals in plots treated with 2, 6, and 12 pounds per acre of each of the previously mentioned compounds. The 2 pound rate of IPC was toxic for only 4 weeks, while the 6 and 12 pound rate was toxic for 6 weeks. Plots treated with 2 pounds of 5-chloro IPC, on the other hand, did not produce normal seedlings until 8 weeks after treat- ment, and the higher concentrations were still toxic after 12 weeks. Figure XI shows the comparative growth of oat seedlings in plots treated with 2 and 6 pounds per acre after 6 weeks. 45 A (WM/5W 0/ 7%- A’ZI/flfllz Wflflfd‘ 0‘3-0‘2’1 0K0 M’C 3 0411/5 [Rf Ifl/[A’ M/‘Z/[fl //Y 729’! F/[lfl \ 3‘ fl ’1 '1 7-) g #2,“ C] 7 r I ' 3-6‘ 090 I § a g 3: fl 3 a ’a t , , I , A 8 C A a C A J C A l- 0 4 a C A l C A a C A 0 0 g 0 ”ff/(J 2 Wff/ILS‘ -V ”#75 6 VII/l3 FT 5 F F T W F 7 "1 W t V V E a E 3‘ 4 a c 4.7 n7 i 4 A r A ’4’ . A a i‘ 4 a 7. 8 W1 A! /u III/A5 [may Figure X. A graph showing the inhibition of oat seedlings which.were planted at 2-week intervals in field plots treated with (a) 2 lbs./acre, (b) 6 lbs./acre, and (c) 12 1bs./acre of 5-chloro IPC and IPC. -'.‘-'- o'A .. - _-‘-e I , P1..- 4"!- , r. - - \. ‘ . t Figure XI. The growth of oat seedlings, in plots (from left to right) treated with 2 and 6 pounds per acre of 5-chloro IPC and IPC as compared to seedlings from controls, 6 weeks after treatment. - Figume XX. The effects of pre-planting treatments of S-chloro IPC at the rate of 12 pounds per acre on corn are shown at the riiht- Seedlinss from control plots are shown on the 47 The weather data for the 12-week period after treat- ment is presented in Table 6. It is of particular interest to note that the average temperature during this period was 10 degrees lower than the temperatures used in the greenhouse experiments, which.may account in part for the very slow loss of the 2 pound rate of 5-chloro IPC in the field. It is also evident that the temperatures were some- what higher while IPC was still active. A comparison of these compounds at higher temperatures might have given different results. The cat seedlings responded, in terms of observable injury, very similarly to both treatments. These responses have been previously described. This experiment was stopped at the end of 12 weeks because of a killing frost which occurred on September 28, 1951. Results Of The Field EXperiments To Determine The Toxicity Of S-Chloro IPC To Various Crops The survival of the seedlings of 9 crops grown in field plots treated with pre-planting, and pre-emergence applications of 5-chloro IPC is shown in Table 7. The survival of weed seedlings in the same plots is presented in Table 8. The data, summarizing the effect of pre-plant- ing, pro-emergence and post-emergence applications of S-chloro IPC on the fresh weight of roots and shoots, the total fresh weight, the percentage of the total weight of the control, and the shoot-root ratio of the various crops tested, are 48 TABLE 6 WEATHER DATA OF THE SUMMER OF 1951 FROM THE LANSING AIRPORT SHOWING THE TOTAL RAINFALL AND AVERAGE TEMrERATURE DURING THE 12 WEEK PERIOD IN WHICH FIELD EXPERIMENTS TO DETERMINE THE RESIDUAL ACTION OF b-CHLORO IPC WERE CARRIED ON f Tim f Total inches of precipitation from the time e o of application to 12 weeks after application application July August September .Total July 5 1.06 2.84 1.80 5.70 ‘ J Average temperature from time of application to 12 weeks after application July August September Total average Time of application JUly 5 6905 66.4 6U03 65.4 49 TABLE 7 PERCENTAGE OF CROP SEEDLINGS SURVIVING TREATMENTS OF 3-CHLORO IPC APPLIED (1) BEFORE PLANTING AND (2) AFTER PLANTING BUT BEFORE EMERGENCE OF THE CROP W Pounds per acre Application . l 5 6 12 Corn* Pro-planting 84 74 6o 16 Pre-emergence 100 100 100 65 Soybeans** Pro-planting 100 90 74 90 Pre-emergence 95 95 79 84 Wheat** Pre-planting 8 O O O Pro-emergence 49 48 56 56 Oats** Pro-planting 46 4 2 O Pre-emergence 66 41 54 14 Rye** Pro-planting 16 O O O Pro-emergence 6O 56 42 5O Sorghum** Pro-planting 85 ll 15 10 Pro-emergence 100 55 4O 51 Alfalfa** Pro-planting 64 49 45 4 Pre-emergence 81 87 5O 8 Red Clover** Pre-planting 78 21 8 5 Pro-emergence 75 17 46 5 Ladino Clover** Pre-planting 65 21 14 2 Pro-emergence 88 87 79 5 iiTercentage of:hills survivin per plot **Percentage of seedlings surv v ng per square foot TABLE 8 50 PERCENTAGE OF WEEDS PER SQUARE FOOT SURVIVING TREATMENTS OF S-CHLORO IPC APPLIED (1) BEFORE PLANTING AND (2) AFTER PLANTING BUT BEFORE EMERGENCE OF THE CROP Pounds per acre Application 1 3 5 12 Corn Pre-planting 79 57 54 25 Pre-emergence 57 59 59 ll Soybeans Pre-planting 64 56 6O 14 Pre-emergence 75 57 29 7 Wheat Pre-planting 100 55 56 41 Pro-emergence 91 64 25 ' 9 Oats Pro-planting 115 ' so 55 so Pro-emergence 70 75 45 5 Rye Pre-planting 180 140 100 70 Ere-emergence 90 6O 80 20 Sorghum Pro-planting 7O 6O 5O 5O Pro-emergence 90 55 4O 5O Alfalfa Pro-planting 80 55 5O 7 Pro-emergence 77 50 5O 7 Red Clover Pro-planting 78 55 59 8 Pro-emergence 81 42 78 ll Ladino Clover Pro-planting 75 58 46 8 Pro-emergence l4 5 119 45 51 shown in Tables 9 through 17 and in Figure XII. The information concerning the injury to each crop is presented in the following order: alfalfa, red clover, Ladino clover, soybeans, rye, oats, wheat, sorghum, and corn. Alfalfa. The pre-planting treatments appear to be very toxic even at the lowest rate, while the pro-emergence treatment resulted in a 10 to 20 percent reduction of crop plant emergence in the l to 5 pound rates. The pre-emer- gence application reduced weeds from 20 to 50 percent in the plots treated with 1 and 5 pounds. Pre-planting treat- ments above 1 pound and pro-emergence treatments above 5 pounds caused a severe stunting of many plants. Some seed- lings grew to a height of 1/2 inch and remained in that condition throughout the summer. The main axis and leaves failed to elongate, resulting in the formation of tiny rosettes. A few of these seedlings died in 4 to 5 weeks. Post-emergence applications resulted in a very notice- able chlurotic condition on the terminal leaves. Although this condition became more noticeable at the higher concen- trations, it was present in plots treated with as little as 1 pound. These leaves eventually dried as can be seen in Figure XIII. Because of the location of the growing point and its lack of protection, post-emergence applications terminated growth. There was a tendency for shoot-root ratio to increase with the dosage in the pre-planting and pro-emergence treat- ments. This increase in shoot growth was due to the lack of 52 TABLE 9 EFFECTS OF TREATMENTS OF 5-CHLORO IPC ON THE FRESH WEIGHT OF ALFALFA PLANTS. APPLICATIONS WERE MADE (1) BEFORE PLANTING, (2) AFTER PLANTING BUT BEFORE EMERGENCE, AND (5) AFTER EMERGENCE AND DEVELOPMENT OF THE CROP. DATA BASED ON THE WEIGHT IN GRAMS OF 24 PLANTS TAKEN FROM EACH PLOT. . Jeight Weight Total Percent Shoot- Treatment of of weight of root ‘ shoots roots control ratio Control 14.8 5.4 18.2 100 4.4 1. Pre-planting 1 1bs./acre 19.0 4.8 25.8 151 4.0 5 1bs./acre 15.5 5.5 19.0 104 4.4 6 1bs./acre 15.5 5.5 18.6 102 4.6 12 1bs./acre 20.5 5.0 25.5 129 6.8 2. Pre-emer ence 1 lbs.§acre 15.5 5.5 16.8 92 4.1 5 lbs./acre 14.0 5.5 17.5 ~ 95 4.2 6 leQ/acre 16.5 508 20.1 110 4.3 12 lbs./acre 26.0 5.8 29.8 164 6.8 5. Post-emergence 1 lbs./acre 15.8 5.5 17.1 94 4.2 3 le./acr8 12.5 2.8 15.1 83 4.4 6 lbs./acre 9.8 2.8 12.6 69 5.5 12 1bs./acre' 9.8 2.5 12.1 67 4.5 55 A (vi/V ‘ 32' I I :1. I) I I1 3,, [4 I‘ I \ , I R ‘ ‘ I . .' 6 (51' NR lffif ”It!!!“ 0“ “‘7“ ”Him ' Calm ”Ran/Ac; O" ("In J: ALLLLL 3 r 4.55 fll/r'i" DCWOIfl/V r” "" VHF/If -L 6‘ IS / 4m / § 3*— #‘flé' 3 e s /V 142$ K , a * ' ’31 k 0' p I s \111 wmme gas elm g cur“ ‘h‘ — .3 ii f‘_ ,. . -."~,I" ‘. K / \ ‘9‘ E \‘IIJr like“?! t '\__ f‘fl’ (HA-wavy #1; fij ____\____ J 6 /1 43f I??? .460?! .3 l2 6 e as: 2??? 16A! ‘8! AK? 4091 / " l 1 _ am%mc 4”J‘ Md.ukfi i 3 ~ k ~""’"‘I~ K -"/ g ’ I a g a'iy K . .-€>‘ 3 o “‘ ”.-9' ‘."._---‘ 'J i A /-::"-‘ t s), “"1“ 3 \ - - - .. - - (a: Ma. Q r‘ nu (pt-aux. r"- z ' E "‘-\_\ ~ 3 7“_"‘§~1_';:’_-~Jyra___ 'h . _"'I*‘.lfirl '\- ’.’~ g \ ' \JPor-lhfocavl E ' ~ . E \l'.“\w- ‘ t 3‘ '6‘. t I I I J / J 6 ll / 1 a 6 a as F101 ACAI V (as I??? 400‘, ’2 (I: ”0 AM! Figure XII. Graphs showing the effects of 5-chloro IPC on the fresh weights of 9 crops grown in plots treated at various times with 1, 5, 6, and 12 pounds per acre. Figure XIII. The reduced foliage of alfalfa plants caused by post-emergence applications of 12 lbs./acre of 5-chloro IPC is shown at the right, and control plants are shown at the left. Figure XVII. The spiraling of the leaves of stunted rye plants caused by pro-emergence applications of 6 lbs./ acre of 5-chloro IPC is shown at the right, and control 55 competition with weeds. Figure XIV shows the increase in branching which occurred on many plants as the rate of treatment increased. These data also point to the severe reduction in weight of crops treated with a post-emergence application of 5-chloro IPC. This can be explained by the reduction in photosynthetic activity due to the loss of foliage. Red Clover. Pre-planting and pre-emergence applications were very toxic to germinating seedlings. Weed growth was also reduced effectively. Surviving crop plants were stunted similarly to alfalfa seedlings, but this stunting was observed at even the lowest rates used. At harvest time plots treated with the higher rates contained many plants which.were sending out stolons. Again, as in the case of alfalfa, this was probably due to the lack of com- petition with weeds, although the data do not show the_ tremendous increase in weight of treated plants as do the data for alfalfa. Post-emergence treatments showedvery nearly the same effects on red clever as on alfalfa. In alfalfa the leaves became chlorotic after treatment and then died, while the leaves of red clover became necrotic almost immediately after treatment. However, because the growing point was protected, some plants appeared to return to normal growth with new leaves arising to function in place of the old ones. It is possible that these plants would survive. 56 Figure XVI. The reduced foliage of soybeans caused by post-emergence applications of 12 lbs./acre is shown on the right, and a control plant is shown on the left. ..,a V - . “v ”a". - ...? “‘;- "%‘*H- .. _ ‘ - s . ' . L - . . .. ' . ...“ '_* 1.39%.)»; : : ,_ -, '. - S-ifl' :' p..’ . .“.' " t 5. ...-“1- e ‘-L.‘--" 12'. -._.'_‘_-x-_A .5: L‘r." ' '-A:.' 4‘53Kg‘6 ‘ _‘- Figure XIV. The effects of 5, 6, and 12 1bs./acre of 5-chloro IPC applied as pre-plantin treatments on n1fn1fn as nnmnared tn cnntrnl nlan.g shown nn .hn loft- 57 TABLE 10 EFFECTS OF TREATMENTS OF 5-CHLORO IPC ON THE FRESH WEIGHT OF RED CLOVER PLANTS. APPLICATIONS WERE MADE (1) BEFORE PLANTING, (2) AFTER PLANTING BUT BEFORE ENERGENCE, AND (5) AFTER EMERGENCE AND DEVELOPMENT OF THE CROP. DATA BASED ON THE WEIGHT IN GRAMS OF 24 PLANTS TAKEN FROM EACH PLOT. Weight Weight Total Percent Shoot- Treatment of of weight of root shoots roots control ratio contI’Ol 25.9 304 27.3 100 7.0 l. Pro-planting 1 lbs./acre 20.0 5.5 25.5 85 6.1 3 le./acre 25.0 2.0 27.0 99 12.5 6 lbs./acre 20.0 2.8 22.8 84 7.1 12 lbs./acre 21.1 2.8 25.9 88 7.5 2. Pre-emer once 1 1b3.§acre 20.1 2.9 23.0 84 6.9 3 le./acre 24.8 3.6 28.4 104 609 6 lbs./acre 24.9 5.5 28.2 105 7.6 12 1bs./acre 25.8 5.9 29.7 109 6.6 5. Post-emergence 1 lbs./acre 19.5 5.5 25.8 87 5.9 5 lbs./acre 22.6 2.9 25.5 95 7.8 6 1bs./acre 17.9 5.6 21.5 79 5.0 12 1bs./acre 15.2 2.4 17.6 . 65 6.5 58 Ladino Clover. The data presented show plants in all treated plots to be stimulated over controls. This is assumed to be due to the fact that seeds were sown too thickly causing the crop plants in the controls to compete with each other resulting in reduced growth, while the thinning of plants resulting from treatments increased growth. There is, however, the same trend in the weight at harvest as was observed for alfalfa. Post-emergence applications caused a necrosis of the leaves shortly after the chemical was sprayed over the plants, but the growing point was not injured and the crop may have eventually resumed normal growth. The higher rates, applied as pre-planting and pre- emergence sprays, caused many plants to send out stolons, probably because of the lack of competition. Pro-emergence applications at the rate of 5 pounds per acre were fairly successful. In this case, only 10 percent of the seedlings were killed while weed growth was reduced almost 60 percent. Because of the thickness of the planting, this thinning of 10 percent appeared to be more satisfactory than if no thinning had occurred. Soybeans. The reduction of seedlings, due to treat- ments of 5-chloro IPC, was fairly low. Crop plants growing in plots treated with pre-planting and pro-emergence applications in the 6 to 12 pound range responded in various ways. Some of the seedlings grew to a height of 2 inches and remained in this dwarfed condition for 5 to 6 weeks, and then died. These dwarfed plants failed to grow satis- 59 TABLE 11 EFFECTS OF TREATMENTS OF 5-CHLORO IPC ON THE FRESH'WEIGHT OF LADINO CLOVER PLANTS. APPLICATIONS WERE MADE (1) BEFORE PLANTING, (2) AFTER PLANTING BUT BEFORE EMERGENCE, AND (5) AFTER EMERGENCE AND DEVELOPMENT OF THE CROP. DATA BASED ON THE WEIGHT IN GRAMS OF 24 PLANTS TAKEN FROM EACH PLOT. ‘Weight weight Total Percent Shoot- Treatment of of weight of root shoots roots control ratio Control 6.5 ' 0.9 7.4 100 7.2 l. Pro-planting 1 lbs./acre 12.0 1.7 15.7 185 7.1 3 1bS./acre 12.9 1.5 14.4 195 8.6 6 lbs./acre 8.5 0.8 9.3 126 10.6 12.1bs./acre 15.6. 1.2 14.8 200 11.5 2. Pro-emergence l 1bs./acre 9.9 1.2 11.1 150 8.5 5 1bs./acre 8.5 0.8 9.5 126 10.6 6 lbs. cre 21.9 5.0 24.9 557 7.5 12 lbs./acre 20.1 1.7 21.8 295 11.8 5. Post-emergence 1 lbs./acre 10.4 1.1 11.5 155 9.5 5 1bs./acre 8.1 0.8 8.9 120 10.1 6 1bs./acre 7.6 1.0 8.6 116 7.6 12 le./fi0re 7.2 0.8 8.0 108 9.0 60 TABLE 12 EFFECTS OF TREATMENTS OF 5-CHLORO IPC ON THE FRESH WEIGHT OF SOYBEAN PLANTS. APPLICATIONS WERE MADE (1) BEFORE PLANTING, (2) AFTER PLANTING BUT BEFORE EMERGENCE, AND (5) AFTER EMERGENCE AND DEVELOPMENT OF THE CROP. DATA BASED ON THE WEIGHT IN GRAMS OF 24 PLANTS TAKEN FROM EACH PLOT. W weight ‘Weight Total Percent‘ Shoot- Treatment of of weight of root shoots roots control ratio Control 250 42 292 100 6.0 l. Pre-planting 1 lbs./acre 501 45 544 118 7.0 5 lbs./8cre 252 47 299 102 5.4 6 1bs./8cre 558 62 400 157 5.5 12 lbs./acre 414 51 465 159 8.1 2. Pre-emer ence 1 lb8.§acre 266 56 502 105 7.4 5 1bs./acre 589 52 441 151 7.5 6 1bs./acre 414 58 472 162 7.1 12 lbs./8cre 597 54 451 155 7.4 5. Post-emergence 1 lbs./acre 200 55 255 80 6.1 5 lbs./acre 212 58 250 86 ,5.6 6 lbs./8cre 148 29 177 61 5.1 12 1bs./ecre 152 56 168 58 5.7 61 factory roots so death was probably due to the lack of water absorption. Other cr0p plants grew to normal size, and many produced large numbers of branches. Most of the plants, growing in plots treated at the higher rates, developed a swelling of the tissues at the crown of the plant, and in some cases the plants would bend at this point and the stem would lay on the ground until growth proceeded upward from a node higher up on the shoot. This is illustrated in Figure XV. The post-emergence applications injured the foliage of soybeans more than any other crop tested. This was probably due to the ease with which the leaves retained the individual droplets of the spray. The serious reduction in growth due to post-emergence treatments is illustrated by the data and shown in Figure XVI. The growth curves for the various pre-planting and pre-emergence rates are similar to those discussed for previous crops. Again, shoot-root ratios indicate that the increase in weight due to these treatments is due to greater photosynthetic activ- ity caused by the lack of competing weeds. 'fizg. Pre-planting treatments were severely toxic to rye. Only 16 percent of the crop plants survived the 1 pound rate applied before planting. These surviving plants, however, sent up extremely large numbers of shoots from the crown. This tillering was also observed in plots ' treated with pre-emergence sprays, but to a-lesser extent. These shoots were very dark green in color as compared to . I Z . ~ '1 \ 'fl’ 1.‘ ' r . , .‘ ' I? i\~ .\“ l . ‘ . \ ~ \ Figure XIX. The increased number of shoots at the base of sorghum plants caused by pre—planting treatments of 5-chloro IPC at the rate of 12 lbs./acre is shown at the right, and a control plant is shown at the left. ‘ t‘~ 'k \ Figure XV. The swelling and breaking of the tissues at the base of soybean plants, and also the increased branching caused by pre-planting applications of 5-chloro IPC is TABLE 15 EFFECTS OF TREATMENTS OF 5-CHLORO IPC ON THE FRESH WEIGHT OF RYE PLANTS. APPLICATIONS WERE MADE (1) BEFORE PLANTING, (2) AFTER PLANTING BUT BEFORE EMERGENCE, AND (3) AFTER EMERGENCE AND DEVELOPMENT OF THE CROP. DATA BASED ON THE WEIGHT IN GRAMS OF 24 PLANTS TAKEN FROM EACH PLOT. Weight weight Total Percent Shoot- Treatment of of weight of root shoots roots control ratio Control 55 12 45 100 2.8 l. Pre-planting 1 lbs./acre 117 28 145 522 4.2 5 lbs./acre 0 0 0 0 0 6 lbs./acre O O 0 0 O 12 lbs./acre 0 0 0 0 0 2. Pre-emer ence 1 1b8.§a0m 55 12 47 104.. 2.9 5 lbs./acre 61 15 74 164 4.6 6 lbs./acre 65 9 74 164 7.9 12 1bs./acre 85 10 95 207 8.5 5. Post-emer ence 1 lbs./Ecre 26 15 59 87 2.0 5 lbs./acre 52 15 45 100 2.5 6 lbs./acre 26 9 55 77 2.9 12 lbs./acre 55 18 55 118 1.9 64 the control plants, and the growth of the plant was low and spreading. Most of the crop plants surviving the pre- planting and pre-emergence treatments had leaves which were tightly curled in a spiral type of growth, but this con- dition did not persist beyond the first few weeks of growth. Figure XVII illustrates this type of injury. (See page 54). The growth curve for the pre-emergence treatment shows that, similar to crops previously discussed, lack of com- petitions has increased growth. Post-emergence treatments did not consistently reduce the weight of the crop, but the shoot-root ratio shows that the shoot growth was reduced in proportion to that of the roots. When the chemical was applied to the mature plant the leaves wilted and in a few cases died. However, the crop recovered fairly rapidly. The rye plants grown under control conditions made such early growth that it crowded out most of the weeds, so that the reduction of weeds was greater in the control plots than in many of the treated plots. Because of a severe infestation of rust, the validity of these tests on rye may have been reduced. 2233, The data presented for oats are very similar to that of rye, except that growth was reduced by the 12 pound rate applied after planting, and the weight of the crop was reduced by post-emergence applications. As was the case with rye, the applications of 5-chloro IPC before and after planting caused many plants to tiller more abundantly than the plants grown in the control plots. 65 7.”:q‘sm53 3" _1 frb'l’fivb gxswi- : Qn \ 0‘:- 4 ..1 ’97-: 15:5.) 1*}? t,” . (“GI-m tau/w v.0? 747'”. ”luff-7|, M- i 4.! 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Ft: 9.4 s 1:- .../f,— .245. 4:1 3.: 1'41 E3 43-53" 13 1“»..phfifi E3 15 $3 T? 50$ www' WV WWW' Y W w 66 Many of the seedlings responded as did the oats planted in treated soil in the greenhouse. The primary leaf was bluish-green, cupped at the end, and very brittle. Seed- lings injured in this way grew about 1 inch above the soil, and soon died. At the higher concentrations surviving plants developed a swelling at the nodes, with a corres- ponding change in the direction of the growth of the shoot. It was due to this response, pictured in Figure XVIII, that the plants grown in treated soil lodged so severely. The leaves of surviving plants retained the same dark color and brittle tissue as described for seedlings. Post- emergence applications delayed the emergence of flower spikes from 1 to 2 weeks. @2253. .All pre-planting treatments were eventually lethal to wheat. The response to pre-emergence treatments was similar to that of the grains previously mentioned. Post-emergence applications reduced the weight of the crOp at harvest but did not decrease the shoot-root ratio, which contradicts the previous statement that the chemical, when applied to the mature plant, reduces shoot growth over that of root growth. Treatments applied to the soil caused many seedlings to remain dwarfed. Those plants which greW'more normally tillered extensively; Treatments applied to the leaves caused wilting and, in some cases, death of the leaf tissue. The entire crop of wheat was infested with rust, as was the rye, so that the results of this experiment may not be the results that would be obtained from a non-infested crop. 67 Figure XVIII. The swelling at the nodes and the lodging of oats caused by pre-emergence applications of S-ohloro IPC at the rate of 6 lbs./acre is shown at the left, and a control plant is shown at the right. ‘ Q. ’ "l. x“. Figure XXI. The development of brace roots at the second node of corn plants caused by pre-planting applications of S-chloro IPC at the rate of 12 1bs./acre is shown at the TABLE 15 EFFECTS OF TREATMENTS OF 3-CHLORO IPC ON THE FRESH'WEIGHT OF WHEAT PLANTS. APPLICATIONS WERE MADE (1) BEFORE PLANTING, (2) AFTER PLANTING BUT BEFORE EMERGENCE, AND (3) AFTER EMERGENCE AND DEVELOPMENT OF THE CROP. DATA BASED ON THE WEIGHT IN GRAMS OF 24 PLANTS TAKEN FROM EACH PLOT. Weight Weight Total Percent Shoot- Treatment of of weight of root shoots roots control ratio Control 45 9 54 100 5.0 l. Pro-planting 1 1bs./acre O O O O O 3 1bs./acre 0 o o o o .6 lbs./acre o o o o o 12 lbs./acre o o o o o 2. Pre-emer ence l lbs.§acre 38 6 44 81 6.3 3 lbs./acre 64 lO 74 137 6.4 6 lbs./acre 79 8 87 161 9.9 12 lbs./acre 113 9 122 226 12.6 3. Post-emer ence 1 1bs./§cre 38 8 46 85 4.8 3 lbs./acre 47 7 54 100 6.7 6 lbs./acre 36 6 42 78 6.0 12 lbs./acre 31 5 36 67 6.2 62 Sorghum. The data show the tremendous growth which can occur when competition is reduced. Here again, however, the shoot-root ratios do not support the idea that the increase in weight, shown by plants grown in treated soil, is entirely due to the lack of competition, or that the reduction of photosynthetic leaf area, caused by the appli- cation to the plant itself, is responsible for the decrease in weight. Pro-planting and pro-emergence treatments were for the most part toxic to germinating seeds. Many surviving seed- lings remained dwarfed and eventually died, while others grew to a much larger size than the control plants. At the very high rates, several shoots would arise from the crown and grow vigorously as illustrated in Figure XIX. Treated plants, in the early stages of growth, exhibited a marked purpling of the leaf margins. Post-emergence applications caused a severe necrosis of the upper leaves. However, the crop was very quick to form.new leaves, and resume normal growth. 12333. Corn, like sorghum, made tremendous growth when weed competition was eliminated. Pro-emergence treatments in the l to 6 pound range were highly successful. The crop showed no apparent injury and the weeds were controlled. Pre-planting treatments reduced the germination, and the 12 pound rate was eventually lethal to all plants. Many seedlings in these plots displayed a swollen, distorted coleoptile, and similar effects on the 79 TABLE 16 EFFECTS OF TREATMENTS OF S-CHLORO IPC ON THE FRESH'WEIGHT OF SORGHUM PLANTS. APPLICATIONS WERE MADE (1) BEFORE PLANTING, (2) AFTER PLANTING BUT BEFORE EMERGENCE, AND (3) AFTER EMERGENCE AND DEVELOPMENT OF THE CROP. DATA BASED ON THE WEIGHT IN GRAMS 0F 24 PLANTS TAKEN FROM EACH PLOT. Weight Weight Total Percent Shoot- Treatment - of of weight of root shoots roots control ratio Control 258 33 291 100 7.8 1. Pre-planting ‘ 1 lbs./acre 229 34 263 90 6.7 3 1bs./acre 945 171 1116 383 5.5 6 lbs./acre 1182 210 1392 478 5.6 12 lbs./acre 1347 209 1556 535 6.4 2. Pre-emer ence l lbs.§acre 189 39 228 78 4.9 3 lbs./acre 324 42 366 126 7.7 6 1bs./acre 618 90 708 243 6.9 12 1bs./acre 566 67 603 218 8.4 3. Post-emer ence l los./§cre 210 25 235 81 8.4 3 lbs.[acre 175 21 196 67 8.3 6 los./acre 116 17 133 46 6.8 12 1bs./acre 108 13 121 42 8.3 I" 71 TABLE 17 EFFECTS OF TREATMENTS OF 3-CHLORO IPC ON THE FRESH‘WEIGHT OF CORN PLANTS. APPLICATIONS WERE MADE (1) BEFORE PLANTING, (2) AFTER PLANTING B 1 BEFORE EMERGENCE, AND (3) AFTER EMERGENSE AND DEVELOPMENT OF THE CROP. DATA BASED ON THE WEIGHT IN GRAMS OF 24 PLANTS TAKEN FROM EACH PLOT. .. O—----¢.—-.- Percent ws- —.-—~—.,w--..~__.~._-l_' Shoot- Weight weight Total Treatment of of weight of root shoots roots control ratio Control 811 95 906 100 8.5 1. Pro-planting 7 1 1bs./acre 1368 158 1526 168 8.7 3 1bs./acre 1498 360 1858 205 4.2 6 1bs./acre 2828 589 3417 377 4.8 12 lbs./acre 0 0 0 0 0 2. Pre-emer ence 1 1bs.§acre 1316 182 1498 165 7.2 3 1bs./acre 1685 234 1919 212 7.2 6 lbs./acre 1736 275 2011 222 6.3 12 1bs./acre 1931 350 2281 252 5.5 3. Post-emer ence . 1 lbs./§cre 1273 154 1427 158 8.3 3 1bs./acre 1367 107 1474 163 12.7 6 lbs./acre 793 78 871 96 10.2 12 lbs./acre 689 59 748 83 11.7 78 young roots. The dwarfing of these seedlings is pictured in Figure XX. Those crop plants which survived the pre- planting treatments often showed signs of injury similar to those found in sorghum, in that the margins of the leaves became purple. Plants grown in plots treated with a 6 pound pre-planting treatment or a 12 pound pro-emergence treatment developed many brace roots at the second node, as shown in Figure XXI. The root systems of plants in the same plots were weak and many of the plants were blown over in a severe wind storm on July 27, 1951. The flower structures appeared from 1 to 1 1/2 weeks earlier on crop plants in plots treated with pro-planting and pre-emergence applications. Also the color of the leaves of plants grown in those plots was dark green in contrast to the pale green leaves of plants grown on the control plots. These responses were at least in part due to the reduced competition with weeds. Post-emergence applications caused a chlorotic band across the new leaves which developed shortly after the crop was sprayed. This was probably because the chemical ran down the leaves and accumulated at the growing point, and injured the meristematic leaf tissues. The tissue in this yellow band eventually died and the leaf broke in half. The plant recovered very quickly, however, and the crop grew normally. General remangg. The weather data for the pre-planting, pro-emergence, and post-emergence treatments are presented 73 in Table 18. Small amounts of rainfall occurred after the pre-planting and pre-emergence treatments, but it is probable that moistening of the soil only served to distribute the 3-chloro IPC more evenly. No rain fell for 5 days after the post-emergence applications. Weeds were killed only by pre-planting and pro-emer- gence applications. Although no attempt was made to deter- mine the differential control of grasses and broadleaved weeds, the greatest reduction was of crab grass (Digitaria sanguinalis (L.) Scop.), which seriously infested the control plots. Nut grass (Cyperus esculentus L.) and witch.grass (Panicum.capillare L.) were also reduced markedly due to applications of 3-chloro IPC. Among the broadleaved weeds that appeared to be reduced were purslane (Portulaca oleracea L.) and rough cinquefoil (Potentilla_norvegica L.). Those weeds surviving the treatments were lamb's quarters (ChenOpodium.3123m.L.) and rough pigweed (Amaranthus £22327 flexus L.). weeds which grew in the plots treated with the highest rates, were dwarfed and flowering was delayed. Post-emergence applications did not kill the weeds that had germinated, but the growth of all of the weeds mentioned above, with the exception of rough pigweed, was noticeably delayed. The delay was in direct proportion to the concentration of the chemical applied. TABLE 18 74 WEATHER DATA OF THE SUMMER OF 1951 FROM THE LANSING AIRPORT SHOWING THE TOTAL RAINFALL AND AVERAGE TEMPERATURE DURING THE PERIOD OF FIELD EXPERIMENTS INVOLVING THE TOXICITY OF 5-CHLORO IPC ON VARIOUS CROPS Type and time of application Total inches of precipitation from time of application until harvest May June July Total Pre-planting May 20 1.59 3.26 0.97 5062 Pre-emergence May 26 1.02 3026 0.97 5025 Post-emergence ' 1111116 29 "" 0.00 0097 0.97 Type and time of application Average temperature from time of application until harvest May June July Total* Pre-planting May 20 62.0 65.8 70.5 66.0 Pre-emergence May 26 60.7 65.8 70.3 65.3 Post-emergence June 29 -" 66.5 70.3 68.4 *AVerage DISCUSSION The data presented indicate that 3-chloro IPC is leached from the soil, but at concentrations up to 24 pounds per acre, the degree of leaching is not materially affected by an increase in the amount of surface water added to the soil. The practicality of the cucumber seedling test with low concentrations of 3-chloro IPC is doubtful. The use of this test to determine the depth of leaching or the con- centration in the surface soil might well be adapted to testing other growth regulators. .The length of time that 3-chloro IPC persists in the soil is definitely influenced by the type of soil to which it is applied. Contrary to previous investigations with certain other herbicides, this compound remains toxic longer in soils high in organic matter than in soils low in organic material. Since traces of the chemical were found in the. lower layers of light and heavy soils, while none appeared in the lower layers of the organic soil it seems probable that the organic soil holds the molecules of 3-chloro IPC at the surface in greater concentrations than do the other soils tested. Previous work with other growth regulators has shown that the acid soils are the first to lose toxicity, with 76 the alkaline soils tending to be toxic the longest. This was the case when low concentrations of 3-chloro IPC were used. However, at the 24 pound rate the alkaline soil lost the toxic effects of the chemical very rapidly in relation to the neutral and acid soils. The black alkaline condition mentioned previously may have been the reason for this rapid loss in toxicity. If anaerobic conditions were established in these alkaline soils then it may be reasonable to assume that breakdown of 3-chloro IPC is more rapid under anaerobic conditions. The reason for the breakdown of the chemical in acid soils being delayed at the high concentration may be that the soil organisms were continually being inhibited by such an extreme pH level. In other words, the factors causing the early disappearance of the compound in acid soil were eventually overcome by the inhibiting effect of the acid medium on soil organisms. Speculation as to what factors may cause the rapid breakdown in acid soils, when the chemical is present in Va low concentration, is of value. It may be that the mole- cule of 3-chloro IPC must dissociate before it is taken up by the plant, and that the undissociated form is not toxic to plant growth. Therefore, as the hydrogen ion concentration in the soil is increased the amount of dis- sociated form.wou1d decrease with a corresponding decrease in toxic action. other factors influencing the loss of the chemical, diSpersion in the soil by leaching, and micro- biological decomposition, would occur,'but these factors L 53"... - r———- 0‘- 77 would be working on a lower concentration of the active form. Conversely, as the hydrogen ion concentration is reduced to the point of alkalinity, equilibrium.of the undissociated form with the dissociated form would be pushed R“\\\ in the opposite direction, causing a very high concentration of the active form. One might postulate from this, that the use of a test crop to determine the concentration in the soil does not indicate the t0ta1 concentration‘but rather that of the active form only. A radical change in soil pH under normal conditions may then liberate or tie up the active form and effect the toxic action. For example, acid salts applied as fertilizer might reduce the toxic action of 3-chloro IPC in the 8011. I The effect of low temperatures on the residual action of 3-chloro IPC is similar to that found on the residual action of other herbicideS'which have been investigated. Retarded activity by the soil microorganisms which.act to decompose 3-chloro IPC is probably the best explanation that can be given for the slower loss of toxic effects at lower temperatures. From these results it appears that caution must be used in treating the soil in the fall with the expectation of growing a sensitive crop on that same soil in the spring. The temperature at which treated pots were kept in the greenhouse was probably higher than the outside summer temperatures in Michigan. This is illustrated by the fact 78' that, while the 2 pound rate lasted from 2 to 4 weeks in the greenhouse, a similar dosage lasted up to 8 weeks in the field, where the temperature was 10 degrees lower. There was a definite trend, in the greenhouse eXperi- ments, for the heavy soil to lose its toxicity earlier than the other two soils tested (Figure VI). As the rate of. applicatibn became greater, the difference in the properties of the various soils to retain toxic effects, was accen- tuated. Perhaps, if experiments involving residual prop- erties were carried out using greater rates, more distinct differences between soils would be observed. That 3-chloro IPC lasts longer in the soil than IPC at similar concentrations, has been shown. Another point of interest, however, is that 3-chloro IPC disappears from h the soil in the order of its concentration, while IPC appears to disappear independently of the rate applied to the soil. Where the soil treatments of 3-chloro IPC became toxic to the various crops tested, a stunting of growth was always observed. This dwarfing effect appeared to be pre- ceded by a distortion of the new tissue arising from the embryo, as exemplified by the swollen coleoptile, and root tips of the grains. This type of injury is similar to that described by other investigators as occurring due to the action of IPC. This stunting probably occurs because the root tissues fail to take up sufficient amounts of water 79 and nutrients. Purple margins on the leaves of corn and sorghum seedlings and the dark green, brittle leaves of the oat seedlings indicated a lack of phosphorus. The curvature or spiral effect observed in the young leaves of the oat and rye plants may be caused by photo- tropic responses due to hormonal effects of 3-chloro IPC. The abundance of shoots arising from the crown of certain crop plants grown in plots treated with 3-chloro IPC, demands emphasis. The distortion of tissues at the cotyledonary plate, so evident on soybeans, may have caused this increase in shoot growth on plants that had the capacity to deve10p shoots from that point. However, the increased growth caused by the elimination of weeds can not be over- looked as an explanation for the increase in shoot production. It is obvious that pro-planting treatments were far more lethal to the cr0ps tested than were the pre-emergence treatments. This was undoubtedly due to a greater penetration of the chemical into the soil before planting, and to the greater distribution throughout the soil occurring as the soil is disturbed in the planting process. The ability of corn to survive pre-emergence treatments of such high rates may be due, at least in part, to the depth at which the seed was planted. The development of a large number of brace roots at ~ the second node of many corn plants, accompanied by an abundant development of fibrous roots, is a response similar to that observed by Hamner, Tukey, and Carlson (17) on sweet 80 corn treated with 2,4-dichlor0phenoxyacetic acid. This type of response again appeared to be due to the distortion of tissues at the crown of the plant. In rare cases the corn plants broke off at the crown. Post-emergence treatments produced effects much like those of a contact herbicide, which leads to the conclusion that the injury was due to the xylene included in the formulation rather than the 3-chloro IPC. Currier (7) has shown xylene to be strongly toxic to several plant species. He has described this injury as a darkening of the leaves shortly after treatment, with loss of turgor resulting in a drooping of the stems and leaves. He also states that, in bright sunlight chlorophyll was destroyed, often causing a bleaching of the tissue. Broadleaved plants were injured more than the grasses by post-emergence treat- ments, which indicates that the area of the leaf surface was involved. In general, the use of 3-chloro IPC on wheat, oats, and rye for the control of weeds could not be recommended from the results of these experiments. Applications in the 1 to 3 pound range on sorghum, Ladino clover, and alfalfa deserve further investigation. Soybeans and corn responded very well to several of the treatments with good control of grass weeds. The data show red clover to be the most sensitive of the legumes to applications of 3-chloro IPC and therefore the use of the chemical on this crop is not advisable. l. 2. SUMMARY High concentrations of 3-chloro IPC were leached from 5 gram samples of light, heavy, and organic soils. For the most part the amount of the chemical leached from the soil was independent of the concentration. Light, heavy, and organic soils treated with 2, 6, 12, and 24 pounds per acre of 3-chloro IPC were leached with 1, 1 1/2, and 2 inches of surface water each week. The amount of water used in leaching did not effect the loss of toxicity from the soil. The chemical persisted 30, 60, 76, and 104 days in the light and heavy soil, and 44, 76, 90, and 148 days in the organic soil. 3. A 2 pound rate of 3-chloro IPC became non-toxic in heavy, light, and organic soils adjusted to pH 3 in 9, l8, and 37 days. The same soils adjusted to pH 8.5 were non-toxic in 18, 37, and 47 days. The 2 pound rate lasted in neutral light 8011 29 days and in heavy and organic soils 47 days. Twenty-four pounds per acre lasted 72 days in the heavy alkaline soil and 95 days in the light and organic alkaline soils. The heavy acid soil was non-toxic in 108 days and the light acid and organic acid soils were still toxic after 159 days. The neutral light and heavy soils were free of toxic 4. 5. 6. '82 effects in 84 days, while the chemical remained active after 159 days in the neutral organic soil. Temperatures of 35 and 55 degrees Fahrenheit delayed the breakdown of 3-chloro IPC in light, heavy, and organic soils. Two and 24 pound rates were toxic in the light and heavy soils for more than 12 weeks at these temperatures. The organic soil when treated with 2 pounds per acre lost its residual action in 6 weeks, while the 24 pound rate was t0xic for more than 12 weeks. At a temperature of 75 degrees toxicity per- sisted 2 to 4 weeks in the light, heavy, and organic soil treated with 2 pounds per acre. While heavy soil which had received an application of 24 pounds per acre lost its toxicity in 10 weeks, the light and organic soils treated with the same rate were still toxic after 12 weeks. In a field comparison of IPC with 3-chloro IPC it was found that IPC at the rates of 2, 6, and 12 pounds per acre lasted only 6 weeks despite the dosage used. The 3-chloro IPC lasted 8 weeks at the 2 pound rate, and more than 12 weeks at the 6 and 12 pound rates. ' Pre-planting, pro-emergence, and.post-emergence appli- cations were made on corn, sorghum, wheat, oats, rye, soybeans, Ladino clover, red clover, and alfalfa at rates of l, 3, 6, and 12 pounds per acre. Post-emer- gence applications reduced the weight of most crop plants and delayed the growth of most weeds. Pre-planting applications to all crops were more toxic than pre- emergence applications. The best weed control, with the least injury, occurred in corn and soybeans. Oats, wheat, and rye were very sensitive to applications of 3-chloro IPC. Treatments applied to the soil gave excellent control of grass weeds. l. 2. 3. 4. 5. 6. 7. 8. 9. 10. ll. 12. BIBLIOGRAPHY Allard, R. W., R. H. De Rose, and C. P. Swanson. (Some effects of plant growth regulators on seed germination and seedling development. Bot. Gaz. 107:575-583, 1946. Allard, R. W., W. B. Ennes, R. H. De Rose, and R. J. Weaver. The action of isopropylphenylcarbamate upon plants. Bot. Gaz. 107:589-596, 1946.! Brown, J. W. and J. W. Mitchell. Inactivation of 2,4— dichlorophenoxyacetic acid in soil as effected by soil moisture, temperature, the addition of manure, and autoclaving. BOto Gaz. 1093314-325, 1948. Carlson, R. F. Destruction of quackgrass rhizomes by application of isopropylphenylcarbamate. Mich. Agr. Exp. Sta. Quart. Bull. 29:474-480, 1947. Carlson, R. F. and J. E. Moulton. Chickweed control in strawberries. 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Some cytological effects of O-isopr0py1 N-phenyl carbamate upon Avena. Am. Jour. Bot. 35:15- 21, 1948. Ennis, W. 8. Responses of crop plants to O-isopropyl N—phenyl carbamate. Bot. Gaz. 109:473-493, 1948. Freed, Virgil H. Written communication. Hamner, C. L., H. B. Tukey, and R. F. Carlson. Appli- cation of 2,4-dichlor0phenoxyacetic acid to soil as a pro-emergence spray to prevent lodging and to control weeds in sweet corn. Mich. Agr. Exp. Sta. Quart. Bull. 30:194-200, 1948. Hanks, Robert W. Removal of 2,4-dichlorophenoxyacetic acid and its calcium salt from six different soils by leaching. Bot. Gaz. 108:186-191, 1946. Hernandez, T. P. and G. F. warren. Some factors affecting the rate of inactivation and leaching of 2,4-D in different soils. Proc. Am. Soc. Hort. Sci. 56:287-293, 1950. Kries, Olive H. Persistence of 2,4-dichlorophenoxy- acetic acid in the soil in relation to content of water, organic matter, and lime. Bot. Gaz. 108:510-525, 1947. Lachman, William H. Some studies using isopropyl N- phenyl carbamate as a selective herbicide. Proc. Am. Soc. Hort. Sci. 51:541-544, 1948. Lachman, William H. Weed control in onions grown from sets. Proc..Am. Soc. Hort. Sci. 54:429-434, 1949. Mitchell, J. E., R. H. Burns, and A. J. Riker. Inhi- bition of respiration in plant tissues by callus stim- ulating substances and related chemicals. Am. Jour. BOto 563568-578, 1949. Mitchell, J. W. and Paul C. Marth. Germination of seeds in soil containing 2,4-dichlor0phenoxyacetic acid. Bot. Gaz. 107:408-416, 1946. Mitchell, J. W. and Paul C. Marth. Sensitivity of grasses and some crop plants to isopropyl N-phenyl carbamate. Science 106:15-17, 1947. Newman, Arthur S. Effect of growth regulators on soil microorganisms. Soil Sci. Soc. Am. Proc. 12:217-220, 1947. 27. 28. 29. 30. 51. 52. 33. 54. 35. 36. 37. 86 Newman, Arthur S., Robert H. De Rose, and Herbert T. De Rigo. Persistance of iSOpropyl N-phenyl carbamate in soils. Soil Sci. 66:393-397, 1948. Newman, Arthur S., and James R. Thomas. Decomposition of 2,4-dichlor0phenoxyacetic acid in soil and liquid media. Soil Sci. Soc. Am. Proc. 14:160-164, 1949. Rhodes, A., W. A. Sexton, L. G. Spencer, and W. G. Templeman. Use of isopropylphenylcarbamate to reduce sprouting of potato tubers during storage. Research. 3:189—190, 1950. Smith, Nathan R., Virginia T. Dawson, and Marie E. Wenzel. The effects of certain herbicides on soil microorganisms. Soil Sci. Soc. Am. Proc. 10:197- 201, 1945. - Taylor, D. L. Observations on the growth of certain plants in nutrient solutions containing synthetic growth-regulating substances. III. The relative toxicity of isopropylphenylcarbamate and some phenoxyacetic acid derivatives to cereals. Bot. Gaz. 107:620-629, 1946. Taylor, D. L. Growth of field crops in soil treated with chemical growth regulators. Bot. Gaz. 108:432- 445, 1947. Templeman, W. G., and W. A. Sexton. Effect of some arylcarbamate esters and related compounds upon cereals and other plant species. Nature. 156:630, 1945. Templeman, W. G., and J. 0. Wright. Weed control in root cr0ps by pre-sowing applications of iSOpropyl- phenylcarbamate and mixtures of that substance and ' 'Methoxone' or 2,4-dichlorophenoxyacetic acid. Nature. 165:570-571, 1950. Thompson, C. R. The effect of low concentrations of plant growth regulators on alfalfa. Agr. Jour. 41: 491’ 1949 0 Thompson, H. E., Carl P. Swanson, and A. G. Norman. New growth regulating compounds. I. Summary of growth- inhibitory activities of some organic compounds as determined by three tests. Bot. Gaz. 107:476-507, 1946. Weaver, Robert J. Reaction of certain plant growth regulators with ion exchangers. Bot. Gaz. 109:72- 84, 1947. 87 38. Weaver, Robert J. Contratoxification of plant growth regulators in soils and on plants. Bot. Gaz. 109: 276-300, 1948. 39. Wolcott, A. R., and R. F. Carlson. Preliminary report on field application of 180propylpheny1carbamate in the control of quack grass in an established sod. Mich. Agr. Exp. Sta. Quart. Bull. 30:218-229, 1947. I ‘ C | 1 when?“ + ' '-’ 4" up My,“ ‘ i D n! ‘ I‘Onww‘ raw -0! --wh-—“l-- - O—w-fl~—— m.- O. f- $1.... , g . “M- u. . ... ...,4.bh-.“ I . o: . .0 .. ...- ---”. m-.-“ ..‘ ‘ .r— 723 O I": X "-"o‘L'g-fng" ’- ”El—",3 Ma ' ‘w ‘ ‘7 i . 3!. ”I .952. 4 $472.78 3‘1" t 2‘ ‘fi 9"“ u x, I.“ 7“; " . . --‘..‘ ("A ' I... 4’3! . x S J { ‘Fl 2.. .w., ’~ 1‘ I D“ ‘0'-