. .. .. I. L : : _ =_.__:_~,==:____E32:22:‘3: QAL‘.‘ mp u I" "\ x I ‘v f‘ C t- L . 014$ ‘IEA wk. 4- ‘9. .t\ I v I -O‘ ' fiHU rnUw f‘ - ‘ f ‘u,-U,j-lyzavczda Yc\ ma 0! m WAR? ALIPHATIO 6mm VI'I'H mama COWOUHDB IN THE P3351883 O? MEIR“ 63mm ‘m 0' m m arm cannon rm mum Goa-owns at THE M! 0" W 63mm “my: W m: mt: sun-mu u th. acuity of lung:- fltt- 6011.30 at Winn all W Dunno. :- Mm mum. sat at us. mm for flu dogs-no a W a! m was, 1934 in (\ . 9‘) ' “(‘1‘ ~ v V\ m.- thuh 9W tho mutu- of am. nhfluntnlmudup mutton m a. ma- mm an n In tho hlptul mm. u M. I. e. Mum-u. th- uni—nun If in. tort with. 33168 1. W I. 0.“th 1 I.” s I. on» lath“ a! W tho m-myl Mom , 1 lupus-natal hut-his 9 W m:- A; art-My! duh-1, hum; £161, 10 We of but. 13 3. «WW gun-1 may; no»... ‘ : ' m; 13 Tall. u mult- 15 a. tun-nyl- num, m... m1, 1: uh].- of Brunt 15 B. My}. annual urn-.1, m. A161; 11 ml. of hula . II l. M! tan-ml emu-1. Mm, 1.101, It _ m1. of Built. ll Met-1mm 0! finial 00mm. 19 ml. of mun-1 W 21 Win! unificat- sf coda-attu- z: [.10qu Vela. mm- 28 no ml» m1- as My a HISTORICAL A. Communa- Tho “manual of can“. nub); vtth mutt. «mud- to for. Mun": of up or “hunch-tun is «no-1y brought about by tho fanning Wrath; mm: sulfuric acid (ll-yer uni Int-cm, m, 6, m, 181:; hot», 939... 15, 8091, 13:; looking, m, :4. 3121, 3136, 1391; out"... and Rapport, M” 86, 2811, 1893; Iii-trunks. and must, 11335.. 28, 88!, mos; mun, M" 29, 2300, 11m; amnycn a: sum, M" 81, 2812, 1898; 0%.), phuphom ”maid. (III-1113:, m. 'I, 1803. 187‘; IWI and 1mm”. nu.. 35, ms, 189:; «0.). m- 01:10:16. (molar «a mm, 2.1., n. on. 1319; m. m, 113. 155, mo; Hot-an, m, 15. 152, 1883; W. 23.. 30, 1110, 1897; .10.), (11:10 a «Montana wanna-m M“ u (sun, gm... 3, 17, 511, n"; mu. "on; Noam-g, 31.. a4, 3127, an; mum, m” u, 553, m1; «0.). mu and mu. «id: (hum and ’11-“, m, 5, 381, 1015; blah: all new», ESL-- 82, 2147, 2140, 1899), sic-1m duhol (lulu and nut», m, :2, 2150, 2153. to»), undo chum. (u.- tnnn, m” u, 559, um), and was an (nun-n an Mun-tun, m, 42, 3104, nos). nun- alarm. hu has and u a don"t-nun and 1- 0m chant-try by hr. and mm (.845, 14, 189, 1881), 81.11 .1- uu use (an, on, no, ma), Iooo (m, 15, nu, ma), and. (9.. m. as. us. 1001; up. M, 1m, 1901), Ju- m (9.1, m.. 132. on, 1901), frontier-tor and mocha-1y (g, 55. M 3593.. so. 1511, 1914; 37, 335, 1915), Frontfortor no Kohtnur. 93.. so, 1529, 1914, and othoro (‘33., 40, 1594, 1907; 9.11.7. 131,015.; “0.). To hole“ on ooniolootiolo no nation mob hovo boon Wonththomotdmmoruouoomhth- yoflthoooopoofthhpopor. Honor, “no tolt mounto nun-1o o hm: non-K of thooo W“.- ouch two «on I with tho motto-o or olooholo with mu. ‘W 1- m pro-om of dinin- chlorflo. Thou ”floral dooholo helm mutt“, nun-Mu. no on“ ”out“ o11phot10o. no (trot cork roportod 1: ooonoouoo oith tho dohydrothg cotton of an-uo- ohloruo on matte olaoholo and mint“ coupon» no thot of Huoton one! block-on (b.1333. 9332. m" a, 2511, 1910). boy found that tho pdflipal product at the motion botvoon m1 olcohl ond bonom in tho prooonoo of data- chlorido no diphooyllothono: Coflscflfi" + “a“; .4291.» c‘uscazcsug + a2" If ominolooolor o-oooto of tho rout“ oohotooooo on oood, tho yiold of diphuyhothono to not lorgo (about 301) on! tho ytoldo of oooouory produoto (p- on! o-dfiouylhonoou, olthrooolo on -3- tor) on Quito largo; 11!, honor, on oxoooo (5 uh) of bon- ooIo to mod tho ytold u diphonylnothano 1o ”idly inorooood. ohilo tho yioldo of coco-don producto an ”mopondingly do- oroaood. htoroorh oooo bylootooo-l Won-ow Ag. 35. m” 40. 1'5, 1913) “not dotintoly thot ooooodory “motto olooholo oo-touo with bouono moor tho «hunting an»... of oohyorooo old.- chloruo oooorohc to tho “11on gooorol oqoottoo: Mltothophonylfloopthorooothoiooloothotoflo 1.9m- mu of tho ooodonootul pram :- obtolood tho- who: 3 to nothyl or othyl; “no othyl group boo o grotto: mm oftoot on tho rotation that tho Iothyl group. An oxoooo o! oh.- 1“ ohlortdo tondo to oltltnto o phony]. or on 111,1 round. from tho product oopootouy 1f tho to-porotoro 1o mt hot loo. Ion-ton (1. 53. gm. :3 e , 46, 2775, 1924) roporto thot bowl oloohol ‘roooto flth phenol at low tomporatnroo in tho prooonao of 3111-13:- chlorido to {on phony]. phonon clnscnzon + 0,3503 £01: cfiascnzcfi‘ou +1120 \ Tho Iothyl old othyl “too-o of p-bonoylphonol any bo pro- porod in good ytold by condoning tonsil oloohol with “toolo or pholotolo. Tho phonolto hydroxyl group dooo not htorforo 01th .4. tho odotttottoo of tho booty). you, to tho bohoooo oh; by noon of tho obtu- chlorMo. 1b cotton of ought“ alcoholo Ion lost ooh-mom. Eaton old low“, a. m. m, 48, 1955, 198‘) "port thot tho Iot- mtod nun-«1o olooholo do not condom.“ with boa-om. Thooo dnhflo lnclhdod methyl, othyl, propyl, iota-propyl, butyl, too. butyl and lea-amyl. Also, phony). othyl alcohol and phony). prowl alcohol show no condensation vith bonsono. It 111 111‘“th to mto that pholylnothyl 69.111110! or! phonylothyl «ritual m bootod undo: otmophorto prooom to thou botuog potato. looo onto! to ton tho comm-“g mutant“ hydrocarbon, ohtlo phohylothyl oloohol and phonylpropyl oleohol my be ‘W 71th- oot dooonpoottto- ot otooophorto pram Thto hob-who no ooh- ow otgnutoont in thot only thooo coupon.“ 13 ohtoh tho alpha urban to o nonbor of tho bonuho ring or to douhlo bound (on '11]. be ohon with o11y1 alcohol) ohoo mmhblo nativity. Tho motuootod amu- aunn, .1in o1ooho1 on mu to com with bonoono to an o fois- yiolo (16%) of 0.171 homo-o: CHrf—‘GIZHZCH + 651% $9131 6354363265115 + 320 Manor to Mo: on! ”Motors vorh on ”not“ olooholo otth bouoho, Hutu, Lotto on am (,1. a, m. m" on, 1365, 1917) found thot Iothylphohyl urbinol, othylphonyl corn-1 ~5- ooo bolohylrol won «Ito-oi otth phonol by noon of “hydrous old. ohlofldo word“; to tho oqoottoh: c.352cmu + 6.11303 p.31, I cwszcmgmon (p) 4- ago Ihoro B to nothyl, othyl or phooyl. A rolottvoly hm yiold tro- booohfirol fox-tho:- oooftno tho hypthooto thot mtmttoo of out-boo otolo odjoooot to tho olooholto poop loom tho rout- ivtty of tho hydrosyl group. Into: out hoo ohoon thot «oh «mono oo uphohylothyl oorbhol on! otothylphuyl oorbtool dohydnto ohol hootod old do not tho-duo ohn ohy Condo-lotto: otth boooooo. In tho lottor of thou too ooooo, thto unity to ooooohu no upload by tho footthot thoyhoqloutvoolhylpoopo oootooro-thoml grow lithol- “only to it. Got-boo otol, tho with; tho oottoo of thoOHto opltt offo-oloooloofvotorotthun fmthoboh- noon-1n. 31-11.th thooo oovoul rooulto, vo ooh ooy: 1. at tho oloobolto dortnttm of oronotto hyirooorbooo, ooly thooo towhtohtho bunny]. 1o ontho oooboootouoojoooot to tho do: oofioooo otth bouoho to tho yrooohoo of old-\- ohlortdo. 2. ho ootorotod slight“ olooholo (nor-o1 on: too. m, not tortiory ollphottoo) up to on! 1.1mm m1 noun a not .. 3‘...'Iolln"lllllflllll -0- roootvtthbohoooo tothowooohooofoluul-ohlnuoto for: olhylboooonoo. 3. Bhutan“. on tho taboo oto-o, odjoooat to tho' olooholto poop, thorooooothorooottottyofthohydroxyltooorothooohr out“ offoot of nut— ohlortoo. Lufthodxodtorturyurbtoolonrkodotth, moo-dono- tloo hoo boon round, but rothor to tto otooo, «hydroth- of tho oubtool to gtyo tho oomopoofloc hydroouboo. .‘1411'1! t, .wl‘l‘ll .11!!! .l J- I. Othol' lothooo of Proporto; tho My). 8mm 1. 'rort-hotyl boooooo. mummmtbmm. mumuuom Iohro. (m, 0, on, mo) m um 33: «- mmfi about ooolooooo otth om tool-noon ot ol-to- «1.211. to ohm-no sign-ham”... sum-1a no lotto (loo. ott.) go oo to ototo thot too- ‘botylolooblvoo oouortodtoodxtoo‘oof too-oldtort-hotyl ohhrtdoo by noon of om ohloruo oi plankton «ammo (mono-own, 1,. 5.. Q“. m, a, 1332, not), botoolyo \ ntmn ”who“, tho ohtot punctual-gummy. list!” of polygon“ botyloloo. tho I not ohloruoo Ioro ooh- m, with buoooo; ooottooooo ottrrto; no otflotoot opprotoo intend tho ytold, ono ohtto old.- ohlortdo of vol-y good qulity Ioo too-o to bo W. Tho tort-botyl bohoooo hot 1. p. 105410" c. Vorloy (mu 8, 19, 18, 1898) proporoo tort-botyl Dom-o mo Loo-butyl oloohol an bouono, «1-; so: nun; mm. «14 oo tho dohydrotm “out. an proeoooro: “M1: 500 an. of too-botyl oloohol old a hung-Io of boooooo. Stir oootiooolly, oool, old odd 2 htloaolo of 30% MI; oolhflo oou. 1t tho on of! hour of ottn-tq, oooh tho oottro looo otth ootor, old {motto-no. ol- ‘rhooo goontttton on obtotnoo: m p. a 15-73“ (2: on.) m - ' mm‘u: on.) tho “not portion v.11. ot ass-name out-on prooono-o; it to pot tort-botyl boloolo. to for tho potion ot 180-1312 mob oryotolltooo. 1t oorrooponoo to tho Ion-oh of ouooobatyl honoono'. (It ooo-o thot Vorloy to rota-Ito; born to p-ototort-hotyl. honoono. Tho onthoI-o mo pnporod thot ooqouo {ooo pogo/4). It boilo ot 114-115' (1o no.) on: 1. oryotolltno 1: 1mm) lootthor (m, 1, 11, m, 1300mm ton-osmiu- oono by troottn tort-botyl nloohol with goooooo hyonohlorto an. mum-u. am 1- mm withbonoono on! om— ohlortdo. n. Tort-nu honoooo . cloutooh (m, 3, 13, 1m, 1!“) pnoporod thlo wot-o- oubon tron too-m1 ohlortoo ohd bouono nth ole-tool chlorloo. loo-fly). oleohol m trootod dth goooouo 1131 out boot“ to o ooolod tubo. than 100 gm. of too-m1 chlortdo one! 30 go. oh- .1..- ohlortdo, n p. of twang}; bonus», cwcwagrcgns. oJ. mo—no‘; «any, 21;? : .oou; 1:” g: 1.4o1s. 111. M1 n-Propylphonyl Moth-o Bllothyl nppnpylphonyl lath-o 1o prop-rot (1,. m ~9- mmo 3, 83o 293) by hitting I-ahlor 2-mothy1 pontano otth bonoouo and oil-tn- ohlortdo; I. P. 205-300.. WITH- W-«ohrt-botyl oloohol ooo obtolnod oonoootolly. Tort-2y]. oloohol ooo o loborotory olooooooo pooporotton by ooo of onto. Ill othyI-gnoot. bro-too. It no dotoo "or nnhy- on- ugnootu oolfoto ond putt“ no by fluctuation. It bono ot 1.8. 0. ot otaoophorlo pronoun. Dhothyl n-poopyl ooobtnol ooo propol'oo to o donor nonu- n-poopylboodooonooootonobymoooottoo. Itooo [trot noosoory to proporo tho bro-loo fool tho ”will“ oloohol not hydroboodo oou (oooiu bro-too old onltorto oom). Tho ooobtnol botlo ot 122-1149 0. ot ot-oopbrto pron-m. ntoothyl tooopropyl oorbtnol ooo proporoo tron too-propyl bro-14o nod oaotono. Axon it on um nocoooory to pnpooo tho bro-Mo {no tho oloohol. m oorbtnol botlo n mm‘ c. Chouloolly-pnro thto‘phono-Iroo bouono ooo noon to on ooh- ' n/ dohoottono. m mndfiféfifiuu no o good groan mtol Moot. ~10- Condonoattono A. ‘l'ort-hotyl Alcohol, honoono ono 11-1“ com-11o, 1.- 1.} an. - * nolo - 1 oq. oloohol 91k" - 5/4“ -5"bonoono 17"-1/0' -fi»“11613 Tho alcohol, b.p. 83’, no oiooolood to tho bonuno and tho oolutton ottrrod canotontly during tho oddittoo of tho old— ohlofldo. moo hoot-o olopooo during thin oporotion. Goptooo m of hydx'ogno ohlortoo out mlnd oufln on. oooottoo. A mtm of M oooo 16' no notototnoo noonty; o ootor both bot-3 noooooory only oooootonlly. m oottro ntoturo no ottrroo for on odditionol too hours. Solution torn o dork rod-hm Allooodto otond naught. Itooothondooolpoood otthtoonnl diloto hydrochlorto «to. ho bonooho loyor ooo oopontod on! tho oqnoooo portion oxtrootod tho-too otth othoo. 1n thoothoo onto-oo- tton, it to noooooorytoooomltooootroythoothoo-ntoronol- oton oh1oh rooolto. Anhyooono oolotu ohloouo ooo out to dry tho oolottoo. Tho othor ono flotilla on! tho notion an: to tho baoooo portion. Thin oqo fondant“! throo ttnoo. Thou motions ooro obtatnod: 110-155‘ 1.5 gm. 1u-1vo' o.o '- obooo 170° 1,? I ~11- Tho fraction boiling at 166-170. in tort-butyl Macao. Mutton of tho reaction: a???“ 1- 6631‘ k NSF—Eu; 5115 4- F130 3“: 3: Tort-hutyl Aloohol, Bottom onll Aluminu- Chlorldo, 11... also amounts as I, obova, were used. Inotood of dtoooloing tho oloohol in tho honoono ond thou pooooodtng oo noun], odding olu- ntnon ohlortdo from tho to tin, tho num- ohlortdo no oodod utummumm nonlooholmnllmtodfll oloolytotothoottnodoolntton. Itooonoooooorytoodooonll onount of potrolou othor to tho oloohol to proroot tto prootpttop tton (IJ’. 35'). Al on. oloohol to mod. tho nolntton Mono rapidly; hydrogen ohlortdo 1o gtvon off frooly. fol-pontoon not our 30°. 1110' to otood W. Dooonpooo with hon-o oiloto ml. Elliott otth othor. mum on {motto-nu tho-on thoo: 110-1“. tut in. loo-170' 1!.1 ' tort-buyl bonoono my. 110’ 5.4 - Tort-butyl Alcohol, Bonoono old 11.1mm 0111011110, III.” Bnlo mooato ond proooduro no 11, ohooo. m, tho oton of tho flopping honol nood ooo pollod out into n. ooptlloo-y, thno otnplt- tytq tho ‘1'.th of tho olooho1 Mo tho nth-rod oolotzlon. Afton- oboot “than of tho oloohol bl boon mod, it ooonod to oli- oohofo to tho oldo of tho Jot. ho noon on goo to stool on. Too hoot-o olopooo daring tho odottton. “too rofrootlon: 110-106. 8.4 go. zoo-170' 14.1 - tort-batyl bonoono obooo 110' 3.9 " bot-htyl Aloohol, Mono on! Aldu- Ohlomo, 11,... Itono folt thotporhopo, ollotthoolooholooonotnooooptn tho prootouo oonoonootton, oo oooordlngly, 146 p. boooono on! as} 9. auto- ohlortoo (} nos-o oootvolonto of oooh) ooro oooo otth tho ortgtnl onoont of oloohol. Throo hoot-o olopooo to noon; tho oloohol. H01 ono gloon of! during tho ontlro notation of tho oloohol. “to: {notional-g: uo-uo‘ 2.4 so. 155-110' 12.0 ' tort-bntyl bonoooo obovo 170' 5.6 " 'lho oddittonol olntnon ohlortoo ooono to looor tho ytold of tort-botyl honoono old oonoo o oahooqoont tnonooo tn ytolo of tho hlxhor boll“ "notion. Tort-hotyl Alcohol, Bonoono nno Alt-11n- Chlortdo, V.“- Bono oondtttono ono prooodoro no I! on! 111, obooo. Donblo qoonttttoo of oooh ooqonod ooro nood. ti on. of tortnbotyl bon- oono ooro obtotnoo. .13- Mt-bntyl Aloohl. Mono not 4.1-in- Chlortoo, VI.- lonooo', obooo. flaottort-botflbaoonoobtotnoo. Tho huhor hotllnc fmtlooo of thooo oonoooootlono ooro oonbtnol not ro-froottontoo. A {motion ot ooo-oos'. nt-oophorlo mom, on ooporotod. “to! otonotn for oono tlno (mot-11 nontu), oooorol oryotolo oooo notod on tho nook o! tho nook. holuouoooooooooflthonootthooooryotoloonothooholo ploood in tho ”tomato:- (or ooooool doyo. 14} soon oono ob- uuu. ohloh ohon oryotolliood mo oloohol, nolt ot 11‘. It 1- p—dt tort-botyl boooono. Tho oryotolo hooo o outto ooftntto ohopo, ohtoh to boot dooorthoo no botntlon: rhonbto. Mlo of Boonlto t—bntyl noon- t-botyl lonoono oloohol ohlorldo bonoono lo. a. no. nol. p. oq. nol. an. oq. nol. p. 1 11-14 x "t 5 5/4 13} 1 t 11 f yo 0.0 241 11 o o n o o n n n n ".3 51% W II! o o oo on on n n o. on 14.2 44% IV 144 of 11/3 * 13.6 171 v 195 s o} 31 - f 34 f t 43.0 0111" " . .. . .. . . . .. .. 3m 5,. . I N 3'- ‘” , g p O ,- 14 con bo'notod thot 1- ' nod u ohon 1m" mum on nood, tho ytold to noro thou oooordlngly tnorooood. Itth tho ooooptiou of I, tho old.- ohlortdo ooo oddoo to tho bonoono on .14- tho oloohol onppoo into tho ottnod oolotton. A11 thooo union-«ton non ton ot or boloo 80'. I. tort-botyl noun, un-mn honoono, num- ammo, 1-- lovon nhd onto-bl! too-o of olulnu ohlorldo ntnod otth t5 p. of toot-botyl bonooho. Bight son-o tort-botyl oloohol droppoo into ottrrod oolotton. room-om. oooo to 40‘; «on don 4. 10'. m1 woo on. 5.1.11“ hrkono. soon oyorntght. Woo otth too not 1131. Upon fmtionotloo: 4 SJ on. tort-botyl bouono mono 3.5 " p-dt-tort-bntyl honoono, LP. 385’ (7“ -) 114415.03 a) 'fho p-dt-ort-bntyl boooooo ooltdlftoo. Cryotolltoo tron othyl oloohol toloo. mt. plot“. an. 1143'. no mutton: C; G RIG-320$ 4' Ctflfgztfiia %, (633)30'0‘af'°(033)3 ‘P’+fl2° Tort-botyl Aloohol, tort-botyl lonoono, unin- Chloruo, 11- Idonttool to ohooo. Upon fmttonotion: 21.5 gm. tort-botyl bonooao oomorod 4.5 ' p—dt—tort-butyl honoono olb foblo of loonlto t-botyl t-bntyl o1“ p-dt-t—hotyl bonoono oloohol ohlootoo honoono lo.|n.oo.nol. [mom-I11. mom-o1. p. fiytolo 1.45:1/3o11/ooii1/1ou 111 II. I O n o I C a I a ‘. s a, B. ‘m1'nubl, Bonoono, on 1.1-in- chlortoo, I."- 38 groo- oloohol; 97} p. honoono; 11 In. olnntn. ohlortdo. 1101, 1- hoooono. “no.1 moo tho-uh «9111",. our. 1} hoot-o. m1 (Soon off. Dot-honing o! oolotton. Aftoo oboot 2/3 of oloohol hoo boon odd-I. Who on own of in: otth 11tt1o or no oppoootnblo nnonnt- of goo moo off. so oo. of hooooub mod. Stool «alight. noooqoooo. Rotnotoo. Dio- tuna. um- throo tooottonotiou: I 1&1”. 4.5 p. Ills-191' 13.5 - tortoonyl boooono obooo 191' 10.0 - 'rho 933mutton: acacia-on + 0.11. 45391,, 5,050.54“, + 320 Toot-owl oloohol, Boooono, not 11-m- chlortdo, II.»- Ioonttool oonolttono not notortolo oo obooo. Ton. 25-30.. lo mu. of toqoootoro oJfoooltng oith ntor noooooory. Thooo .10- fooottono: os-no‘ 5.: p. m-u1' ‘ 15.0 * toot-onyl uno- nbovo 191 8.8 ' lototht thorn to looo o-nlt‘of tho Moor froottonoltho oorrooponltn‘tnoooooooIIyioldofthoolhylbonoooooooon- m flth tho {trot «flotation. Tort-onyl Aloohol, Bonoono, not non— (mom. 1n.-- Booblo tho anoint!” ol 1 obooo. lotooboth nood to cool con- fining ntoflol. “too i of oloohol hoo boon oddoo, 1161, tom! o dork nooo .nhln. otm dtfltonlt. Iotoo both ronoooo ammurm(n‘); mguuom-p, «mo-gua- M ”I m of! dorm root of station of oloohol. Alto: moon-nag: oo-m' 2.: an. 189-191“ 43.8 " toot-onyl boooono nbovo 191. 0.0 “ toblo of looolto t-onyl o1“ v too-yl honoooo oloohol ohlootdo bonoono lo. fl. oo. nol. so. no. lol. 9. oq. nol. an. 1 ytolo 1 "t 5 5/4 2: 1 i 11 4 1/o 13.5 «.57. I: n n a n n o o n n u. 0 ‘ 11 v”) “inns'a 44 ~ 4 :4 - 4 45.2 up, ult- lotobmuotththotoot-botyloogoono, thorotoooonotoor- oblo homo nth-Wot ytold ohonolorgor onoottty tonoodtnthootorttnsnotouolo. 0. m1 puma Goobtnol. m not 11-4- Chlortdo.I.- 15} p. oorblnol; 9?} 3n. bonoooo; 1? 5n. old. outrun. £1013 odd to bonoono. Gorbhol woo drop by drop. R31 noon on. m cool hallo-ion. 111-07115 ‘J 1.3 so. o1-av.s"(1s on.) 23.5 - anothyl n-pl'opyl phoul nothono Abovo 01.8115 I.) 4.5 " m ntuophoflo poooonro, tho olhyl boooono bolln ot :os-o' (145 no) no roootton: c l‘3‘""o"'\".~'3"" '03 + 6out .313. “fiwflf'ggo's + “o! ntnothyl n-poopyl corbtnl, honoooo ono Aldon- chloouo. 11." lid-on. ooobtnol; 1419. bonoooo; asp. Mount“. ”to: {notional-3: 115331115 -.) 1.: p. . . ,O ’ "-81.5115 n.) 53% " otnothyl n-propyl . a phonyl nothono noon fl.5(15 u.) 5.3 " -18- hblo of Roonlto ohothyl ‘ nlnnt‘ “nth! nopoopyl honoono n-propyl ooob. ohlortdo phooyl nothono lo. smog-n1. mogul. “wool. on. thold I Mos/4 M11» 11 fx/o 11.0 44;!” I! MV'IT/Ifl'l/O 25 “8/11 23.0 ”Z R. Myl too-poopyl Corbtnol. lonoono onion-ton- Chlor- uo, I not ILu-honlto nod pmoduro no to 11, i-odiotoly obovo. 81.5 so. not 20 go. or dhothyl too—propylphooyl nothoao (LP. “-87. at 15 no.; one" ot 145 on.) ooro obtainod to tb too mpootloo ooodooootlono. - thoroootton: c h H 4,511. 4.4,. .12“ + «a It hoo boon that“ flat too to tho olooo prod-fly of tho nothyl groopoonthotoooojooootcotono ofthooorbtnol, thot tho 11613 on“ oohydroto tho oorbtnol, prooootog totoonothyl othylono, (LP. 73'). Thin ono not too-o to upon to ony oppoootoblo oozroo. no» or Rooolto om ho 111m “nth too-prep”. lonoono poop. out. ohloouo phony). nothono ho. on. no. nol. on. oq. nol. gm. oq. nol. p. 1 ytolo 1 141 5 11/3 :34» 1 o/o :5 f 3/1o 21.5 161 ' n n n n n n n o o n ”.0 ”z .19- lot“ ooolo bo toad to tho “tout-no on oA-otbyl too- WIMI lothlo. cum of 1t gm tho following only- oto for oorbon no Magoo: It. up). u an, x c u. up 1 I 0.8150 .0“ 80.35 .211! 11.13 mm. ‘ .65“ DB.“ .1036 11.01 Gob-lot“ for also” “.01 11.1! bloonlor night (nomination for dimthyl m-propy! phoql “how no tho “nouns malt: It. oonplo Ton. diff. Vt. Bonxono k1. Wt. o. 5972 0.430 22.40” an enema: for our!” 1‘: no ugbor noun; (notion- o!’ ooob (no, ot «loo-noun: mo not,“ yot, boon ooporotod. looo of tho- gho don-1t“: bun. (notion. wumm Tho doooity of oooh my: boolooo on W by mono of o pun-our. mm stun on for tho W ot 20'. to rob- tnn to ntor a 4'. no “to: of norm-tun on «tun-nod by loo of tho ebo’ C rotrootoootor. -m- mmmugbuugon, an; 3.1:, m. zomomnmmu-uummmmun “out”. mmmumommeIac-n. mm.oo’. mmmnnmuunhuoyuu fol-lo: Y: 377!!! -) r: thoootuhoyooo’u-oolthotor I = no of tap I'njnn'5 .,pullofwiby(lfll‘m) r: amorous... 7.- ul. «on, (town-[mun {(111%) = fraction of «mom-hm ton- Ibo-ow n1.“ ooloolotoobyummtbo-looohr ooubt oftboooqoooobytto nutty. nonhuman-o to tbooolmooooptoobytbonhoohroomtottbow “MthmlfiWDhCfl-u‘wohfld bytbooo—ttytilootb‘ofoooorotthooorfuoto-loo. Or-oro only. tho oolooolor vol-o thoo tho i poor .1 tho Mono toooioo. P : +r'4 @- -21. oommw voflno m.nmn woman «.33 anaconda mm.an boomed mmomwd hoowwfl n A» mm.mm mm.ow Hm.cw gonna vo.mm «sauna» ooaunno «mono. “demo. «Home. Gammo- noun «0 on. mamo.a vnmvofl vumwofl nmmvoa a a 08 «How. can». owhm. came. by. 5298 v.9 Au. a”. oucuuo nau_m¢»v omom A... m: omééo .3 3: 0833 and copy 03.33 «I 3: .278” .m.m 325.80 1358 «a 93-9 3&3 .552. 3.3a ”Rah—no: ”Baa-«u 3&3 .533 3.39 anmahnto_ahgaoo«c 3.3a .833 «is.» 2.3.4 338.. 3.31. 09‘ 0 H8 ao- mom ”10““... of tho M107 dtphtto “think with boon. to in stool! sun-um. 1t «nut-1y om tho of tbo summary-mouths. menu wywoy' on wont“ m odor tho Moon-Io of oobnrooo old-Io obloruo. to on: ”out“ Wk. ooo oolooohr oqutvololt of “$131.1“ floooolonloroqoholootootbouoloutho ”coo-Io of 0.5 oohonlor oqotvoloot of old“ obloruo II- ooabtlyctooothowmuoftbodbfibouooo. Though-r boil Mfr-nth. metro-alt“ fro-tho mum lot mm“. It. mam u tort-M71 m can tort-botyl oloobol «muwmtfl-M) WWIIWW mtmammnutm-oaowtmmmmm oftort-botfibouo-ttdooooool-otmlukolytotbopuo- pun-o. 1.... oo map-nu. mun-way: m. ~33.- Tho lob-ii? Vol-o Probl- Batman '.( (catty) Min—E:- as, 15‘." oo. . 15.01 6*{3 63.33, 1“.“ oo. , 1|.” egg-E: W 185.” as. 14.01 aEéa m 11-- loo-o}. m uflonooo no. formal. a: 16.21. W. ooootoborotbottbootfloroooo boluootott-botylboo- lolooootortpowlbonoooulswl. Mono-optbohot mmwmlmmommmonmm doootbootbylmiotbotort-oqlbouooo; tho. tbooooolty oftort-bttylbooooootooooroooodoodtbot.tomtho1t “loot-own with Mlmmml rm). nth-o. thotfootof tho inflofln-ml mopo mobout tho... mn-nnmmummmmmm offootolooo Immunoassayottbohouqouhu vol-y loo! to toot of tho loo-on: w our-mo. mmmrmumwugumoml ~14. too-Mp“). m to common to tho V. or 4W1 rmnlpbonyl m. Th1- 1mm 1! duo to "Wing“ of ”mowummm Mun-Inma- nzuo-omp- orothooo map-(cum 91, Dr, 6:0, on. m.) “mum-w“. W.oobooo1nooybooo amounthto'hooptogfloynoootoooojooootouboooto- thontooMotoolooohrvoluom.ooonlbooooo1om. oWMofthponcbr. 1‘. m of tho 7. in Why). “anymylphoql at” (tho «you! slouch ”wiping“ to tho grootoot)1o W by tho [Po-tor drain in tho mlocnlo. loloulor volt-o ofl youth: on “out” oohtod. m onto tho pouch” to virtually I soon” of oolooolu "1m «odor unpunblo condition oo oops-Io Woo-om, mu, thou-ohm. unorloooWor thouhooioobotoooI-oloouloo. tho Walnut tool uni-autonomic! moor” oooooteorool notation-o2 lol- Mummobootbytboohwmototum ”nthiotbooluulo. n:- to foodtobotho oooo. flotothobonmwuto at tholattooooqomom may: mpyxpmyx mm. ans-205' m: on.) Bounty. .om Dinthyl. too-popy1phooyhotllooo. ‘aao’ nos no.) - .oou mun-m obotoooohboonpoctootohu‘othw boil“ point. no omoito of this ouch «an to tho into-Io tobootooglolnobyrofmutboobnouphootmottbo ~85- “flol'oooo 1-1.. nyohpleo ”noun. 01.07.:M if imity 7.9 1ooo tortbomooqom, thou 1t folkoothttbo unity oootbou'ootoI-(ouobltto). «mu-MW». munmpwmsty,unmmmunmpm. no hooobou- "oblo- Obomoo mum-o 3mm 1 rum-o o f out. M111,- out. G‘ls-B .. CI, 35‘.‘ “3.1 4' 3.. 39.3 ‘ .0 0.35.3.3 033cm, 33.0 «1.1 +1.: m4 +1.4 5 cagfcofinga, 411.4 «1.1 +1.2 no.1 +1.1 “1 0.35.62 (:3, ma «1.1 12.1 no.4 +1.1 mu Q. m “7.. 115. 1111, 1914) con-tut- »: to. ooloohtioo of tho mm:- ooro anally «alpha fro- tho oornor “on of tho mun «tho of organ“ «now Who of Ihothorthoybod “might "bronchi cool-o. nook-lo unto-to~ for coo-boo all hydrous m Mood mo holooolor moo-born too nth-am. Snow "rbovoluoo toroporthohrotoo muhwormwumuau-unmu ~36- mmddfiuquMWMm nm‘mnthoooroohof. mot-homprouotthot thtootnlooutttooototootooolooootttottonlhotoroml noon-o oooo oodiuootlooo ohoo ooro who vols-o to: tho poo-o- ohorooroovofloblo. Sugdon‘o atomic an otruotunl par-whom: B I 4.8 MI. h“ = no: 3 =-’ 11.1 W rt. = 6.1 cu, = 39.0 tour-orb ”Woodman (1,9323... 3!, 2111. 19:9) oooouoooo tho hoooohoo ohotoolo 1to looooon; oftoot oo thoooaohor. Mormon: c -: 9.2 0011123. ‘39“ = 19.0 H 2 15.4 5mm rm: 0.8 on: = “.0 mwmammnmtu-mm {nod ot «3.0 for .11 hnoohod group 0! tho typo 633,, on (“No thio oolno for on, Mink and doubly-hangout oolpooooo CHRz—n-CHB‘. with too ton-m1 booooooo, tho voluo of “on! at Phillip mo volooo for tho mm- ofloh ohook Ion oloooly uththooboorvodthoooothooo orhgdoo. .87- Ito-taboouootoooohofthoooooouhoohooom tolo!) forthooffoototthonmootmoboorohoohto obtot-o. notonootnoohooonohtouoo: Oboonoo mm 1 our“. tortihotyl boooooo $6.4 m1 boooolo 191.1 M1 pm}: phooyl Iothooo “Lt m1 m «3.6 M‘ ”0.4 43‘... ‘flt t 0.0 r 0.? +1.1 +1.0 n.’ om , Lawnmmmmwyu» mmm‘flthbmomhthmootoohyon-m ohloouo.oooou1utothopoo0o1oooot1oo . ”Ea +64. .mh.r-$-°.5+5° I mluomrlm.mrblwhhml.~mnl. «- W911 a... on. mummy, ‘ My). ““1. tort-.yl m1, m1 (my). oorhiool, m1 too-p.911 ooobhol mom on: boon-o 1- thoorooooooorolnio-ohloruotomothowoom olhylboouooooooutntothooooothoobon. ‘ thorouodofllitomotthoponohorotw ooobooodhotothooftoototohoubrooohtfi. 3. I'ho'hoophu' oftoot otoorouoooooodjooootouboooto- '1“th mo tobonm pout, ooootty, on our!“ mm. on! thodoolooooo! ooloulu-nluooflponohortowf“ to W too-co. hufmtohohuo. lil‘i‘IV‘l‘ l1}! ,. 1-" .. _ r -‘ ‘. my Z 71 -4 ,J I'. s .-b\ -o....,‘..fiu 'X W. MI HIGAN STATE UNIVERSITY LIBRARIES 3 1293 03056 6362 C (I