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nolme
<br /> 6CaOCIt.H2O — 2CHCIa + tCH>COO)ICa + 2Ca(OH) + -mole as a saponin wh ills or stuns fish without rcnder-
<br /> 3CRCI1+ 6HiO. May also be prepd by carefully controlled ing them inedible. Structure: Merkeo Rohrmann, ibid.61,
<br /> cl chlorination
<br /> orinChemitionF.f methane:
<br /> I hM. K. Moran, Eds. (3VileY/ On hydrogenationhthe 30.6,9-isomer arker cf t (B-chloroBrn is 62,2537,3006 pr0o)-
<br /> Interscience, New York,all,ed_ 1975)pp 266-269. Review duced.
<br /> 9-108
<br /> NO2 of toxicology: L. R. Pohl, Rev. Biochem. T. IA 1, Mono- H [
<br /> (1979). Review of carcinogenicity studies: IARC Mono-
<br /> graphs 20,401-427(1979). "-cH3 ! i
<br /> + petr ether or from acetic Highly refractive. nonFlammable. heavy, very volatile, a
<br /> lv 1.6867. by 315'. Prac-
<br /> Moderately sol in ether, swcet•tasting liquid; eharecteristj.. odor. d 1.484. by
<br /> 61-62'. Solidif —63.5', ng) 1.4416. Forms a constant boil- &3 a,
<br /> sitrobrnzrne. ing mixture with 7%RIC,boiling at 5'Y. d.1.474 to 1.478 for a u
<br /> U.S.P. chloroform contg 0.5-1%ethanol as stabilizer. One Cx3
<br /> 2-Chloroerhan-I acetate ml dissolves in about 200 ml water at 25'. Misr.with alw-
<br /> .20% H 5.76%, CI 28.947a hot,benzene.ether. Petr ether,carbon telracM1loride.carbon a
<br /> Prepn from ethylene oxide disulfide,oils. Pure chloroform is light sensitive and reagent
<br /> vena, J.Am. Chem. Soo 55, grade chloroform usually contains 0.75%ethanol as stabiliz-
<br /> er. Protect Jrom light and keep cool. LD, orally in rats: sR
<br /> np 1 .4234. Flash pt 53.11T 2.18 g/kg.H.F.Smyth et al,Am. Ind Hyg. Assac.J.23,95 OR
<br /> 2, 880(1940). Practically (1962).
<br /> Human Toxicity: Inhalation of large doses may cause
<br /> erson. U.S. pat. 3,179,506 hypotension. respiratory and myocardial depression and Needles from methanol,mp 273-276'. [a)ol, mom so[ in
<br /> death. Banned by FDA from use to drug,cosmetic and food roform or isopropanol). Less sol in ethanol, more sol in
<br /> aging products in 1976. This substance has been listed isopropanol than tigogemn.
<br /> nzylamine Hydrochloride, as a packaging
<br /> by the EPA: Second Annual Report on Car- Diacetate.crystals from dil me
<br /> ackthanol, mp 154-155.
<br /> Dibenzo
<br /> thyl)benzenemethanamine cinogens(NTP 81.43. Dec. 199 1) pp 78-80. 5% crystals from methanol + chloroform. mp
<br /> enzylamine hydrochloride; USE: As a solvent for fats, oils. rubber,alkaloids, waxes. 200.5-204.5'. [a)ir +9.5'(chloroform).
<br /> e hydrochloride: N.N•di. gutta-percha,resins:as cleansing agent:in fire extinguishers 2114 1-Chloroheaane. n-Hexyl chloride. CAP; mol
<br /> hloride; Dibenamine hy. to lower the freezing temp of carbon tetrachloride; in the wt 12062 C 59.74%, H 10.86%. CI 29.40%. CH3(CHr)�
<br /> I wt 296.23. C 64.87%,H rubber industry. CH Cf Prepd from 1-hexanol by treatment with fuming
<br /> HSCHANCH CHCfHCI THERAP CAT: Pharmaceutic aid(solvent). HCI: Henry. Chem.Zentr.1905,11,214:with excess SOLI:
<br /> ns Roy. See.
<br /> as a t Tro Y
<br /> at. 824,208(151 IO Boeh- TxEaAP CAT NET Has been used as an aneslM1etic,and or with PCIS + ZnClz: Clark. Strdgh.
<br /> 53). carminative and antispasmodic. Can. [3) 23,111,77(1929).
<br /> s 180-181'(the fr.base is
<br /> n water near neutrality,but 2112. Chlorogenic Acid. 3-((I-UA-D heranecaerborylic Slreight'e laru d.)An� 84195 (Mumford. P tllips,3 J. Chem.
<br /> at pH 2.4 and 0.5%at pH ..2-2-pMpenylloxyl-1,4,5-trihydrorycycl
<br /> lene glycol. Stable in and acid; 1,3,d,5-rerrahydmxyeycloheranecarborylic acid 3•(3.4- Soc. 195; 75). fnI-c„loohexane to fluhe".01.h l aq
<br /> neutral or alkaline solns. dihydrozycinnamate); 3-caffeoyiquinic and: 3-(3.4-dihydr- NaOH dernmposes
<br /> Nickerson, Nomaguchi, J. oxycinnamoygquinic and. C,,H,,O,; mol wt 354.30. C 2115 a-Chlorohydria- 3-Chloro-1,2-propanediol; 3-
<br /> 54.24%, H 5.127,O 40.64%. Important factor in plant me- cbloro-l.2-dihydroxyproPanc a•monochlorohydrin; B.B'-
<br /> 1951).
<br /> 195 diagnostic aid (pM10- tabolism. Iso1,from green coffee beans: Freudenberg. Bee. dihydroxyisapropyl chloride; glycerol a-monochlorohydrin;
<br /> ker; 53,237(1920). Chlorogenic acid and its isomers isochloro- 3-chloropropylene glycol: Epibloc. C3H.rCl5 : mol I-
<br /> genic acid and neochlorogenic acid occur also in fruit,leaves 110.54. C 32.59%.H 6.38%.Cl 32.08%,O 28.95°3. CHtCI-
<br /> ylline. 7-(2-Chlomethyl)• and other tissues of dicotyledeaous plants: Sondheimer. 110. yOH. Pre from glycerol and HCI gas: Conant.
<br /> inti-2,6-dione; Eupnophile. Arch. Pharm.293,721 (1960). Forms caffeic acid on hydro- le. Ors. Sys.call.vol.1, 294(1941). �!
<br /> C 44.55%. H 4.57%, CI Liquid. Sweetish taste. Trndency to turn straw color. dm
<br /> lysis: Fiedler. Arsneimiuel-Forsch.0.41 (1954). Structure: Quay 114-120': bP4
<br /> repn: Cacace e!al.. Ann Fischer. Dangscha6 Ber. 65, 1037 (1932); Barnes et aA, l 1.3218. no 1.4831. bpI til, (der. DR
<br /> 71 (1956). Am. Chem. See. 72, 4178 (1950): Corse er -1, Tetrahedron 115 117, Sol in water.alcohol,ether. LDS orally in mice. �II
<br /> 18, 1207(1962). Synthesis: Panizzi et al., G. Chi.. /mL rats: 0.16.0.15 g/kg,C.H.Hine of al,Arch. Ind. Health 14, f�
<br /> H3Ca3C1 86,913 (1956). 250(1956). h
<br /> Use: To lower the freezing point of dynamite:in the manuf
<br /> Ox of dye intermediates. As rodent chemosterilam. -
<br /> 2116. Chloromethyl Methyl Ether. Chloromethuzymeth- L
<br /> a ooeca=at �_� oa ane; methyl chloromethyl ether: m CIO;mot wt 80yll ether;
<br /> H chitirodimethyl ether:CMME. CtHyC10:mol wt 80.51. C I
<br /> ` xtwc x 29.84%, H 6.26%. CI 44.03%. O 19.87%. CH,OCHtCI. f;
<br /> x x Prepd by passing HCI through a mixture of formalin and
<br /> H a methanol: C.S.Marvel.P. K. Porter, Org.Syn call-vol.1,
<br /> r,mp 121.5-122.5'. Spar- antOR377(1941). See atm Beilstein 1,580(1918)and supplements.
<br /> tinide to increase soly: Commercial product usually contaminated by sym-dichloro-
<br /> 6 to Endo Labs.). H use methyl ether, q.v. Review and evaluation of studies of car-
<br /> cinogenicity in laboratory animals: /ARC Monographs 4,
<br /> her. (2-Chloroethoz krh- Hemihydrate, needles from water. Becomes anhydr at 239-245(1974).
<br /> Y —35.2'(c = 2.8). Kat 2T = 2.2 x Colorless liquid.bP 59-. flat 1.0605. np 1.39737.
<br /> C 45.08. H 6.62%. CI 1 Mr. mp 208'. [a)b°
<br /> H=CHt. May .6 prepd 10-t. R/values: Fiedler. lac.cit Soly in water at 25'-bout Note: The technical grade has been listed as a carcinogen
<br /> triethanolamine upon B.B'- 4%,much more still in bot water. Alkaline solos acquire an by the EPA: Secand Annual Repoer on Carcinogens(NTP
<br /> Perkins, U.S. pat. 2,104,- orange color. Frady sol in alcohol,acetone. Very slightly 81-43. Dec. 1981)pp 63-67.
<br /> Chem.); cf.Cretcher cr al, sol in ethyl acetate. Heating with dil HCI yields caffeic acid. us,: In synthesis of chloromethylated compounds.
<br /> Forms A black compd with iron. said to be responsible for
<br /> Quite stable to NaOH the blackening of cut and cooked potatoes: Chem. et Ind. ifB2dimethylvinyl chloride;ist coneyl chloride CcHtCl;lmol
<br /> so-
<br /> ydrolysis to acetaldehyde (London) yl et 627.
<br /> roethanol . LD orally in 3'-Methyl ether. tate , , , ether,
<br /> mp 196-1 7- WH butwt yraldehyde30Kirrmann.�Bu�l Soc.6Chim.feFrance 1Pn from 1948,
<br /> w tats from ethyl acetate + pair ether, mp P
<br /> . Ind. Hyg. Tosicol.31,60 _42 8' (ethanol) uv max (ethanol): 325 nm (e 19.2001. 8063;% by isomerization of 3-chlo. Chem.
<br /> Site.r1959, with
<br /> g0"% HrSO,: Buckhurst et al. J. Chem. Sac. 1959, 2742.
<br /> .cellulose ethers. 2113. Chlorogenin. (25R)-5c.-Spiros1an-3B,6a-diol.
<br /> methane. CHCIt; mol wt C,HwOx:mol wt 432.62. C 74.96%, H 10.25%,O 14.79%.
<br /> 9.10%. Improperly called 's8 Isoln from bulbs of the California soap plant,amole: Chlo- CM3
<br /> m acetone and bleaching regalum pomeridianum(DC.)Kunth. Li
<br /> liamae: Liang.Not- c1t3 I cast
<br /> 'c and: 2CH bleachOCH, + kr.J Am. Chem.Soc.$7,525(1935). Chlorogenin occurs in
<br /> Consult the cross indu before using this salion.
<br /> Page 301
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