Chlorobutanol
Title: Chlorobutanol
CAS Registry Number: 57-15-8
CAS Name: 1,1,1-Trichloro-2-methyl-2-propanol
Additional Names: b,b,b-trichloro-tert-butyl alcohol; acetone chloroform; chlorbutol
Trademarks: Chloretone (Parke-Davis); Coliquifilm (Allergan); Methaform; Sedaform
Molecular Formula: C4H7Cl3O
Molecular Weight: 177.46
Percent Composition: C 27.07%, H 3.98%, Cl 59.93%, O 9.02%
Literature References: Chlorobutanol may be anhydrous or it may contain up to about one-half molecule of water. Prepn: Fishburn, Watson, J. Am. Pharm. Assoc. 28, 491 (1939); E. Bergman, US 2446453 (1948 to Polymerisable Products Ltd.); P. Riegger, H. Richtzenbain, DE 1271697 (1968 to Dynamit Nobel A.-G.), C.A. 69, 95967g (1968); M. Saljoughian, Monatsh. Chem. 114, 813 (1983). Toxicity studies: E. Impens, Arch. Int. Pharmacodyn. Ther. 8, 77 (1901).
Properties: Crystals. Camphor odor and taste. A crystal of chlorobutanol placed on a water surface "dances" like a camphor crystal. Sublimes easily. The anhydrous form mp 97° (the hemihydrate mp 78°). bp760 167°; bp246 135°. Easily sol in hot water; one gram dissolves in 1 ml alcohol, 10 ml glycerol; sol in chloroform, ether, acetone, petr ether, glacial acetic acid, oils. MLD orally in dogs, rabbits (mg/kg): 238, 213 (Impens).
Melting point: anhydrous form mp 97°; hemihydrate mp 78°
Boiling point: bp760 167°; bp246 135°
Toxicity data: MLD orally in dogs, rabbits (mg/kg): 238, 213 (Impens)
 
Derivative Type: Compd with chloral hydrate
Literature References: Ref: DE 151188 (1904).
Properties: mp 65°.
Melting point: mp 65°
 
Use: Plasticizer for cellulose esters and ethers. Preservative for biological fluids, hypodermic solns, and solns of alkaloids. Pharmaceutic aid (antimicrobial).
Therap-Cat: Analgesic (dental).
Therap-Cat-Vet: Has been used as a mild sedative, antipruritic, and antiseptic.
Keywords: Analgesic (Dental).

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