1,1,1-trichloro-2-methyl-2-propanol

Structural formula
General
Surname	1,1,1-trichloro-2-methyl-2-propanol
other names	2- (trichloromethyl) -2-propanol; α, α, α-trichloro tert -butanol; Chlorobutanol ( INN , Ph.Eur. ); Chlorobutanol; Chloretone; CHLOROBUTANOL ( INCI ) ;
Molecular formula	C 4 H 7 Cl 3 O
Brief description	colorless solid with a camphor-like odor
External identifiers / databases
EC number	200-317-6
ECHA InfoCard	100,000,288
PubChem	5977
ChemSpider	13842993
Wikidata	Q1047468
properties
Molar mass	177.46 g mol −1
Physical state	firmly
Melting point	97 ° C ; 78 ° C (hemihydrate);
boiling point	167 ° C
solubility	heavy in water (7.7 g l −1 at 20 ° C, hemihydrate)
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 302
	P: 301 + 312 + 330
Toxicological data	510 mg kg −1 ( LD 50 , rat , oral ) ; > 2000 mg kg −1 ( LD 50 , rabbit , transdermal ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

1,1,1-Trichlor-2-methyl-2-propanol (also called chlorobutanol or chlorobutanol ) is a chemical compound from the group of alcohols .

Extraction and presentation

1,1,1-Trichloro-2-methyl-2-propanol can be obtained by reacting chloroform with acetone . For this reason, when disposing of solvents, it is important to ensure that acetone and chloroform are kept as separate as possible, because the reaction of these two substances can explode.

properties

1,1,1-Trichlor-2-methyl-2-propanol is a flammable, colorless solid with a camphor smell , which is sparingly soluble in water.

1,1,1-Trichloro-2-methyl-2-propanol is always a bit oily, moist and soft as wax, even in the pure solid state. In the case of recrystallizations, it is usually crystallized from a boiling mixture of ethanol and water. It often happens that instead of crystallizing out, it oils out. This happens when the hot solution slowly cools down. To keep the product in the solid state, the boiling solution must be immediately cooled in an ice bath.

use

1,1,1-Trichlor-2-methyl-2-propanol is used as a pain reliever in dentistry and as a preservative for injections.

Individual evidence

↑ Entry on CHLOROBUTANOL in the CosIng database of the EU Commission, accessed on December 28, 2019.
↑ ^a ^b ^c ^d ^e ^f ^g Entry on 1,1,1-trichloro-2-methyl-2-propanol in the GESTIS substance database of the IFA , accessed on May 8, 2017(JavaScript required) .
↑ ^a ^b ^c data sheet Chlorobutanol, United States Pharmacopeia (USP) Reference Standard from Sigma-Aldrich , accessed on May 8, 2017 ( PDF ).
↑ Entry on 1,1,1-trichloro-2-methyl-2-propanol in the Hazardous Substances Data Bank , accessed on November 27, 2013.
↑ Peter Reuter: Springer Lexicon Medicine. Springer, Berlin a. a. 2004, ISBN 3-540-20412-1 , p. 365.

[CosIng-1] Entry on CHLOROBUTANOL in the CosIng database of the EU Commission, accessed on December 28, 2019.

[GESTIS-2] ↑ ^a ^b ^c ^d ^e ^f ^g Entry on 1,1,1-trichloro-2-methyl-2-propanol in the GESTIS substance database of the IFA , accessed on May 8, 2017(JavaScript required) .

[Sigma-3] ta sheet Chlorobutanol, United States Pharmacopeia (USP) Reference Standard from Sigma-Aldrich , accessed on May 8, 2017 ( PDF ).

[HSDB-4] Entry on 1,1,1-trichloro-2-methyl-2-propanol in the Hazardous Substances Data Bank , accessed on November 27, 2013.

[Peter_Reuter-5] Peter Reuter: Springer Lexicon Medicine. Springer, Berlin a. a. 2004, ISBN 3-540-20412-1 , p. 365.