1-chloro-2-propanol

Structural formula
	Structural formula without stereochemistry
General
Surname	1-chloro-2-propanol
other names	1-chloropropan-2-ol; (α-) propylene chlorohydrin;
Molecular formula	C 3 H 7 ClO
Brief description	colorless liquid
External identifiers / databases
EC number	204-819-6
ECHA InfoCard	100.004.382
PubChem	31370
Wikidata	Q161602
properties
Molar mass	94.54 g mol −1
Physical state	liquid
density	1.10 g cm −3
boiling point	127 ° C
Vapor pressure	6.5 mbar (20 ° C)
solubility	good in water (> 100 g l −1 at 23 ° C)
Refractive index	1.4392 (20 ° C)
safety instructions
H and P phrases	H: 226-301 + 331-315-319-335
	P: 210-261-301 + 330 + 331-310-304 + 340 + 311-370 + 378-403 + 233
Toxicological data	720 mg · kg -1 ( LD 50 , guinea pigs , oral )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

1-chloro-2-propanol is a chemical compound from the group of alcohols .

Extraction and presentation

1-Chloro-2-propanol can be obtained by the acid-catalyzed reaction of allyl chloride with water or the chlorohydration of propylene (which also produces the isomeric 2-chloro-1-propanol ).

The compound is also formed as a by-product of the thermal decomposition of tris (2-chloroisopropyl) phosphate .

properties

1-chloro-2-propanol is a flammable, not very volatile, colorless liquid that is miscible with water.

Stereoisomerism

1-chloro-2-propanol is chiral , i.e. it contains a stereocenter . There are thus two stereoisomers, the ( R ) enantiomer and the ( S ) enantiomer. The 1: 1 mixture ( racemate ) of ( R ) - and ( S ) -enantiomer is called ( RS ) -1-chloro-2-propanol or (±) -1-chloro-2-propanol. When “1-chloro-2-propanol” is mentioned in the scientific literature or in this article without further details, the racemate is meant.

Enantiomers of 1-chloro-2-propanol
Surname	( R ) -1-chloro-2-propanol	( S ) -1-chloro-2-propanol
Structural formula
CAS number	19141-39-0	37493-16-6
EC number	686-912-5	684-565-4
ECHA info card	100.212.853	100.210.009
PubChem	6999046	641044

use

1-Chloro-2-propanol is used as an intermediate in the production of other chemical compounds such as propylene oxide or 3-hydroxybutanoic acid .

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry on 1-chloro-2-propanol in the GESTIS substance database of the IFA , accessed on January 8, 2020(JavaScript required) .
↑ ^a ^b ^c Entry on 1-chloro-2-propanol in the Hazardous Substances Data Bank , accessed on September 16, 2012.
↑ Data sheet 1-chloro-2-propanol, 70% from Sigma-Aldrich , accessed on June 25, 2016 ( PDF ).
↑ Martin Klein: A contribution to the recording of emissions during the thermal load of rigid polyurethane foams . Herbert Utz Verlag, 1999, ISBN 978-3-89675-658-9 , p. 133 ( limited preview in Google Book search).

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry on 1-chloro-2-propanol in the GESTIS substance database of the IFA , accessed on January 8, 2020(JavaScript required) .

[HSDB-2] Entry on 1-chloro-2-propanol in the Hazardous Substances Data Bank , accessed on September 16, 2012.

[Sigma-3] Data sheet 1-chloro-2-propanol, 70% from Sigma-Aldrich , accessed on June 25, 2016 ( PDF ).

[Martin_Klein-4] Martin Klein: A contribution to the recording of emissions during the thermal load of rigid polyurethane foams . Herbert Utz Verlag, 1999, ISBN 978-3-89675-658-9 , p. 133 ( limited preview in Google Book search).