2-chloro-1-propanol

Structural formula
	( RS ) -2-chloro-1-propanol
General
Surname	2-chloro-1-propanol
other names	2-chloropropan-1-ol; Propylene chlorohydrin;
Molecular formula	C 3 H 7 ClO
Brief description	colorless liquid with a faint odor
External identifiers / databases
EC number	201-154-3
ECHA InfoCard	100.001.050
PubChem	6566
Wikidata	Q15461615
properties
Molar mass	94.54 g mol −1
Physical state	liquid
density	1.1 g cm −3
boiling point	126 ° C
Vapor pressure	40 hPa (50 ° C)
solubility	completely miscible in water
Refractive index	1.438 (20 ° C)
safety instructions
H and P phrases	H: 226-302-312-332-319
	P: 280-305 + 351 + 338
Toxicological data	529 mg kg −1 ( LD 50 , rabbit , transdermal ) ; 218 mg kg −1 ( LD 50 , rat , 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

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

Extraction and presentation

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

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

properties

2-chloro-1-propanol is a colorless liquid with a faint odor that is completely miscible with water. 2-chloro-1-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 ) -2-chloro-1-propanol or (±) -2-chloro-1-propanol. When “2-chloro-1-propanol” is mentioned in the scientific literature or in this article without further details, the racemate is meant.

Enantiomers of 2-chloro-1-propanol
Surname	( R ) -2-chloro-1-propanol	( S ) -2-chloro-1-propanol
Structural formula
CAS number	37493-14-4	19210-21-0
EC number		627-266-6
ECHA info card		100.155.643
PubChem	181530	641045

use

2-chloro-1-propanol is used to esterify starch.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry on 2-chloro-1-propanol in the GESTIS substance database of the IFA , accessed on May 22, 2018(JavaScript required) .
↑ ^a ^b ^c data sheet (S) - (+) - 2-chloro-1-propanol, 97% from Sigma-Aldrich , accessed on June 25, 2016 ( PDF ).
^ Entry on 1-chloro-2-propanol in the Hazardous Substances Data Bank , accessed on September 16, 2012.
↑ 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).
↑ Shmuel Yannai: Dictionary of Food Compounds with CD-ROM, Second Edition . CRC Press, 2012, ISBN 978-1-4200-8351-4 , pp. 263 ( limited preview in Google Book search).

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry on 2-chloro-1-propanol in the GESTIS substance database of the IFA , accessed on May 22, 2018(JavaScript required) .

[Sigma-2] ta sheet (S) - (+) - 2-chloro-1-propanol, 97% from Sigma-Aldrich , accessed on June 25, 2016 ( PDF ).

[HSDB-3] Entry on 1-chloro-2-propanol in the Hazardous Substances Data Bank , accessed on September 16, 2012.

[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).

[Shmuel_Yannai-5] Shmuel Yannai: Dictionary of Food Compounds with CD-ROM, Second Edition . CRC Press, 2012, ISBN 978-1-4200-8351-4 , pp. 263 ( limited preview in Google Book search).