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292087

Sigma-Aldrich

1-Chloro-2-propanol

70%

Synonym(s):

Chloropropanol, Propylene chlorohydrin

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About This Item

Linear Formula:
CH3CH(OH)CH2Cl+CH3CHClCH2OH
CAS Number:
127-00-4
Molecular Weight:
94.54
Beilstein:
773653
EC Number:
204-819-6
MDL number:
MFCD00004530
UNSPSC Code:
12352100
PubChem Substance ID:
24857557
NACRES:
NA.22

Assay

70%

impurities

<25% 2-chloro-1-propanol

refractive index

n20/D 1.439 (lit.)

bp

126-127 °C (lit.)

density

1.111 g/mL at 25 °C (lit.)

SMILES string

CC(O)CCl

InChI

1S/C3H7ClO/c1-3(5)2-4/h3,5H,2H2,1H3

InChI key

YYTSGNJTASLUOY-UHFFFAOYSA-N

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General description

1-Chloro-2-propanol is formed as an intermediate during the degradation of meso-bis-(1-chloro-2-propyl)ether by Rhodococcus sp. strain DTB.

Application

1-Chloro-2-propanol has been used as:
  • chemical intermediate for the manufacture of propylene oxide, a starting material for production of polyurethane polyols and propylene glycol
  • as α,β-halohydrin standard during the enzymatic synthesis of α,β-halohydrins from gaseous alkenes

Pictograms

FlameSkull and crossbones
GHS02,GHS06

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

125.6 °F - closed cup

Flash Point(C)

52 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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J Geigert et al.
Applied and environmental microbiology, 45(2), 366-374 (1983-02-01)
The enzymatic synthesis of alpha,beta-halohydrins from gaseous alkenes is described. The enzymatic reaction required an alkene, a halide ion, dilute hydrogen peroxide, and a haloperoxidase enzyme. A wide range of gaseous alkenes were suitable for this reaction, including those containing
Leif-Alexander Garbe et al.
FEMS microbiology ecology, 55(1), 113-121 (2006-01-20)
Rhodococcus sp. strain DTB (DSM 44534) was grown on a mixture of (R,R)-, (S,S)- and meso-bis-(1-chloro-2-propyl) ether (BCPE) as the sole source of carbon and energy. During BCPE degradation 1'-chloro-2'-propyl-3-chloro-2-prop-1-enyl-ether (DVE), 1-chloro-2-propanol and chloroacetone intermediates were formed. The BCPE or
J A Bond et al.
Toxicology and applied pharmacology, 95(3), 444-455 (1988-09-30)
Propylene chlorohydrins, of which 1-chloro-2-propanol (1-CP) is a constituent, used as intermediates in the manufacture of propylene oxide and have been identified as potential air pollutants. The objective of these studies was to determine whether changes in the inhaled exposure
Propylene chlorohydrins: toxicology, metabolism, and environmental fate.
R S Yang
Reviews of environmental contamination and toxicology, 99, 47-59 (1987-01-01)
A R Jones et al.
Xenobiotica; the fate of foreign compounds in biological systems, 10(11), 835-846 (1980-11-01)
1. The metabolism of 1,2-dichloropropane in the rat has been investigated. The major urinary metabolite has been isolated and identified as N-acetyl-S-(2-hydroxypropyl)cysteine. Two minor metabolites of 1,2-dichloropropane have been identified as beta-chlorolactate and N-acetyl-S-(2,3-dihydroxypropyl)cysteine. 2. The fate of 1-chloro-2-hydroxypropane, a
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