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184489

Sigma-Aldrich

1,3-Dichloro-2-propanol

97%

Synonym(s):

Glycerol-α,γ-dichlorohydrin

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About This Item

Linear Formula:
(ClCH2)2CHOH
CAS Number:
96-23-1
Molecular Weight:
128.99
Beilstein/REAXYS Number:
1732063
EC Number:
202-491-9
MDL number:
MFCD00000951
UNSPSC Code:
12352100
PubChem Substance ID:
24851118
NACRES:
NA.22

Quality Level

100

assay

97%

form

liquid

refractive index

n20/D 1.483 (lit.)

bp

174.3 °C (lit.)

mp

−4 °C (lit.)

solubility

water: soluble 10 part
alcohol: miscible
diethyl ether: miscible

density

1.363 g/mL at 20 °C
1.351 g/mL at 25 °C (lit.)

SMILES string

OC(CCl)CCl

InChI

1S/C3H6Cl2O/c4-1-3(6)2-5/h3,6H,1-2H2

InChI key

DEWLEGDTCGBNGU-UHFFFAOYSA-N

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General description

1,3-Dichloro-2-propanol is a food processing contaminant. Biotransformation of 1,3-dichloro-2-propanol to epichlorohydrin by the whole cells of recombinant Escherichia coli via resin-based in situ product removal has been investigated.

1,3-Dichloro-2-propanol is used as a pharmaceutical intermediate and solvent for paints, lacquers, and epoxy resins.

Application

1,3-Dichloro-2-propanol can be used as a reactant to synthesize:
  • Hydroxyl-N-tosylcyclams via sodium ethoxide catalyzed cyclization reaction with di(poly)-N-tosylamides.
  • (R)-Epichlorohydrin using biocatalysts.
  • 1,3-dichloropropene, a soil fumigant, and synthetic glycerol.

It can also be used as an intermediate in the production of epoxy resins, as well as a solvent for hard resins and nitrocellulose.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Carc. 1B

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

186.8 °F - closed cup

flash_point_c

86 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Shu-Ping Zou et al.
Biotechnology letters, 35(6), 937-942 (2013-02-23)
Biotransformation of 1,3-dichloro-2-propanol (DCP) to epichlorohydrin (ECH) by the whole cells of recombinant Escherichia coli expressing halohydrin dehalogenase was limited by product inhibition. To solve this problem and improve the ECH yield, a biotransformation strategy using resin-based in situ product
Direct preparation kinetics of 1, 3-dichloro-2-propanol from glycerol using acetic acid catalyst
Luo, Zheng-Hong and You, et al.
Industrial & Engineering Chemistry Research, 48, 446-452 (2009)
Role of mitogen-activated protein kinases and nuclear factor-kappa B in 1, 3-dichloro-2-propanol-induced hepatic injury
Lee In-Chul, et al.
Laboratory Animal Research, 32(1), 24-33 (2016)
Production of (R)-epichlorohydrin from 1, 3-dichloro-2-propanol by two-step biocatalysis using haloalcohol dehalogenase and epoxide hydrolase in two-phase system
Jin Huo-Xi, et al.
Biochemical Engineering Journal, 74, 1-7 (2013)
A Practical Synthesis of Hydroxyl-N-tosylcyclams via Cyclization of 1, 3-Dichloro-2-propanol with Disodium Di (Poly)-N-Tosylamides
Wu Minghu, et al.
Synthetic Communications, 25(9), 1427-1431 (1995)
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