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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:
Molecular Weight:
128.99
Beilstein:
1732063
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

186.8 °F - closed cup

Flash Point(C)

86 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Direct preparation kinetics of 1, 3-dichloro-2-propanol from glycerol using acetic acid catalyst
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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
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Soy-based adhesives with 1, 3-dichloro-2-propanol as a curing agent
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Wood and Fiber Science, 36(2), 186-194 (2004)
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)
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)

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