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82270

Sigma-Aldrich

1,2-Dichloropropane

99%

Synonym(s):

Propylene dichloride

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About This Item

Linear Formula:
CH3CHClCH2Cl
CAS Number:
Molecular Weight:
112.99
Beilstein/REAXYS Number:
1718880
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

3.89 (vs air)

vapor pressure

40 mmHg ( 19.4 °C)

assay

99%

form

liquid

autoignition temp.

1035 °F

expl. lim.

14.5 %

refractive index

n20/D 1.439 (lit.)
n20/D 1.439

bp

95-96 °C (lit.)

mp

−100 °C (lit.)

density

1.156 g/mL at 25 °C (lit.)

SMILES string

CC(Cl)CCl

InChI

1S/C3H6Cl2/c1-3(5)2-4/h3H,2H2,1H3

InChI key

KNKRKFALVUDBJE-UHFFFAOYSA-N

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Application

1,2-Dichloropropane can be used as a building block to synthesize:
  •  2-Ylidene-1,3-dithiolane derivatives via one-pot reaction with carbon disulfide and active methylene compounds in the presence of sodium ethylate.      
  • β-Chloropropylsulfurs by controllable dechloro-coupling reaction with thiols.      
  • Thiazolidine and 1,3-thiazinane derivatives via [3+2] and [3+3] annulation reaction with β-ketothioamides in the presence of phosphonium ylide as a catalyst.

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Carc. 1B - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

59.0 °F - closed cup

flash_point_c

15.0 °C - closed cup

ppe

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


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Synthesis of some 2-ylidene-1, 3-dithiolanes
Lipin KV, et al.
Russ. J. Org. Chem., 53(1), 147-149 (2017)
Monish Arbaz Ansari et al.
Organic & biomolecular chemistry, 17(41), 9151-9162 (2019-10-09)
Phosphonium ylides are being reported here as a catalyst for the formation of thiazolidines and 1,3-thiazinanes from β-ketothioamides (which act as a three atom N, C, and S synthon) with dihaloalkanes via [3 + 2] and [3 + 3] annulations
Divergent Electrolysis for the Controllable Coupling of Thiols with 1, 2-Dichloroethane: a Mild Approach to Sulfide and Sulfoxide
Ling F, et al.
Green Chemistry (2022)
J C Hage et al.
Applied microbiology and biotechnology, 57(4), 548-554 (2002-01-05)
Pseudomonas sp. strain DCA1, which is capable of utilizing 1,2-dichloroethane (DCA) as sole carbon and energy source, was used to oxidize chlorinated methanes, ethanes, propanes, and ethenes. Chloroacetic acid, an intermediate in the DCA degradation pathway of strain DCA1, was
Acute renal and hepatic failure due to accidental percutaneous absorption of 1,2-dichlorpropane contained in a commercial paint fixative.
Enrico Fiaccadori et al.
Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association, 18(1), 219-220 (2002-12-14)

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