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D62403

Sigma-Aldrich

1,2-Dichloroethylene, mixture of cis and trans

98%

Synonym(s):

1,2-Dichloroethene, Acetylene dichloride, sym-Dichloroethylene

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About This Item

Linear Formula:
ClCH=CHCl
CAS Number:
540-59-0
Molecular Weight:
96.94
EC Number:
208-750-2
MDL number:
MFCD00062942
UNSPSC Code:
12352100
PubChem Substance ID:
24894013
NACRES:
NA.22

vapor pressure

5.32 psi ( 20 °C)

Assay

98%

form

liquid

refractive index

n20/D 1.447 (lit.)

bp

48-60 °C (lit.)

mp

−57 °C (lit.)

density

1.265 g/mL at 25 °C (lit.)

SMILES string

Cl\C=C\Cl

InChI

1S/C2H2Cl2/c3-1-2-4/h1-2H/b2-1+

InChI key

KFUSEUYYWQURPO-OWOJBTEDSA-N

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General description

1,2-Dichloroethylene, also known as acetylene dichloride, is a chlorinated aliphatic hydrocarbon that is commonly used as an extraction solvent and as a chemical intermediate for other chlorinated solvents and compounds.

Application

1,2-Dichloroethylene, mixture of cis and trans can be used as a reactant to synthesize:
  • Chloro-enynes from terminal alkynes via Sonogashira coupling.
  • Trichloroethyl alkyl ketones by reacting with acyl chlorides via Friedel-Crafts reaction in the presence of aluminum chloride.
  • (Ethenediyl)bis[thiazole] via Pd-catalyzed Stille-coupling reaction with 2-(tributylstannyl)thiazole.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H225,H332,H412

Hazard Classifications

Acute Tox. 4 Inhalation - Aquatic Chronic 3 - Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

42.8 °F - closed cup

Flash Point(C)

6 °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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Jisu Hong et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 25(2), 649-656 (2018-11-06)
The effects of the molecular structure of thiazole-based polymers on the active layer morphologies and performances of electronic and photovoltaic devices were studied. Thus, thiazole-based conjugated polymers with a novel thiazole-vinylene-thiazole (TzVTz) structure were designed and synthesized. The TzVTz structure
C Andrew Ramsburg et al.
Environmental science & technology, 44(23), 9105-9111 (2010-11-09)
Abiotic and biotic reductive dechlorination with chlorinated ethene dense non-aqueous-phase liquid (DNAPL) source zones can lead to significant fluxes of complete and incomplete transformation products. Accurate assessment of in situ rates of transformation and the potential for product sequestration requires
Florian Schevenels et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 19(13), 4335-4343 (2013-01-22)
Highly functionalised benzofurans have been prepared from ortho-hydroxyphenones and 1,1-dichloroethylene. The key intermediate, a chloromethylene furan, smoothly rearranged into the corresponding benzofuran carbaldehyde under acidic conditions. Some mechanistic investigations have been performed and several biologically active benzofurans have been synthesised.
He-Ping Zhao et al.
Water research, 44(7), 2276-2282 (2010-01-19)
The presence of other chloroethenes influences aerobic metabolic biodegradation of cis-1,2-dichloroethene (cDCE). A new metabolically cDCE degrading enrichment culture was identified as also being capable of degrading vinyl chloride (VC), but not 1,1-dichloroethene (1,1DCE), trans-1,2-dichloroethene (tDCE), trichloroethene (TCE), or tetrachloroethene
He-Ping Zhao et al.
Water science and technology : a journal of the International Association on Water Pollution Research, 64(9), 1796-1803 (2011-10-25)
Degradation of the lower chlorinated ethenes is crucial to the application of natural attenuation or in situ bioremediation on chlorinated ethene contaminated sites. Recently, within mixtures of several chloroethenes as they can occur in contaminated groundwater inhibiting effects on aerobic
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