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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)

Quality Level

100

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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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.

accessory

Product No.
Description
Pricing

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

WGK

WGK 2

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

Certificates of Analysis (COA)

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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
A quantum chemical study of unexpected reaction of alpha-chloroacyl chlorides with 1, 2-dichloroethylene in the presence of aluminum chloride
Shagun V, et al.
Computational & Theoretical Chemistry, 1073, 116-122 (2015)
Idriss Curbet et al.
Chemical science, 11(19), 4934-4938 (2020-04-27)
The first synthesis of conjugated triynes by molybdenum-catalysed alkyne metathesis is reported. Strategic to the success of this approach is the utilization of sterically-hindered diynes that allowed for the site-selective alkyne metathesis to produce the desired conjugated triyne products. The
Timothy E Mattes et al.
FEMS microbiology reviews, 34(4), 445-475 (2010-02-12)
Extensive use and inadequate disposal of chloroethenes have led to prevalent groundwater contamination worldwide. The occurrence of the lesser chlorinated ethenes [i.e. vinyl chloride (VC) and cis-1,2-dichloroethene (cDCE)] in groundwater is primarily a consequence of incomplete anaerobic reductive dechlorination of
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
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