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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.

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

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
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)
Unusual reaction of chloroacetyl chloride with 1, 2-dichloroethene. Synthesis and properties of 2-chlorovinyl dichloromethyl ketone
GV Bozhenkov, et al.
Russian Journal of Organic chemistry, 44, 1745-1751 (2008)
Dichloroethylene
James A and Mertens
Kirk-Othmer Encyclopedia of Chemical Technology (2000)
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
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