Skip to Content
Merck
All Photos(1)

Documents

D62004

Sigma-Aldrich

cis-1,2-Dichloroethylene

97%

Synonym(s):

cis-1,2-DCE, cis-Acetylene dichloride

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
ClCH=CHCl
CAS Number:
Molecular Weight:
96.94
Beilstein:
1071208
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

liquid

refractive index

n20/D 1.449 (lit.)

bp

60 °C (lit.)

mp

−80 °C (lit.)

density

1.284 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-UPHRSURJSA-N

Looking for similar products? Visit Product Comparison Guide

Application

cis-1,2-Dichloroethylene (cis-1,2-DCE) is generally used in the preparation of various enediynes for Bergman cyclization. Applications include the synthesis of:
  • 2-(6-substituted 3(Z)-hexen-1,5-diynyl)anilines to prepare corresponding substituted carbazoles.
  • (Z)-1-aryl-3-henen-1,5-diynes to obtain the corresponding aryl substituted benzotriazoles.


It is used as a linker to synthesize boron-dipyrromethene (BODIPY)-based photosensitizer for photodynamic therapy (PDT). cis-1,2-DCE can also be used as a precursor to synthesize intermediates of sporolide B.

Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Classifications

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

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

42.8 °F - closed cup

Flash Point(C)

6.0 °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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 1

1 of 1

Total synthesis of sporolide B.
Nicolaou, et al.
Angewandte Chemie (International Edition in English), 48(19), 3449-3453 (2009)
Toward singlet oxygen delivery at a measured rate: a self-reporting photosensitizer.
Erbas-Cakmak S and Akkaya EU
Organic Letters, 16(11), 2946-2949 (2014)
Oxa-enediynes: Probing the electronic and stereoelectronic contributions to the Bergman cycloaromatization.
Jones GB, et al.
The Journal of Organic Chemistry, 67(16), 5727-5732 (2002)
Reaction of (Z)-1-Aryl-3-hexen-1, 5-diynes with Sodium Azide: Synthesis of 1-Aryl-1 H-benzotriazoles.
Chen Z-Y and Wu M-J
Organic Letters, 7(3), 475-477 (2005)
Sara Kleindienst et al.
Systematic and applied microbiology, 40(3), 150-159 (2017-03-16)
Taxonomic assignments of anaerobic dichloromethane (DCM)-degrading bacteria remain poorly constrained but are important for understanding the microbial diversity of organisms contributing to DCM turnover in environmental systems. We describe the taxonomic classification of a novel DCM degrader in consortium RM

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service