cis-1,2-Dichloroethylene

Base Information

• Chemical Name: cis-1,2-Dichloroethylene
• CAS No.: 156-59-2
• Deprecated CAS: 1438395-68-6
• Molecular Formula: C2H2 Cl2
• Molecular Weight: 96.9439
• Hs Code.: 2903299090
• European Community (EC) Number: 208-750-2,205-859-7
• ICSC Number: 0436
• NSC Number: 6149
• UN Number: 1150
• UNII: FYO9G15JYD
• DSSTox Substance ID: DTXSID2024030
• Nikkaji Number: J2.558E
• Wikipedia: 1,2-Dichloroethene
• Wikidata: Q24716849
• Metabolomics Workbench ID: 51855
• ChEMBL ID: CHEMBL1441128
• Mol file: 156-59-2.mol

Synonyms:1,2-dichloroethene;1,2-dichloroethylene;1,2-dichloroethylene, (E)-isomer;1,2-dichloroethylene, (Z)-isomer

Chemical Property of cis-1,2-Dichloroethylene

Chemical Property:

• Melting Point: -80oC(lit.)
• Refractive Index: n20/D 1.449(lit.)
• Boiling Point: 60 °C(lit.)
• Flash Point: 43 °F
• PSA: 0.00000
• Density: 1.284 g/mL at 25 °C(lit.)
• LogP: 1.93520
• Storage Temp.: 0-60°C
• Water Solubility.: 3.5g/L(25 oC)
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 95.9533555
• Heavy Atom Count: 4
• Complexity: 19.2
• Transport DOT Label: Flammable Liquid

Purity/Quality:

98% ^*data from raw suppliers

(Z)-1,2-Dichloroethene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xn,T
• Hazard Codes: F,Xn,T
• Statements: 11-20-52/53-39/23/24/25-23/24/25
• Safety Statements: 7-16-29-61-45-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Chlorinated Aliphatics
• Canonical SMILES: C(=CCl)Cl
• Isomeric SMILES: C(=C\Cl)\Cl
• Inhalation Risk: A harmful contamination of the air will be reached quickly on evaporation of this substance at 20 °C; on spraying or dispersing, however, much faster.
• Effects of Short Term Exposure: The substance is irritating to the eyes and respiratory tract. The substance may cause effects on the central nervous system at high levels. This may result in lowering of consciousness.
• Effects of Long Term Exposure: The substance defats the skin, which may cause dryness or cracking. The substance may have effects on the liver.
• Uses: cis-DCE and other chloroethenes like tetrachloroethene (PCE), trichloroethene (TCE), and vinyl chloride (VC) are extensively used as solvents in different dry cleaning and metal degreasing industries. 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.

Technology Process of cis-1,2-Dichloroethylene

There total 58 articles about cis-1,2-Dichloroethylene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 65.0%

Trichloroethylene (79-01-6) → cis-1,2-Dichloroethylene (156-59-2,43695-79-0) + chloroethylene (75-01-4,9002-86-2) + acetylene (74-86-2,25067-58-7)

Guidance literature:

With iron sulfide; In water; for 2922h; pH=8.3; Kinetics; Product distribution;

DOI:10.1021/es9809455

Reference yield: 56.0%

1,1,2,2-tetrachloroethylene (127-18-4) → cis-1,2-Dichloroethylene (156-59-2,43695-79-0) + Trichloroethylene (79-01-6) + acetylene (74-86-2,25067-58-7)

Guidance literature:

With iron sulfide; In water; for 2922h; pH=8.3; Kinetics; Product distribution;

DOI:10.1021/es9809455

Reference yield: 43.0%

1,1,2,2-tetrachloroethylene (127-18-4) → cis-1,2-Dichloroethylene (156-59-2,43695-79-0) + trans-1,2-dichloroethylene (156-60-5,43695-79-0) + Trichloroethylene (79-01-6)

Guidance literature:

With methanol; at 20 ℃; Inert atmosphere; UV-irradiation;

DOI:10.1246/bcsj.20090234

upstream raw materials:

trans-1,2-dichloroethylene

ethene

1,1,2-trichloroethane

acetylene

Downstream raw materials:

3,3-dichloro-1,1-diphenyl-1-propene

1,2-dichloro-3,3-diphenylcyclopropane

1,2-dichloro-3,3-diphenylcyclopropane

2-methyl-2-phenyl-3-butynenitrile

Refernces

• 1、 Butler, Elizabeth C.,Hayes, Kim F.. "Factors influencing rates and products in the transformation of trichloroethylene by iron sulfide and iron metal". . p. 3884 - 3891. Retrieved 2001.
• 2、 Jones,Taylor. "-". . p. 3480. Retrieved 1940.
• 3、 Zhu, T.,Yarwood, G.,Chen, J.,Niki, H.. "FTIR Study of the Cl + C2H2 Reaction: Formation of cis- and trans-CHCl=CH Radicals". . p. 5065 - 5067. Retrieved 1994.
• 4、 Caulier, Thibaud P.,Maeck, Maurice,Reisse, Jacques. "Homogeneous Sonochemistry: A Study of the Induced Isomerization of 1,2-Dichloroethene under Ultrasonic Irradiation". . p. 272 - 273. Retrieved 1995.
• 5、 Ogura, Hiroo,Yano, Takayuki. "CO2 Laser-induced Decomposition of 1,2-Dichloro-1-fluoroethane". . p. 1239 - 1250. Retrieved 1985.
• 6、 Reinhard,Lowry. "Pd-catalyzed TCE dechlorination in water: Effect of [H2](aq) and H2-utilizing competitive solutes on the TCE dechlorination rate and product distribution". . p. 696 - 702. Retrieved 2001.
• 7、 Mochida,Yoneda. "". . p. 2161. Retrieved 1968.
• 8、 Kokubo, Ken,Kakimoto, Hidenobu,Oshima, Takumi. "Cation-recognized photosensitization in E-Z isomerization of 1,2-dichloroethylene by crowned benzophenones". . p. 6548 - 6549. Retrieved 2002.
• 9、 Aulenta, Federico,Rossetti, Simona,Amalfitano, Stefano,Majone, Mauro,Tandoi, Valter. "Conductive magnetite nanoparticles accelerate the microbial reductive dechlorination of trichloroethene by promoting interspecies electron transfer processes". . p. 433 - 436. Retrieved 2013.
• 10、 Maymo-Gatell,Nijenhuis,Zinder. "Reductive dechlorination of cis-1,2-dichloroethene and vinyl chloride by Dehalococcoides ethenogenes ". . p. 516 - 521. Retrieved 2001.