Tetrabromoethylene

Base Information

• Chemical Name: Tetrabromoethylene
• CAS No.: 79-28-7
• Molecular Formula: C2Br4
• Molecular Weight: 343.638
• European Community (EC) Number: 201-192-0
• NSC Number: 328430
• UNII: T686675W6X
• DSSTox Substance ID: DTXSID8058821
• Nikkaji Number: J4.229C
• Wikipedia: Tetrabromoethylene
• Wikidata: Q7706215
• Mol file: 79-28-7.mol

Synonyms:Tetrabromoethylene;Tetrabromoethene;79-28-7;Ethene, tetrabromo-;Ethylene, tetrabromo-;1,1,2,2-tetrabromoethene;Ethene, 1,1,2,2-tetrabromo-;EINECS 201-192-0;NSC 328430;NSC-328430;T686675W6X;perbromoethene;NSC328430;C2Br4;C2-Br4;SCHEMBL440185;DTXSID8058821;UNII-T686675W6X;1,1,2,2-Tetrabromoethylene #;FT-0631350;Q7706215

Chemical Property of Tetrabromoethylene

Chemical Property:

• Vapor Pressure: 0.122mmHg at 25°C
• Melting Point: 56.5°C
• Refractive Index: 1.7100 (estimate)
• Boiling Point: 226.5°C at 760 mmHg
• Flash Point: 78.1°C
• PSA: 0.00000
• Density: 3.196g/cm³
• LogP: 3.69260
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 343.66925
• Heavy Atom Count: 6
• Complexity: 55.6

Purity/Quality:

99%, ^*data from raw suppliers

TETRABROMOETHYLENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Halogenated Aliphatics, Unsaturated
• Canonical SMILES: C(=C(Br)Br)(Br)Br
• Uses: Organic synthesis.

Technology Process of Tetrabromoethylene

There total 40 articles about Tetrabromoethylene 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: 92.0%

1,1,1,2,2-pentabromoethane (75-95-6) → 1,1,2,2-tetrabromoethene (79-28-7)

Guidance literature:

With sodium hydroxide; Katamin AB; In water; Heating;

DOI:10.1134/S1070427206110218

Reference yield: 88.0%

1,1,2-tribromoethylene (598-16-3) → dibromoacetic acid (631-64-1) + 1,1,2,2-tetrabromoethene (79-28-7) + 1,1,1,2,2-pentabromoethane (75-95-6)

Guidance literature:

1,1,2-tribromoethylene; With oxygen; at 70 ℃; for 250h;

With water; at 20 ℃; for 12h; Further stages.;

DOI:10.1134/S1070427206110218

Reference yield: 45.0%

1,1,1,2,2-pentabromoethane (75-95-6) + methyl diethylphosphinate (5689-41-8) → 1,1,2,2-tetrabromoethene (79-28-7) + diethylphosphinic acid (813-76-3)

Guidance literature:

at 100 ℃; for 13h;

DOI:10.1134/S1070363206070293

upstream raw materials:

ethynyldimagnesium dibromide

diethyl ether

acetylene dibromide

hexabromoethane

Downstream raw materials:

3,4-dibromobut-3-en-2-ol

ethyl bromoacetate

hexabromoethane

tribromoacetic acid

Refernces

• 1、 Bayatyan,Bayatyan,Saakyan. "Liquid-phase oxidation of bromovinyl compounds with molecular oxygen". . p. 1849 - 1852. Retrieved 2008/02/08.
• 2、 Léonel, Eric,Lejaye, Michael,Oudeyer, Sylvain,Paugam, Jean Paul,Nédélec, Jean-Yves. "gem-Dihalocyclopropane formation by iron/copper activation of tetrahalomethanes in the presence of nucleophilic olefins. Evidence for a carbene pathway". . p. 2635 - 2638. Retrieved 2007/10/03.