1,2-Dibromoethylene

Base Information

• Chemical Name: 1,2-Dibromoethylene
• CAS No.: 540-49-8
• Molecular Formula: C2H2 Br2
• Molecular Weight: 185.846
• Hs Code.: 2903399090
• Wikidata: Q161467
• Mol file: 540-49-8.mol

Synonyms:Ethylene,1,2-dibromo- (6CI,8CI); 1,2-Dibromoethene; 1,2-Dibromoethylene; 2-Bromovinylbromide; Acetylene dibromide; NSC 8744; sym-Dibromoethylene

Chemical Property of 1,2-Dibromoethylene

Chemical Property:

• Appearance/Colour: Colorless to Yellow Liquid
• Melting Point: 9.9°C
• Refractive Index: n20/D 1.542
• Boiling Point: 108 °C at 760 mmHg
• Flash Point: °C
• PSA: 0.00000
• Density: 2.27 g/mL at 20 °C(lit.)
• LogP: 2.24740
• Storage Temp.: 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 185.85028
• Heavy Atom Count: 4
• Complexity: 19.2

Purity/Quality:

99% ^*data from raw suppliers

1,2-Dibromoethylene,mixtureofcis/trans ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25-36/37/38
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(=CBr)Br

Technology Process of 1,2-Dibromoethylene

There total 14 articles about 1,2-Dibromoethylene 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: 93.0%

1,1,2,2-tetrabromoethane (79-27-6) → cis+trans-dibromoethylene (540-49-8)

Guidance literature:

With iron; In N,N-dimethyl-formamide;

DOI:10.1134/S1070427206110218

Reference yield:

1,1,2,2-tetrabromoethane (79-27-6) → cis+trans-dibromoethylene (540-49-8) + 1,1,2-tribromoethylene (598-16-3)

Guidance literature:

With barium(II) chloride; at 400 - 420 ℃; cis-trans-mixture;

Reference yield:

Bromoform (75-25-2) → methyl bromide (74-83-9) + methane (34557-54-5,27936-85-2) + cis+trans-dibromoethylene (540-49-8) + acetylene (74-86-2,25067-58-7)

Guidance literature:

With chromium(II) perchlorate; water; at 20 ℃; for 0.333333h; Reagent/catalyst;

DOI:10.1002/chem.201202918

upstream raw materials:

1,1,2,2-tetrabromoethane

ethanol

sodium trithiocarbonate

bromoethyne

Downstream raw materials:

cis-1-bromo-2-iodo-ethene

(E)-1-bromo-2-iodoethylene

1,2-diphenoxy-ethene

cis-BrCHCHOPh

Refernces

Molybdenum chloride catalysts for Z-selective olefin metathesis reactions

10.1038/nature21043

The study focuses on the development of molybdenum chloride catalysts for Z-selective olefin metathesis reactions, which is a significant advancement in the field of chemistry. The researchers utilized molybdenum monoaryloxide chloride complexes to catalyze the formation of higher-energy (Z) isomers of trifluoromethyl-substituted alkenes through cross-metathesis reactions with Z-1,1,1,4,4,4-hexafluoro-2-butene, a commercially available and inexpensive compound typically considered inert. The study also improved the efficiency and Z selectivity of transformations involving Z-1,2-dichloroethene and 1,2-dibromoethene. These molybdenum complexes enabled the synthesis of biologically active molecules and trifluoromethyl analogues of medicinally relevant compounds, which can enhance bioavailability, metabolic stability, lipophilicity, or binding selectivity. The study's purpose was to address the challenges in synthesizing trifluoromethyl-substituted olefins, a crucial moiety in agrochemicals and materials research, by providing a more direct and practical method for their preparation. The study employed density functional theory calculations to elucidate the origins of the observed activity and selectivity levels, contradicting previously proposed principles.