1,1-Dibromo-2-phenylethene

Base Information

• Chemical Name: 1,1-Dibromo-2-phenylethene
• CAS No.: 7436-90-0
• Molecular Formula: C8H6Br2
• Molecular Weight: 261.944
• Mol file: 7436-90-0.mol

Synonyms:mono-1,1-dibromovinylbenzene;1,1-dibromostyrene;Benzene,(2,2-dibroMoethenyl);(2,2-Dibromoethenyl)benzene;Benzene, (2,2-dibromoethenyl)-;2-Phenyl-1,1-dibromoethene;1,1-Dibromo-2-phenylethene;2-phenyl-1,1-dibromoethylene;(2,2-dibromo-vinyl)-benzene;1,1-dibromo-2-phenylethylene;1,1-dibromo-2-phenyl-1-ethene;

Chemical Property of 1,1-Dibromo-2-phenylethene

Chemical Property:

• Boiling Point: 94.5-95 °C(Press: 0.8 Torr)
• PSA: 0.00000
• Density: 1.8011 g/cm3
• LogP: 3.77480
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98.5% ^*data from raw suppliers

(2,2-Dibromovinyl)benzene 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,1-Dibromo-2-phenylethene

There total 31 articles about 1,1-Dibromo-2-phenylethene 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: 98.0%

carbon tetrabromide (558-13-4) + benzaldehyde (100-52-7) → 2,2-dibromostyrene (7436-90-0)

Guidance literature:

With triphenylphosphine;

DOI:10.1016/j.tetlet.2006.12.044

Reference yield: 96.0%

methanesulfonic acid 2,2,2-tribromo-1-phenyl-ethyl ester → 2,2-dibromostyrene (7436-90-0)

Guidance literature:

With indium; In N,N-dimethyl-formamide; for 3h; Heating;

DOI:10.1016/S0040-4039(02)01262-5

Reference yield: 91.0%

benzaldehyde (100-52-7) → 2,2-dibromostyrene (7436-90-0)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 0 ℃; for 2.5h; Inert atmosphere;

DOI:10.1002/anie.202106716

upstream raw materials:

diethyl chloromethylphosphonate

benzaldehyde

Bromoform

carbon tetrabromide

Downstream raw materials:

phenylacetylene

(Z)-hex-1-en-1-ylbenzene

(E)-1-phenyl-1-hexene

(2-phenylethene-1,1-diyl)bis(phenylsulfane)

Refernces

• 1、 Hellwig, Paola S.,Guedes, Jonatan S.,Barcellos, Angelita M.,Perin, Gelson,Lenard?o, Eder J.. "Synthesis of 3,4-bis(Butylselanyl)selenophenes and 4-alkoxyselenophenes promoted by oxone". supporting information. . Retrieved 2021/05/28.
• 2、 Zhao, Jiangui,Zheng, Xueli,Tao, Shaokun,Zhu, Yuxin,Yi, Jiwei,Tang, Songbai,Li, Ruixiang,Chen, Hua,Fu, Haiyan,Yuan, Maolin. "Selective Rhodium-Catalyzed Hydroformylation of Terminal Arylalkynes and Conjugated Enynes to (Poly)enals Enabled by a π-Acceptor Biphosphoramidite Ligand". supporting information. p. 6067 - 6072. Retrieved 2021/08/16.