1-broMo-2-(2,2-dibroMovinyl)benzene

Base Information

• Chemical Name: 1-broMo-2-(2,2-dibroMovinyl)benzene
• CAS No.: 213599-19-0
• Molecular Formula: C8H5Br3
• Molecular Weight: 340.84
• Mol file: 213599-19-0.mol

Synonyms:Benzene,1-bromo-2-(2,2-dibromoethenyl);

Chemical Property of 1-broMo-2-(2,2-dibroMovinyl)benzene

Chemical Property:

• Boiling Point: 315.2±27.0 °C(Predicted)
• PSA: 0.00000
• Density: 2.181±0.06 g/cm3(Predicted)
• LogP: 4.53730

Purity/Quality:

99%,98%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-broMo-2-(2,2-dibroMovinyl)benzene

There total 2 articles about 1-broMo-2-(2,2-dibroMovinyl)benzene 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: 100.0%

carbon tetrabromide (558-13-4) + ortho-bromobenzaldehyde (6630-33-7) → 1-bromo-2-(2,2-dibromovinyl)benzene (213599-19-0)

Guidance literature:

With triphenylphosphine; In dichloromethane; at 0 - 20 ℃; for 0.333333h; Inert atmosphere;

DOI:10.1039/c2ob06852d

Reference yield:

carbon tetrabromide (558-13-4) + 2-bromobenzaldehyde hydrazone → 1-bromo-2-(2,2-dibromovinyl)benzene (213599-19-0) + 1-(bromoethynyl)-2-bromobenzene (401514-46-3)

Guidance literature:

With copper(I) chloride; ammonium hydroxide; In dimethyl sulfoxide; at 20 ℃; for 4h; Title compound not separated from byproducts;

DOI:10.1055/s-2001-18055

Reference yield: 99.0%

1-bromo-2-(2,2-dibromovinyl)benzene (213599-19-0) → 1-bromo-2-[(Z)-2-bromoethenyl]benzene (153140-75-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tri-n-butyl-tin hydride; In toluene; for 1h; Ambient temperature;

DOI:10.1021/ja981539o

upstream raw materials:

carbon tetrabromide

ortho-bromobenzaldehyde

Downstream raw materials:

1-bromo-2-[(Z)-2-bromoethenyl]benzene

2,3-diphenylbutane

(S)-(E)-1-(2-bromophenyl)-3-phenyl-1-butene

(3R,3aS,7S,7aS)-(-)-3-tert-butoxy-3a-methyl-7-(Z)-[2-(2-bromophenyl)vinyl]-2,3,3a,4,7,7a-hexahydro-1H-indene

Refernces

• 1、 Liang, Hao,He, Xiaobo,Zhang, Yaqi,Chen, Bin,Ouyang, Jia-Sheng,Li, Yongsu,Pan, Bendu,Subba Reddy, Chitreddy V.,Chan, Wesley Ting Kwok,Qiu, Liqin. "Copper-catalyzed (4+1) and (3+2) cyclizations of iodonium ylides with alkynes". . p. 11429 - 11432. Retrieved 2020/10/12.
• 2、 Singh, Vikram,Verma, Ram Subhawan,Khatana, Anil K.,Tiwari, Bhoopendra. "Construction of Phenanthrenes and Chrysenes from β-Bromovinylarenes via Aryne Diels-Alder Reaction/Aromatization". supporting information. p. 14161 - 14167. Retrieved 2019/10/28.