1-bromo-2-[2-(2-bromophenyl)vinyl]benzene

Base Information

• Chemical Name: 1-bromo-2-[2-(2-bromophenyl)vinyl]benzene
• CAS No.: 56667-12-0
• Molecular Formula: C14H10Br2
• Molecular Weight: 338.041
• Mol file: 56667-12-0.mol

Synonyms:trans-o,o'-dibromostilbene;o,o'-trans-dibromostilbene;(E)-bis-(o-bromo)stilbene;Benzene, 1,1‘-(1,2-ethenediyl)bis[2-bromo-, (E)-;(E)-1,2-bis(2-bromolphenyl)ethene;(E)-1,2-bis(2-bromophenyl)ethene;(E)-α,α'-dibromostilbene;

Chemical Property of 1-bromo-2-[2-(2-bromophenyl)vinyl]benzene

Chemical Property:

• PSA: 0.00000
• LogP: 5.38200

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-bromo-2-[2-(2-bromophenyl)vinyl]benzene

There total 37 articles about 1-bromo-2-[2-(2-bromophenyl)vinyl]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: 98.0%

(E/Z)-α,α'-dibromostilbene (108474-32-4) → (E)-2,2'-dibromostilbene (56667-12-0)

Guidance literature:

With iodine; for 72h; Irradiation;

DOI:10.1016/j.tetlet.2012.09.042

Reference yield: 98.0%

(2-bromobenzyl)triphenylphosphonium bromide (36901-75-4) + ortho-bromobenzaldehyde (6630-33-7) → (Z)-2,2'-dibromostilbene (56667-12-0,108474-32-4,56667-11-9)

Guidance literature:

(2-bromobenzyl)triphenylphosphonium bromide; With potassium tert-butylate; In tetrahydrofuran; at 0 ℃;

ortho-bromobenzaldehyde; In tetrahydrofuran;

DOI:10.1002/anie.201000411

Reference yield: 97.0%

ortho-bromobenzaldehyde (6630-33-7) → (E)-2,2'-dibromostilbene (56667-12-0)

Guidance literature:

titanium tetrachloride; zinc; In tetrahydrofuran; at 80 ℃; for 8h; Heating / reflux;

upstream raw materials:

(2-bromobenzyl)triphenylphosphonium bromide

ortho-bromobenzaldehyde

N’-(2-bromobenzylidene)-4-methylbenzenesulfonohydrazide

2-methylphenyl bromide

Downstream raw materials:

1,2-Bis(2-bromophenyl)ethane-1,2-dione

(1RS,2RS)-1,2-Bis(2-bromophenyl)ethane-1,2-diol

1,8-dibromophenanthrene

(1R,2R)-1,2-bis(2′-bromophenyl)-ethane-1,2-diol

Refernces

• 1、 Arkhypchuk, Anna I.,D'Imperio, Nicolas,Ott, Sascha. "E, Z -Selectivity in the reductive cross-coupling of two benzaldehydes to stilbenes under substrate control". supporting information. p. 6171 - 6179. Retrieved 2020/10/21.
• 2、 Huang, Tianzeng,Chen, Tieqiao,Han, Li-Biao. "Oxidative Dephosphorylation of Benzylic Phosphonates with Dioxygen Generating Symmetrical trans-Stilbenes". . p. 2959 - 2965. Retrieved 2018/03/09.