1-bromo-2-[1-(4-chlorophenyl)ethenyl]benzene

Base Information

• Chemical Name: 1-bromo-2-[1-(4-chlorophenyl)ethenyl]benzene
• CAS No.: 942512-16-5
• Molecular Formula: C₁₄H₁₀BrCl
• Molecular Weight: 293.59
• Mol file: 942512-16-5.mol

Synonyms:1-bromo-2-[1-(4-chlorophenyl)ethenyl]benzene

Chemical Property of 1-bromo-2-[1-(4-chlorophenyl)ethenyl]benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-bromo-2-[1-(4-chlorophenyl)ethenyl]benzene

There total 9 articles about 1-bromo-2-[1-(4-chlorophenyl)ethenyl]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: 73.0%

(2-bromophenyl)(4-chlorophenyl)methanone (99585-64-5) + Methylenetriphenylphosphorane (19493-09-5) → 1-bromo-2-[1-(4-chlorophenyl)ethenyl]benzene (942512-16-5)

Guidance literature:

In tetrahydrofuran; at 0 ℃;

DOI:10.1246/bcsj.80.763

Reference yield:

(2-bromophenyl)(4-chlorophenyl)methanone (99585-64-5) + Methyltriphenylphosphonium bromide (1779-49-3) → 1-bromo-2-[1-(4-chlorophenyl)ethenyl]benzene (942512-16-5)

Guidance literature:

Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

(2-bromophenyl)(4-chlorophenyl)methanone; In tetrahydrofuran; hexane; at 0 ℃; for 2h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.5b11990

Reference yield:

(4-chlorphenyl)magnesium bromide (873-77-8) → 1-bromo-2-[1-(4-chlorophenyl)ethenyl]benzene (942512-16-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tetrahydrofuran / 1 h / 0 °C / Inert atmosphere; Schlenk technique

2.1: Dess-Martin periodane / dichloromethane / 0 - 20 °C

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / 0 °C / Inert atmosphere; Schlenk technique

3.2: 2 h / 0 °C / Inert atmosphere; Schlenk technique

With n-butyllithium; Dess-Martin periodane; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1021/jacs.5b11990

upstream raw materials:

(2-bromophenyl)(4-chlorophenyl)methanone

Methylenetriphenylphosphorane

ortho-bromobenzaldehyde

Methyltriphenylphosphonium bromide

Downstream raw materials:

1-[2-(4-chlorophenyl)ethenyl]phenylcyclohexanol

{2-[2-(4-chlorophenyl)ethenyl]phenyl}phenylmethanol

1-[2-(4-chlorophenyl)ethenyl]phenylcyclopentanol

2-[2-(4-chlorophenyl)ethenyl]phenylpropan-2-ol

Refernces

• 1、 Wei, Dong,Hu, Tian-Jiao,Feng, Chen-Guo,Lin, Guo-Qiang. "Synthesis of Substituted Naphthalenes by 1,4-Palladium Migration Involved Annulation with Internal Alkynes". supporting information. p. 743 - 748. Retrieved 2018/07/25.
• 2、 Hu, Tian-Jiao,Zhang, Ge,Chen, Ya-Heng,Feng, Chen-Guo,Lin, Guo-Qiang. "Borylation of Olefin C-H Bond via Aryl to Vinyl Palladium 1,4-Migration". . p. 2897 - 2900. Retrieved 2016/03/19.