Benzene, 2-bromo-1-ethenyl-4-methyl-

Base Information

• Chemical Name: Benzene, 2-bromo-1-ethenyl-4-methyl-
• CAS No.: 828267-46-5
• Molecular Formula: C9H9Br
• Molecular Weight: 197.074
• DSSTox Substance ID: DTXSID60472668
• Nikkaji Number: J2.456.283B
• Wikidata: Q82301705
• Mol file: 828267-46-5.mol

Synonyms:Benzene, 2-bromo-1-ethenyl-4-methyl-;828267-46-5;2-Bromo-1-ethenyl-4-methylbenzene;SCHEMBL2141046;DTXSID60472668;AKOS020776781;EN300-705450;A1-05212

Chemical Property of Benzene, 2-bromo-1-ethenyl-4-methyl-

Chemical Property:

• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 195.98876
• Heavy Atom Count: 10
• Complexity: 120

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)C=C)Br

Technology Process of Benzene, 2-bromo-1-ethenyl-4-methyl-

There total 5 articles about Benzene, 2-bromo-1-ethenyl-4-methyl- 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: 99.0%

2-bromo-4-methylbenzaldehyde (824-54-4) + Methyltriphenylphosphonium bromide (1779-49-3) → 2-bromo-4-methyl-1-vinylbenzene (828267-46-5)

Guidance literature:

Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

2-bromo-4-methylbenzaldehyde; In tetrahydrofuran; at 0 - 24 ℃; for 18h; Inert atmosphere;

Reference yield:

2-bromo-4-methylbenzaldehyde (824-54-4) + Methyltriphenylphosphonium bromide (1779-49-3) → Triphenylphosphine oxide (791-28-6) + 2-bromo-4-methyl-1-vinylbenzene (828267-46-5)

Guidance literature:

Methyltriphenylphosphonium bromide; With n-butyllithium; In hexane; at -78 - 20 ℃; Inert atmosphere;

2-bromo-4-methylbenzaldehyde; In hexane; at -78 - 20 ℃; for 18h; Inert atmosphere;

DOI:10.1021/jo402616w

Reference yield:

2-bromo-4-methylbenzaldehyde (824-54-4) + methyl-triphenylphosphonium iodide (2065-66-9) → 2-bromo-4-methyl-1-vinylbenzene (828267-46-5)

Guidance literature:

methyl-triphenylphosphonium iodide; With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

2-bromo-4-methylbenzaldehyde; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jacs.7b05277

upstream raw materials:

2-bromo-4-methylbenzaldehyde

Methyltriphenylphosphonium bromide

para-methylbenzonitrile

4-methyl-2-bromobenzonitrile

Downstream raw materials:

5-methyl-2-vinylbenzaldehyde

dimethylbis(5-methyl-2-vinylphenyl)silane

2-ethynyl-4-methyl-1-vinylbenzene