1-Bromo-3-(1-propen-2-yl)benzene

Base Information

• Chemical Name: 1-Bromo-3-(1-propen-2-yl)benzene
• CAS No.: 25108-58-1
• Molecular Formula: C9H9Br
• Molecular Weight: 197.074
• European Community (EC) Number: 851-356-6
• Mol file: 25108-58-1.mol

Synonyms:1-Bromo-3-(1-propen-2-yl)benzene;25108-58-1;1-bromo-3-(prop-1-en-2-yl)benzene;1-bromo-3-prop-1-en-2-ylbenzene;MFCD20384534;SCHEMBL992992;3-(1-methyl-ethenyl)bromobenzene;BHFSXGLQLQHDCH-UHFFFAOYSA-N;3-(1-methyl-ethenyl) bromobenzene;AC1303;AKOS013991003;CS-12810;SY225323;CS-0217182;EN300-7035923;A924944

Chemical Property of 1-Bromo-3-(1-propen-2-yl)benzene

Chemical Property:

• PSA: 0.00000
• LogP: 3.48220
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 195.98876
• Heavy Atom Count: 10
• Complexity: 129

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-Bromo-3-(1-propen-2-yl)benzene

There total 11 articles about 1-Bromo-3-(1-propen-2-yl)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: 95.0%

Methyltriphenylphosphonium bromide (1779-49-3) + 1-(3-Bromophenyl)ethanone (2142-63-4) → 1-bromo-3-isopropenylbenzene (25108-58-1)

Guidance literature:

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

1-(3-Bromophenyl)ethanone; In tetrahydrofuran; hexane; at 0 - 23 ℃; for 18h; Inert atmosphere;

DOI:10.1021/acs.joc.5b01962

Reference yield: 49.0%

2-(3-bromophenyl)-2-propanol (30951-66-7) → 1-bromo-3-isopropenylbenzene (25108-58-1)

Guidance literature:

With potassium hydrogensulfate; for 0.333333h; Heating;

DOI:10.1021/ja00379a021

Reference yield:

1-(3-Bromophenyl)ethanone (2142-63-4) → 1-bromo-3-isopropenylbenzene (25108-58-1)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether; tetrahydrofuran / -5 °C

2: MsOH / 85 °C

With methanesulfonic acid; In tetrahydrofuran; diethyl ether;

DOI:10.1016/j.tetlet.2007.05.073

upstream raw materials:

methyl 3-bromobenzoate

methylmagnesium bromide

2-(3-bromophenyl)-2-propanol

methyllithium

Downstream raw materials:

1-bromo-3-isopropylbenzene

3-m-bromophenyl-3-buten-1-ol

2-(3-bromophenyl)-propanol

C₉H₉BrMg