4-(3-Bromophenyl)-2-methyl-1-butene

Base Information

• Chemical Name: 4-(3-Bromophenyl)-2-methyl-1-butene
• CAS No.: 90433-27-5
• Molecular Formula: C11H13Br
• Molecular Weight: 225.128
• Hs Code.: 2903999090
• DSSTox Substance ID: DTXSID90535472
• Wikidata: Q82409783
• Mol file: 90433-27-5.mol

Synonyms:4-(3-bromophenyl)-2-methyl-1-butene;90433-27-5;1-bromo-3-(3-methylbut-3-enyl)benzene;1-bromo-3-(3-methylbut-3-en-1-yl)benzene;MFCD00671887;3-(3-Methylbut-3-en-1-yl)bromobenzene;SCHEMBL16335080;DTXSID90535472;AKOS016016678

Chemical Property of 4-(3-Bromophenyl)-2-methyl-1-butene

Chemical Property:

• Vapor Pressure: 0.023mmHg at 25°C
• Boiling Point: 257.656oC at 760 mmHg
• Flash Point: 108.348oC
• PSA: 0.00000
• Density: 1.231g/cm3
• LogP: 3.95780
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 224.02006
• Heavy Atom Count: 12
• Complexity: 151

Purity/Quality:

99% ^*data from raw suppliers

4-(3-bromophenyl)-2-methyl-1-butene 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C)CCC1=CC(=CC=C1)Br

Technology Process of 4-(3-Bromophenyl)-2-methyl-1-butene

There total 3 articles about 4-(3-Bromophenyl)-2-methyl-1-butene 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: 50.0%

2-methyl-3-bromo-1-propene (1458-98-6) + meta-bromobenzyl bromide (823-78-9) → 1-bromo-3-(3-methylbut-3-en-1-yl)benzene (90433-27-5)

Guidance literature:

meta-bromobenzyl bromide; With magnesium; In diethyl ether; at 20 ℃;

2-methyl-3-bromo-1-propene; In diethyl ether; at 20 ℃; for 3h; Further stages.;

DOI:10.1021/ja016642j

Reference yield:

3-bromobenzyl chloride (932-77-4) → 1-bromo-3-(3-methylbut-3-en-1-yl)benzene (90433-27-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) EtONa 2) NaOH / 1)a) EtOH b) 1,5h, reflux 2) 4h, reflux

2: 1) n-butyllithium / 1) THF 2) THF, 5h

With sodium hydroxide; n-butyllithium; sodium ethanolate;

DOI:10.1021/jo00191a007

Reference yield:

4-(m-Bromophenyl)-2-butanone (3506-70-5) + methyl-triphenylphosphonium iodide (2065-66-9) → 1-bromo-3-(3-methylbut-3-en-1-yl)benzene (90433-27-5)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction; 1) THF 2) THF, 5h;

DOI:10.1021/jo00191a007

upstream raw materials:

4-(m-Bromophenyl)-2-butanone

methyl-triphenylphosphonium iodide

2-methyl-3-bromo-1-propene

meta-bromobenzyl bromide

Downstream raw materials:

2-Methyl-4-(m-cyanophenyl)-1-butene

1-[3-(3-methyl-but-3-enyl)-phenyl]-ethanone

Refernces

• 1、 Zimmerman, Howard E.,Swafford, Richard L.. "Reactivity of Aryl Vinyl Di-?-methane Systems. Mechanistic and Exploratory Organic Photochemistry". . p. 3069 - 3083. Retrieved 2007/10/02.