2-Bromo-1-(bromomethyl)-4-methylbenzene

Base Information

• Chemical Name: 2-Bromo-1-(bromomethyl)-4-methylbenzene
• CAS No.: 75366-14-2
• Molecular Formula: C8H8Br2
• Molecular Weight: 263.96
• European Community (EC) Number: 834-802-4
• Mol file: 75366-14-2.mol

Synonyms:2-BROMO-1-(BROMOMETHYL)-4-METHYLBENZENE;75366-14-2;2-Bromo-4-methylbenzyl bromide;SCHEMBL3772270;MFCD00798581;AKOS017548021;Benzene, 2-bromo-1-(bromomethyl)-4-methyl-;EN300-226915;G45976;A902879

Chemical Property of 2-Bromo-1-(bromomethyl)-4-methylbenzene

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 263.89723
• Heavy Atom Count: 10
• Complexity: 103

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 2-Bromo-1-(bromomethyl)-4-methylbenzene

There total 6 articles about 2-Bromo-1-(bromomethyl)-4-methylbenzene 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: 59.0%

2,6-dibromo-4-methylbenzyl alcohol (824-53-3) → 1-(bromomethyl)-2-bromo-4-methylbenzene (75366-14-2)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In tetrahydrofuran; dichloromethane; at 0 ℃; for 1h;

DOI:10.1021/ja805598s

Reference yield:

4-bromo-m-xylene (553-94-6) → 1-(bromomethyl)-2-bromo-4-methylbenzene (75366-14-2)

Guidance literature:

With hydrogen bromide; dihydrogen peroxide; In water; for 25h; Irradiation; Green chemistry;

DOI:10.3762/bjoc.12.237

Reference yield:

2-bromo-4-methylbenzoic acid (7697-27-0) → 1-(bromomethyl)-2-bromo-4-methylbenzene (75366-14-2)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylsulfide borane complex / tetrahydrofuran / 20 °C / Inert atmosphere

2: phosphorus tribromide / dichloromethane / 50 °C / Inert atmosphere

With dimethylsulfide borane complex; phosphorus tribromide; In tetrahydrofuran; dichloromethane;

DOI:10.1002/chem.201200018

upstream raw materials:

3-methylbicyclo<4.1.0>hepta-1,3,5-triene

2,6-dibromo-4-methylbenzyl alcohol

2-bromo-4-methylbenzaldehyde

2-bromo-4-methylbenzoic acid

Downstream raw materials:

(2-bromo-4-methyl-phenyl)-acetonitrile

1-(2-bromo-4-methylphenyl)pent-4-en-2-one

(Z)-1-(2-bromo-4-methylphenyl)pent-3-en-2-one

(E)-1-(2-bromo-4-methylphenyl)pent-3-en-2-one