2-(Bromomethyl)-1-benzothiophene

Base Information

• Chemical Name: 2-(Bromomethyl)-1-benzothiophene
• CAS No.: 10133-20-7
• Molecular Formula: C9H7BrS
• Molecular Weight: 227.125
• European Community (EC) Number: 825-767-6
• DSSTox Substance ID: DTXSID90545713
• Wikidata: Q82423299
• Mol file: 10133-20-7.mol

Synonyms:10133-20-7;2-(bromomethyl)-1-benzothiophene;Benzo[b]thiophene, 2-(bromomethyl)-;2-(Bromomethyl)benzo[b]thiophene;2-bromomethylbenzothiophene;SCHEMBL354731;2-bromomethyl-benzo[b]thiophene;DTXSID90545713;HGPATVJUCMLGIY-UHFFFAOYSA-N;EN300-1898352

Chemical Property of 2-(Bromomethyl)-1-benzothiophene

Chemical Property:

• PSA: 28.24000
• LogP: 3.79620
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 225.94518
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-(BROMOMETHYL)-1-BENZOTHIOPHENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(S2)CBr

Technology Process of 2-(Bromomethyl)-1-benzothiophene

There total 7 articles about 2-(Bromomethyl)-1-benzothiophene 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: 100.0%

benzothiophene-2-methanol (17890-56-1) → 2-bromomethylbenzo[b]thiophene (10133-20-7)

Guidance literature:

With hydrogen bromide; acetic acid; In dichloromethane; at 20 ℃; for 3h;

Reference yield: 43.0%

2-Methylbenzothiophene (1195-14-8) → 2-bromomethylbenzo[b]thiophene (10133-20-7)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; Irradiation;

DOI:10.1002/mrc.1260231006

Reference yield:

Benzo[b]thiophene (95-15-8,11095-43-5) → 2-bromomethylbenzo[b]thiophene (10133-20-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-BuLi / tetrahydrofuran / 1 h / -78 °C

1.2: tetrahydrofuran / 2 h / -78 - -10 °C

2.1: DIBAL-H / tetrahydrofuran; hexane / 1 h / -78 °C

3.1: aq. HBr; H₂SO₄ / CH₂Cl₂ / 1.5 h

With n-butyllithium; sulfuric acid; hydrogen bromide; diisobutylaluminium hydride; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1021/jm020901d

upstream raw materials:

2-Methylbenzothiophene

benzothiophene-2-methanol

benzothiophene-2-carboxaldehyde

Benzo[b]thiophene

Downstream raw materials:

benzothiophene-2-acetonitrile

1-(2,4-Dichloro-phenyl)-2-imidazol-1-yl-ethanone O-benzo[b]thiophen-2-ylmethyl-oxime

1-[2-(Benzo[b]thiophen-2-ylmethoxy)-2-(2,4-dichloro-phenyl)-ethyl]-1H-imidazole

4-benzo[b]thiophen-2-ylmethyl-5-oxo-pyrrolidine-1,2-dicarboxylic acid 2-benzyl ester 1-tert-butyl ester