2-(Bromomethyl)-5-chloro-1-benzothiophene

Base Information

• Chemical Name: 2-(Bromomethyl)-5-chloro-1-benzothiophene
• CAS No.: 99592-53-7
• Molecular Formula: C9H6BrClS
• Molecular Weight: 261.57
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID50545714
• Wikidata: Q82423300
• Mol file: 99592-53-7.mol

Synonyms:99592-53-7;2-(bromomethyl)-5-chloro-1-benzothiophene;2-(bromomethyl)-5-chlorobenzo[b]thiophene;2-Bromomethyl-5-chlorobenzo[b]thiophene;SCHEMBL424764;DTXSID50545714;VTQJFFDCDCIHAB-UHFFFAOYSA-N;MFCD16622781;AKOS015835993;DE-0703;(bromomethyl)-5-chlorobenzo[b]thiophene;2-bromomethyl-5-chloro-benzo[b]thiophene;EN300-104933

Chemical Property of 2-(Bromomethyl)-5-chloro-1-benzothiophene

Chemical Property:

• PSA: 28.24000
• LogP: 4.44960
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 259.90621
• Heavy Atom Count: 12
• Complexity: 165

Purity/Quality:

98%min ^*data from raw suppliers

2-(Bromomethyl)-5-chloro-1-benzothiophene >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Cl)C=C(S2)CBr

Technology Process of 2-(Bromomethyl)-5-chloro-1-benzothiophene

There total 6 articles about 2-(Bromomethyl)-5-chloro-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: 97.0%

5-chloro-2-methylbenzo[b]thiophene (30489-80-6) → 2-bromomethyl-5-chlorobenzo[b]thiophene (99592-53-7)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; at 70 ℃; for 0.5h; Heating / reflux;

Reference yield:

2-Hydroxymethyl-5-chlor-benzothiophen (13771-71-6) → 2-bromomethyl-5-chlorobenzo[b]thiophene (99592-53-7)

Guidance literature:

With phosphorus tribromide; In diethyl ether; at 0 ℃; for 2h;

Reference yield:

p-Chlorothiophenol (106-54-7) → 2-bromomethyl-5-chlorobenzo[b]thiophene (99592-53-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.) N,N-dimethylaniline / 2.) heating

2: 38 percent / NBS, PhCO₂O₂CPh / Irradiation

With N-Bromosuccinimide; N,N-dimethyl-aniline; dibenzoyl peroxide;

DOI:10.1002/mrc.1260231006

upstream raw materials:

5-chloro-2-methylbenzo[b]thiophene

p-Chlorothiophenol

2-chloro-3-(4-chlorophenylthio)propene

5-chlorobenzothiophene

Downstream raw materials:

1-<2-<(5-chloro-2-benzothienyl)methoxy>-2-(2,4-dichlorophenyl)ethyl>-1H-imidazol

1-(2,4-Dichloro-phenyl)-2-imidazol-1-yl-ethanone O-(5-chloro-benzo[b]thiophen-2-ylmethyl)-oxime