3-Bromobenzothiophene sulfoxide

Base Information

• Chemical Name: 3-Bromobenzothiophene sulfoxide
• CAS No.: 57147-26-9
• Molecular Formula: C8H5 Br O S
• Molecular Weight: 229.097
• DSSTox Substance ID: DTXSID40972611
• Nikkaji Number: J2.179.177F
• ChEMBL ID: CHEMBL594678
• Mol file: 57147-26-9.mol

Synonyms:3-Bromobenzothiophene sulfoxide;57147-26-9;3-Bromobenzo[b]thiophene 1-oxide;CHEMBL594678;DTXSID40972611;3-Bromo-benzo(b)thiophene-1-oxide;3-Bromo-1H-1-benzothiophen-1-one

Chemical Property of 3-Bromobenzothiophene sulfoxide

Chemical Property:

• Vapor Pressure: 2.1mmHg at 25°C
• Boiling Point: 168.9°Cat760mmHg
• Flash Point: 47°C
• Density: 0.968g/cm³
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 227.92445
• Heavy Atom Count: 11
• Complexity: 224

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CS2=O)Br

Technology Process of 3-Bromobenzothiophene sulfoxide

There total 5 articles about 3-Bromobenzothiophene sulfoxide 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: 85.0%

3-Bromothianaphthene (7342-82-7) → 3-bromobenzothiophene S-oxide (57147-26-9)

Guidance literature:

With dihydrogen peroxide; trifluoroacetic acid; In dichloromethane; water; at 20 ℃;

DOI:10.1021/jo0500378

Reference yield:

3-Bromothianaphthene (7342-82-7) → 3-bromobenzothiophene S,S-dioxide (16957-97-4) + 3-bromobenzothiophene S-oxide (57147-26-9)

Guidance literature:

With dihydrogen peroxide; In chloroform; acetic acid; at 20 ℃; for 20h;

DOI:10.1016/j.orgel.2020.105793

Reference yield:

Benzo[b]thiophene (95-15-8,11095-43-5) → 3-bromobenzothiophene S,S-dioxide (16957-97-4) + 3-bromobenzothiophene S-oxide (57147-26-9)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide / chloroform; acetic acid / 14 h / 0 - 20 °C

2: dihydrogen peroxide / chloroform; acetic acid / 20 h / 20 °C

With N-Bromosuccinimide; dihydrogen peroxide; In chloroform; acetic acid;

DOI:10.1016/j.orgel.2020.105793

upstream raw materials:

3-Bromothianaphthene

Benzo[b]thiophene

Downstream raw materials:

3-(p-fluorophenoxy)benzo[b]thiophene 1-oxide

Refernces

• 1、 -. "Benzothienobenzo five-membered heterocyclic material as well as preparation method and application thereof". Paragraph 0078; 0080; 0082. . Retrieved 2021/07/17.
• 2、 He, Zhen,Shrives, Harry J.,Fernández-Salas, José A.,Abengózar, Alberto,Neufeld, Jessica,Yang, Kevin,Pulis, Alexander P.,Procter, David J.. "Synthesis of C2 Substituted Benzothiophenes via an Interrupted Pummerer/[3,3]-Sigmatropic/1,2-Migration Cascade of Benzothiophene S-Oxides". supporting information. p. 5759 - 5764. Retrieved 2018/04/10.