3-BROMOBENZOTHIOPHENE-2-CARBOXALDEHYDE

Base Information

• Chemical Name: 3-BROMOBENZOTHIOPHENE-2-CARBOXALDEHYDE
• CAS No.: 10135-00-9
• Molecular Formula: C9H7 Br S
• Molecular Weight: 241.108
• Hs Code.: 2934999090
• Mol file: 10135-00-9.mol

Synonyms:7-(Bromomethyl)benzo[b]thiophene;7-(Bromomethyl)benzothiophene

Chemical Property of 3-BROMOBENZOTHIOPHENE-2-CARBOXALDEHYDE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 117-121 °C
• Refractive Index: 1.742
• Boiling Point: 351.345°C at 760 mmHg
• Flash Point: 166.288°C
• PSA: 45.31000
• Density: 1.711g/cm³
• LogP: 3.47630
• Storage Temp.: 2-8°C

Purity/Quality:

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

3-Bromobenzo[b]thiophene-2-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25-36
• Safety Statements: 26-36/37-45

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-BROMOBENZOTHIOPHENE-2-CARBOXALDEHYDE

There total 8 articles about 3-BROMOBENZOTHIOPHENE-2-CARBOXALDEHYDE 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: 93.0%

thioindoxyl (130-03-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-bromobenzo[b]thiophene-2-carbaldehyde (10135-00-9)

Guidance literature:

N,N-dimethyl-formamide; With phosphorus(V) oxybromide; In chloroform; at 0 ℃; for 0.5h;

thioindoxyl; In chloroform; at 70 ℃; for 6h;

DOI:10.1515/znb-2006-0409

Reference yield: 92.0%

2,3-dibromobenzo[b]thiophene (6287-82-7) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-bromobenzo[b]thiophene-2-carbaldehyde (10135-00-9)

Guidance literature:

2,3-dibromobenzo[b]thiophene; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 1h;

N,N-dimethyl-formamide; In diethyl ether; hexane; at -78 - 20 ℃;

DOI:10.1002/jhet.5570430116

Reference yield: 88.0%

3-Bromothianaphthene (7342-82-7) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-bromobenzo[b]thiophene-2-carbaldehyde (10135-00-9)

Guidance literature:

3-Bromothianaphthene; With sodium hexamethyldisilazane; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

N,N-dimethyl-formamide; In tetrahydrofuran; at 0 ℃; for 3h; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; Inert atmosphere;

DOI:10.1016/j.tetlet.2011.10.158

upstream raw materials:

benzothiophene-2-carboxaldehyde

N-methyl-N-phenylformamide

2,3-dibromobenzo[b]thiophene

N,N-dimethyl-formamide

Downstream raw materials:

3-phenylbenzo(b)thiophene-2-carboxaldehyde

3-(2-methylthiophenyl)benzo[b]thiophene-2-carbaldehyde

3-(2-methylthiophenyl)benzo[b]thiophene-2-carboxylic acid

3-phenyl-benzo[b]thiophene-2-carbonyl chloride

Refernces

• 1、 Lyaskovskyy, Volodymyr,Froehlich, Roland,Wuerthwein, Ernst-Ulrich. "Aminobenzoannulated hetero- and carbocycles from 2-azahepta-2,4-dien-6- ynyllithium compounds: Scope and limitation of a novel benzoannulation reaction". . p. 2135 - 2144. Retrieved 2007.
• 2、 -. "ROBUST PHOTOCHROMIC COMPOUNDS WITH SILICON- OR PHOSPHORUS-CONTAINING HETEROCYCLIC RING AND PRODUCTION THEREOF". Page/Page column 23. . Retrieved 2016/01/01.