2-Bromobenzo[B]thiophene

Base Information

• Chemical Name: 2-Bromobenzo[B]thiophene
• CAS No.: 5394-13-8
• Molecular Formula: C8H5BrS
• Molecular Weight: 213.098
• Hs Code.: 29349990
• European Community (EC) Number: 803-983-1
• NSC Number: 43552,9008,2939
• UNII: PGE4P62PNW
• DSSTox Substance ID: DTXSID80202227
• Nikkaji Number: J1.144.493H
• Wikidata: Q72451763
• Mol file: 5394-13-8.mol

Synonyms:2-BROMOBENZO[B]THIOPHENE;5394-13-8;2-Bromo-1-benzothiophene;2-BROMOBENZOTHIOPHENE;Benzo(b)thiophene, 2-bromo-;Benzo[b]thiophene, 2-bromo-;2-bromo-benzo[b]thiophene;NSC-2939;NSC-9008;NSC-43552;NSC 9008;bromobenzothiophene;NSC 2939;2-bromobenzthiophene;NSC 43552;bromobenzo[b]thiophene;PGE4P62PNW;2-bromobenzo[b]-thiophene;2-Bromo-1-benzo[b]thiophene;SCHEMBL346398;DTXSID80202227;NSC2939;NSC9008;WIFMYMXKTAVDSQ-UHFFFAOYSA-N;AMY20757;NSC43552;MFCD08435846;AKOS015897391;CS-W005319;DS-12692;FT-0648618;D83873;EN300-317829;A853181;J-508504

Chemical Property of 2-Bromobenzo[B]thiophene

Chemical Property:

• Vapor Pressure: 0.00503mmHg at 25°C
• Melting Point: 44.5-45℃
• Refractive Index: 1.704
• Boiling Point: 284.7 °C at 760 mmHg
• Flash Point: 126 °C
• PSA: 28.24000
• Density: 1.649 g/cm³
• LogP: 3.66380
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 211.92953
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

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

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

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38-36-22
• Safety Statements: 22-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(S2)Br
• Uses: 2-Bromobenzo[b]thiophene is used in the stereoselective preparation of halogenated benzoxazines via enantioselective halocyclization of o-anilidostyrenes using chiral anion phase-transfer catalysts.

Technology Process of 2-Bromobenzo[B]thiophene

There total 3 articles about 2-Bromobenzo[B]thiophene 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: 73.0%

methanol (67-56-1) + carbon monoxide (201230-82-2) + 2-(2,2-dibromovinyl)benzenethiol (1191415-24-3) → 2-bromo-1-benzothiophene (5394-13-8) + methyl benzo[b]thiophene-2-carboxylate (22913-24-2)

Guidance literature:

With palladium diacetate; potassium carbonate; ruphos; In tetrahydrofuran; at 110 ℃; for 15h; under 7757.43 Torr; Autoclave;

DOI:10.1021/ol200880m

Reference yield:

benzothiophen-2-yllithium (50779-55-0) → 2-bromo-1-benzothiophene (5394-13-8) + 2,2'-bibenzo[b]thiophene (65689-53-4)

Guidance literature:

With diethyl ether; bromine;

DOI:10.1021/ja01123a024

Reference yield:

benzothiophen-2-yllithium (50779-55-0) + diethyl ether (60-29-7,927820-24-4) + bromine (7726-95-6) → 2-bromo-1-benzothiophene (5394-13-8) + 2,2'-bibenzo[b]thiophene (65689-53-4)

Guidance literature:

DOI:10.1021/ja01123a024

upstream raw materials:

benzothiophen-2-yllithium

diethyl ether

bromine

methanol

Downstream raw materials:

C₁₄H₁₇NOS

(1R,4R,5R)-3-((E)-2-(benzo[b]thiophen-2-yl)vinyl)-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid

(1R,4R,5R)-3-(2-(benzo[b]thiophen-2-yl)ethyl)-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid

C₁₆H₁₁BrOS

Refernces