Benzo[b]thiophene-2-carboxylic acid

Base Information

• Chemical Name: Benzo[b]thiophene-2-carboxylic acid
• CAS No.: 6314-28-9
• Molecular Formula: C9H6O2S
• Molecular Weight: 178.211
• Hs Code.: 29349990
• European Community (EC) Number: 613-148-1
• NSC Number: 112990,40258
• UNII: HLR49221FQ
• DSSTox Substance ID: DTXSID60212485
• Nikkaji Number: J81.187D
• Wikidata: Q27279999
• ChEMBL ID: CHEMBL312607
• Mol file: 6314-28-9.mol

Synonyms:benzo(b)thiophene-2-carboxylic acid;BL 5583;BL-5583;thionaphthene-2-carboxylic acid;thionapthene-2-carboxylic acid

Chemical Property of Benzo[b]thiophene-2-carboxylic acid

Chemical Property:

• Appearance/Colour: off-white to yellowish-beige crystalline powder
• Vapor Pressure: 2.5E-06mmHg at 25°C
• Melting Point: 238-243 °C
• Refractive Index: 1.5480 (estimate)
• Boiling Point: 376.2 °C at 760 mmHg
• PKA: 3.48±0.30(Predicted)
• Flash Point: 181.3 °C
• PSA: 65.54000
• Density: 1.419 g/cm³
• LogP: 2.59950
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Soluble in ethanol, acetone and chloroform. Insoluble in water.
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 178.00885060
• Heavy Atom Count: 12
• Complexity: 193

Purity/Quality:

99% ^*data from raw suppliers

Benzo[b]thiophene-2-carboxylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(S2)C(=O)O
• Uses: Thianaphthene-2-carboxylic acid may be used for the fabrication of carboxylated conducting polymer/CNTs (carbon nanotubes) composites thin films.

Technology Process of Benzo[b]thiophene-2-carboxylic acid

There total 35 articles about Benzo[b]thiophene-2-carboxylic acid 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%

carbon dioxide (124-38-9,18923-20-1) + Benzo[b]thiophene (95-15-8,11095-43-5) → benzo[b]thiophene-2-carboxylic acid (6314-28-9)

Guidance literature:

With 2,3,6,7-tetramethoxy-9(10H)-anthracenone; caesium carbonate; In dimethyl sulfoxide; at 25 ℃; for 18h; under 2280.15 Torr; regioselective reaction; Irradiation; Sealed tube;

DOI:10.1016/j.chempr.2020.08.022

Reference yield: 96.0%

benzothiophene-2-methanol (17890-56-1) → benzo[b]thiophene-2-carboxylic acid (6314-28-9)

Guidance literature:

With 1-hydroxycyclohexyl phenyl ketone; sodium hydroxide; In 1,2-dimethoxyethane; at 80 ℃; chemoselective reaction; Sealed tube;

DOI:10.1021/acs.orglett.1c02188

Reference yield: 95.0%

benzothiophene-2-carboxaldehyde (3541-37-5) → benzo[b]thiophene-2-carboxylic acid (6314-28-9)

Guidance literature:

With Co₄HP₂Mo₁₅V₃O₆₂; N-(4-sulfonic acid)butyl triethylammonium tetrafluoroborate; dihydrogen peroxide; In water; at 20 ℃; for 4h; Green chemistry;

DOI:10.1039/c5ra02234g

upstream raw materials:

2-acetyl benzo[b]thiophene

3-phenyl-2-thioxopropanoic acid

α,α'-disulfanediyl-di-cinnamic acid

2-formylthiophenol

Downstream raw materials:

methyl benzo[b]thiophene-2-carboxylate

benzothiophene-2-methanol

2,3-Dihydrobenzothiophene-2-carboxylic acid

[4-(2-Benzhydryloxy-ethyl)-piperazin-1-yl]-benzo[b]thiophen-2-yl-methanone

Refernces

• 1、 Zhao, Liyu,Sun, Yin,Yin, Wenbo,Tian, Linfeng,Sun, Nannan,Zheng, Yang,Zhang, Chu,Zhao, Shizhen,Su, Xin,Zhao, Dongmei,Cheng, Maosheng. "Design, synthesis, and biological activity evaluation of 2-(benzo[b]thiophen-2-yl)-4-phenyl-4,5-dihydrooxazole derivatives as broad-spectrum antifungal agents". . . Retrieved 2021/11/22.
• 2、 Li, Wen-Zhen,Xi, Hui-Zhi,Wang, Yi-Jie,Ma, Hong-Bo,Cheng, Zhi-Qiang,Yang, Yu,Wu, Meng-Ling,Liu, Ting-Mei,Yang, Wen,Wang, Qin,Liao, Meng-Ya,Xia, Yong,Zhang, Yi-Wen. "Design, synthesis, and biological evaluation of benzo[b]thiophene 1,1-dioxide derivatives as potent STAT3 inhibitors". . p. 835 - 849. Retrieved 2021/09/02.