6314-28-9

Basic information

• Product Name: Thianaphthene-2-carboxylic acid
• Synonyms: RARECHEM AL BE 0483;TIMTEC-BB SBB003763;THIANAPHTHENE-2-CARBOXYLIC ACID;BENZO[B]THIOPHENE-2-CARBOXYLIC ACID;BENZOTHIOPHENE-2-CARBOXYLIC ACID;BUTTPARK 86\18-03;AKOS 92498;1-BENZOTHIOPHENE-2-CARBOXYLIC ACID
• CAS NO: 6314-28-9
• Molecular Formula: C₉H₆O₂S
• Molecular Weight: 178.21
• EINECS: 1592732-453-0
• Product Categories: Sulphur Derivatives;Carboxylic Acids;Thiophenes & Benzothiophenes;Carboxylic Acids;Thiophenes & Benzothiophenes
• Mol File: 6314-28-9.mol
• Article Data: 36

Chemical Properties

• Melting Point: 238-243 °C
• Boiling Point: 280.44°C (rough estimate)
• Flash Point: 181.3 °C
• Appearance: off-white to yellowish-beige crystalline powder
• Density: 1.3242 (rough estimate)
• Vapor Pressure: 2.5E-06mmHg at 25°C
• Refractive Index: 1.5480 (estimate)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 3.48±0.30(Predicted)
• Water Solubility: Soluble in ethanol, acetone and chloroform. Insoluble in water.
• Merck: 14,9345
• BRN: 124613
• CAS DataBase Reference: Thianaphthene-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: Thianaphthene-2-carboxylic acid(6314-28-9)
• EPA Substance Registry System: Thianaphthene-2-carboxylic acid(6314-28-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-36
• WGK Germany: 3
• Hazardous Substances Data: 6314-28-9(Hazardous Substances Data)

Usage

Chemical Properties

off-white to yellowish-beige crystalline powder

Uses

Thianaphthene-2-carboxylic acid may be used for the fabrication of carboxylated conducting polymer/CNTs (carbon nanotubes) composites thin films.

Synthesis Reference(s)

The Journal of Organic Chemistry, 21, p. 39, 1956 DOI: 10.1021/jo01107a007

General Description

Thianaphthene-2-carboxylic acid, a benzothiophene, is a heterocyclic sulfur compound. It undergoes degradation (23%) by employing a mixture of washed cells of Rhodococcus erythropolis DS-3 and Gordonia sp. C-6.

InChI:InChI=1/C9H6O2S/c10-9(11)8-5-6-3-1-2-4-7(6)12-8/h1-5H,(H,10,11)/p-1

Upstream product

• 22720-75-8 2-acetyl benzo[b]thiophene 
• 5416-07-9 3-phenyl-2-thioxopropanoic acid 
• 93655-62-0 α,α'-disulfanediyl-di-cinnamic acid 
• 29199-11-9 2-formylthiophenol 
• 79-11-8 chloroacetic acid 
• 95-15-8 Benzo[b]thiophene 
• 76-02-8 trifluoroacetyl chloride 
• 67-56-1 methanol 
• 7342-85-0 2-chlorobenzo[b]thiophene 
• 201230-82-2 carbon monoxide 
• 124-38-9 carbon dioxide 
• 109-72-8 n-butyllithium 
• 60-29-7 diethyl ether 
• 1195-14-8 2-Methylbenzothiophene 

Downstream Products

• 22913-24-2 methyl benzo[b]thiophene-2-carboxylate 
• 17890-56-1 benzothiophene-2-methanol 
• 27916-82-1 2,3-Dihydrobenzothiophene-2-carboxylic acid 
• 924605-12-9 [4-(2-Benzhydryloxy-ethyl)-piperazin-1-yl]-benzo[b]thiophen-2-yl-methanone 
• 3541-37-5 benzothiophene-2-carboxaldehyde 
• 95-15-8 Benzo[b]thiophene 

Relevant articles and documents

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Oxidation of Primary Alcohols and Aldehydes to Carboxylic Acids via Hydrogen Atom Transfer

The oxidation of primary alcohols and aldehydes to the corresponding carboxylic acids is a fundamental reaction in organic synthesis. In this paper, we report a new chemoselective process for the oxidation of primary alcohols and aldehydes. This metal-free reaction features a new oxidant, an easy to handle procedure, high isolated yields, and good to excellent functional group tolerance even in the presence of vulnerable secondary alcohols and tert-butanesulfinamides.

Synthesis of 2-Substituted Benzothio(seleno)phenes and Indoles via Ag-Catalyzed Cyclization/Demethylation of 2-Alkynylthio(seleno)anisoles and 2-Alkynyldimethylanilines

An Ag-catalyzed cyclization/demethylation of 2-alkynylthio(seleno)anisoles and 2-alkynyldimethylanilines is described and applied for the construction of valuable benzothio(seleno)phenes as well as indoles. Various 2-substituted benzothio(seleno)phenes and indoles were obtained in good to excellent yields under mild reaction conditions with low catalyst loading. An application of this new method is also exemplified with a concise synthesis of a bioactive molecule precursor. Furthermore, a conceivable reaction mechanism is proposed with supports from isotope-exchange experiments.