520-72-9

Basic information

• Product Name: 3-Hydroxybenzothiophene
• Synonyms: 3-hydroxythianaphthene;benzo(b)thiophene-3-ol;3-HYDROXYBENZOTHIOPHENE;benzothiophen-3-ol;3-Hydoxybenzothiophene;Benzo[b]thiophen-3-ol;3-hydroxybenzothiophene:benzothiophen-3-ol
• CAS NO: 520-72-9
• Molecular Formula: C₈H₆OS
• Molecular Weight: 150.2
• Mol File: 520-72-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 301.6 °C at 760 mmHg
• Flash Point: 136.2 °C
• Appearance: /
• Density: 1.347 g/cm³
• Vapor Pressure: 0.000585mmHg at 25°C
• Refractive Index: 1.727
• Storage Temp.: 2-8°C
• PKA: 9.15±0.40(Predicted)
• CAS DataBase Reference: 3-Hydroxybenzothiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Hydroxybenzothiophene(520-72-9)
• EPA Substance Registry System: 3-Hydroxybenzothiophene(520-72-9)

Safety Data

• Hazardous Substances Data: 520-72-9(Hazardous Substances Data)

Usage

General Description

3-Hydroxybenzothiophene is a chemical compound that consists of a benzene ring fused with a thiophene ring and a hydroxyl group attached to the benzene ring at the 3-position. It is commonly used as a building block in organic synthesis and chemical research. The compound has potential applications in the pharmaceutical industry, particularly in the development of drugs and pharmaceutical intermediates. 3-Hydroxybenzothiophene is also known for its light-absorbing properties and has been studied for its potential use in the development of organic electronic materials and optoelectronic devices. Additionally, it is known to be a potential environmental pollutant and may pose risks to human health and the environment if not properly managed.

InChI:InChI=1/C8H6OS/c9-7-5-10-8-4-2-1-3-6(7)8/h1-5,9H

Upstream product

• 135-13-7 (o-carboxyphenyl)thioacetic acid 
• 62-53-3 aniline 
• 130-03-0 thioindoxyl 
• 191031-07-9 3-hydroxy-benzo[b]thiophene-2-carboxylic acid 
• 103-04-8 (phenylthio)acetic acid 
• 7664-39-3 hydrogen fluoride 
• 7732-18-5 water 
• 98589-44-7 (2-cyano-phenylsulfanyl)-acetic acid 
• 3704-28-7 methyl 2-(methylthio)benzoate 
• 4892-02-8 Methyl thiosalicylate 
• 1441-74-3 1-(2-thiocyanato-phenyl)-ethanone 
• 7664-93-9 sulfuric acid 
• 56-81-5 glycerol 
• 3724-10-5 2-(methylthio)benzoic acid 

Downstream Products

• 3810-04-6 1-phenyl-benzo[4,5]thieno[3,2-b]thieno[3,2-f]quinoline 
• 1491-09-4 Benzo thia-quindolin. 
• 5073-27-8 2,3-dimethyl-benzo[4,5]thieno[3,2-b]quinoline 
• 1491-10-7 Benzo thia-quindolin. 
• 3844-31-3 trans-thioindigo 
• 7647-01-0 hydrogenchloride 
• 98-86-2 acetophenone 
• 1309209-07-1 1-benzhydryl-3-(benzo[b]thiophe-3-yloxy)azetidine 
• 6424-61-9 3-(3-oxo-3H-benzo[b]thiophen-2-ylidene)-1,3-dihydro-indol-2-one 
• 27751-82-2 3-hydroxybenzo[b]thiophene-2-carbaldehyde 
• 103154-57-0 2-[5-(2,4-dinitro-phenylimino)-penta-1,3-dienyl]-benzo[b]thiophen-3-ol 
• 64758-23-2 2-(3-phenylimino-propenyl)-benzo[b]thiophen-3-ol 
• 113163-48-7 2-((Ξ)-7tphenyl-hepta-2t,4t,6-trienylidene)-benzo[b]thiophen-3-one 
• 100-41-4 ethylbenzene 

Relevant articles and documents

NOVEL HETEROCYCLIC ACRYLAMIDES AND THEIR USE AS PHARMACEUTICALS

The invention relates to novel heterocyclic acrylamide compounds (I), to the preparation of the compounds and intermediates used therein, to the use of the compounds as antibacterial medicaments and pharmaceutical compositions containing the compounds.

Tautomerism of the Monohydroxy Derivatives of Five-Membered O, N, and S Heterocycles

The O-deuterated enolic tautomers 3-deuteroxybenzofuran, 3-deuteroxybenzothiophene, 3-deuteroxyindole, 3-deuteroxy-1-methylindole, 3-deuteroxyfuran, 3-deuteroxythiophene, 2-deuteroxybenzothiophene, and 2-deuteroxythiophene have been generated in solution in mixtures of CD3COCD3, CD3CN, or CD3SOCD3 with D2O by hydrolysis of their trimethylsilyl derivatives in the presence of DCl (1E-3 - 1E-4 M) and characterized by 1H NMR spectroscopy.Solutions of 3-hydroxypyrrole and of 3-hydroxy-1-methylpyrrole were obtained by methanolysis of their trimethylsilyl derivatives,evaporation of the methanol, and immediate dissolution in DMSO-d6.The carbocyclic analogues of the bicyclic heterocyclic enols 3-deuteroxyindene and 2-deuteroxyindene were also generated in solution.Attempts to prepare solutions of 2-deuteroxyfuran, 2-deuteroxypyrrole, and 2-deuteroxy-1-methylpyrrole were unsuccessful.The kinetics of ketonization of the OH forms of these enols have been investigated in water or aqueous acetonitrile solution.The equilibrium constants for the keto-enol tautomerism were also determined either by direct measurement when sufficient enol was present at equilibrium or as the ratio of the rate constant for enolization of the keto form to that for ketonization of the enol form, the former being determined by the iodine-trapping technique.The effect of solvent on the equilibrium constants was also studied.Sufficient data were available for the equilibrium between 3-hydroxyindole and 3-ketoindole for them to be analyzed by the four-parameter equation of Mills and Beak to yield an a value of 2.4 and a b value of -3.0.The pKas of the bicyclic enols were measured. 3-Hydroxybenzofuran and3-hydroxybenzothiophene are stronger acids than 3-hydroxyindole and 3-hydroxy-1-methylindole.The ketonization reactions are general acid and general base catalyzed and their mechanisms are discussed.