494968

Thianaphthene-3-carboxaldehyde

95%

• Synonym(s): Benzo[b]thiophene-3-carboxaldehyde
• Empirical Formula (Hill Notation): C₉H₆OS
• CAS Number: 5381-20-4
• Molecular Weight: 162.21
• MDL number: MFCD00052376
• PubChem Substance ID: 24872938
• NACRES: NA.22

Properties

• assay: 95%
• bp: 166 °C/20 mmHg (lit.)
• mp: 53-57 °C (lit.)
• SMILES string: O=Cc1csc2ccccc12
• InChI: 1S/C9H6OS/c10-5-7-6-11-9-4-2-1-3-8(7)9/h1-6H
• InChI key: WDJLPQCBTBZTRH-UHFFFAOYSA-N

Description

General description

Thianaphthene-3-carboxaldehyde, also known as benzo[b]thiophene-3-carboxaldehyde, can be synthesized from 3-methyl-benzo[b]thiophene. It undergoes phosphine-free palladium coupling with aryl halides to form 2-arylbenzo[b]thiophenes.

Application

Thianaphthene-3-carboxaldehyde (Benzo[b]thiophene-3-carboxaldehyde) may be used as a starting material in the multi-step synthesis of anthra[2,3-b:7,6-b′]bis[1benzothiophenes (ABBTs).
It may be used in the synthesis of :

• 6-(N,N-dimethylamino)-2-(benzo[b]thiophen-3-yl)quinazolin-4-one
• 6-(pyrrolidin-1-yl)-2-(benzo[b]thiophen-3-yl)quinazolin-4-one
• (Z)-2-(benzo­[b]­thio­phen-3-yl­methyl­ene)-1-aza­bi­cyclo­[2.2.2]­octan-3-one

Packaging

1, 5 g in glass bottle

Safety Information

• Storage Class Code: 13 - Non Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves