• USA Home
  • 494968 - Thianaphthene-3-carboxaldehyde

EMAIL THIS PAGE TO A FRIEND
494968 Sigma-Aldrich

Thianaphthene-3-carboxaldehyde

95%

Synonym: Benzo[b]thiophene-3-carboxaldehyde

  • CAS Number 5381-20-4

  • Empirical Formula (Hill Notation) C9H6OS

  • Molecular Weight 162.21

  •  MDL number MFCD00052376

  •  PubChem Substance ID 24872938

  •  NACRES NA.22

Purchase

Properties

Related Categories Aldehydes, Benzothiophenes, Building Blocks, C9, Carbonyl Compounds,
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 & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles
Peer-Reviewed Papers
15

References

Related Products

Technical Service:

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Bulk Ordering & Pricing:

Need larger quantities for your development, manufacturing or research applications?