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CS-W001157 4
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Benzo[b]thiophene-3-carbonitrile

  • CAS No. 24434-84-2

  • Cat. No. CS-0043906
  • Purity≥98%
  • MDL No.MFCD08276872

*For research and further manufacturing use only, not for direct human use.

Benzo[b]thiophene-3-carbonitrile|CS-0043906

Structure of 24434-84-2

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General Information

  • CAS No. 24434-84-2
  • Cat. No. CS-0043906
  • Purity ≥98%
  • MDL No. MFCD08276872
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₅NS
  • Molecular Weight 159.21
  • Synonym(s) Benzo[b]thiophene-3-carbonitrile-
  • SMILES N#CC1=CSC2=C1C=CC=C2

Description

Benzo[b]thiophene-3-carbonitrile delivers a rigid, electron-deficient heteroaromatic scaffold ideal for constructing functional materials and pharmaceutical intermediates. The nitrile group enables direct incorporation into diverse synthetic sequences, while the fused thiophene core enhances planarity and π-stacking potential. This compound exhibits excellent stability under standard conditions and integrates readily into cross-coupling and cyclization reactions.

Application

Benzo[b]thiophene-3-carbonitrile serves as a versatile building block for heterocyclic synthesis, enabling efficient access to biologically relevant scaffolds. The nitrile group facilitates nucleophilic addition and subsequent transformations, while the fused aromatic core provides structural rigidity and π-electron delocalization. Its bench-stable nature and compatibility with standard coupling reactions make it ideal for medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • In-stock
      3-Bromobenzo[b]thiophene|CS-W005311
      7342-82-7
    • null|null
      143-33-9
    • ~72%
    • In-stock
      Benzo[b]thiophene-3-carbonitrile|CS-0043906
      24434-84-2

    References

    • MASSACHUSETTS INSTITUTE OF TECHNOLOGY Patent: WO2004/13094 A2, 2004 ; Location in patent: Page 47 ;
  • Route2

    References

    • Tetrahedron, , vol. 68, # 24 p. 4588 - 4595
  • Route3
    • In-stock
      3-Bromobenzo[b]thiophene|CS-W005311
      7342-82-7
    • null|null
      557-21-1
    • ~89%
    • In-stock
      Benzo[b]thiophene-3-carbonitrile|CS-0043906
      24434-84-2

    References

    • Hatsuda, Masanori; Seki, Masahiko Tetrahedron, 2005 , vol. 61, # 41 p. 9908 - 9917

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   23.79
  • LogP   2.77298
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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