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CS-W001157 4
Total: USD 88.00

4-Chlorobenzo[b]thiophene

  • CAS No. 66490-33-3

  • Cat. No. CS-0097337
  • Purity≥97%
  • MDL No.MFCD18451627

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

4-Chlorobenzo[b]thiophene|CS-0097337

Structure of 66490-33-3

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General Information

  • CAS No. 66490-33-3
  • Cat. No. CS-0097337
  • Purity ≥97%
  • MDL No. MFCD18451627
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅ClS
  • Molecular Weight 168.64
  • Synonym(s) 4-Chlorobenzothiophene
  • SMILES ClC1=C(C=CS2)C2=CC=C1

Description

4-Chlorobenzo[b]thiophene features a fused benzothiophene core with a chloro substituent at the 4-position, delivering enhanced electron-withdrawal and improved metabolic stability. This structural motif integrates readily into pharmaceutical scaffolds and advanced materials, offering robust performance under standard synthetic conditions.

Application

4-Chlorobenzo[b]thiophene serves as a versatile heterocyclic building block in medicinal chemistry and materials science, enabling efficient transition-metal-catalyzed cross-coupling reactions. Its chlorine substituent facilitates Pd- or Ni-mediated functionalization, while the fused thiophene core provides robust stability and favorable electronic properties for downstream scaffold elaboration. The compound exhibits excellent bench stability and compatibility with standard purification protocols, making it ideal for iterative synthesis workflows.

Synthesis

  • Route1

    References

    • Allen, Daniel; Callaghan, Owen; Cordier, Frederic L.; Dobson, David R.; Harris, John R.; Hotten, Terry M.; Owton, W. Martin; Rathmell, Richard E.; Wood, Virginia A. Tetrahedron Letters, 2004 , vol. 45, # 52 p. 9645 - 9647
  • Route2
    • null|null
      180160-64-9
    • ~40%
    • In-stock
      6-Chlorobenzo[b]thiophene|CS-0119377
      66490-20-8
    • In-stock
      4-Chlorobenzo[b]thiophene|CS-0097337
      66490-33-3
    • 1,2-Bis(3-chlorophenyl)disulfane|CS-0700420
      19742-92-8

    References

    • Hansen, Marvin Martin; He, John Xiaoqiang; Honigschmidt, Nicholas Allan; Koch, Daniel James; Kohn, Todd Jonathan; Rocco, Vincent Patrick; Spinazze, Patrick Gianpietro; Takeuchi, Kumiko Patent: US2004/6229 A1, 2004 ; Location in patent: Page/Page column 38 ; US 20040006229 A1
  • Route3
    • (3-Chlorophenyl)(2,2-dimethoxyethyl)sulfane|CS-0518542
      205054-85-9
    • ~%
    • In-stock
      6-Chlorobenzo[b]thiophene|CS-0119377
      66490-20-8
    • In-stock
      4-Chlorobenzo[b]thiophene|CS-0097337
      66490-33-3

    References

    • AVENTIS PHARMACEUTICALS INC. Patent: US2004/102450 A1, 2004 ; Location in patent: Page/Page column 68 ;

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   0
  • LogP   3.5547
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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