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CS-W001157 4
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5-Chlorobenzo[d]thiazole

  • CAS No. 2786-51-8

  • Cat. No. CS-0063830
  • Purity≥98%
  • MDL No.MFCD00227392

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

5-Chlorobenzo[d]thiazole|CS-0063830

Structure of 2786-51-8

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General Information

  • CAS No. 2786-51-8
  • Cat. No. CS-0063830
  • Purity ≥98%
  • MDL No. MFCD00227392
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄ClNS
  • Molecular Weight 169.63
  • Synonym(s) 5-Chlorobenzothiazole
  • SMILES ClC1=CC=C(SC=N2)C2=C1

Description

5-Chlorobenzo[d]thiazole offers a robust heterocyclic scaffold with enhanced electronic properties due to the electron-withdrawing chlorine substituent. This bench-stable compound integrates readily into pharmaceutical and agrochemical intermediates, enabling efficient access to bioactive architectures through C–H functionalization and cross-coupling protocols.

Application

5-Chlorobenzo[d]thiazole serves as a versatile heterocyclic building block in medicinal chemistry and materials science. Its chlorine substituent enables facile palladium-catalyzed cross-coupling reactions, facilitating the construction of biaryl and extended π-conjugated systems. The scaffold exhibits excellent bench stability, compatibility with diverse functional groups, and is readily incorporated into drug-like molecules and advanced organic semiconductors.

Synthesis

  • Route1

    References

    • Lankelma; Sharnoff Journal of the American Chemical Society, 1931 , vol. 53, p. 2654,2656
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    • In-stock
      5-Chlorobenzo[d]thiazole|CS-0063830
      2786-51-8

    References

    • Lankelma; Sharnoff Journal of the American Chemical Society, 1931 , vol. 53, p. 2654,2656
  • Route3

    References

    • Vanderbilt Co. Patent: US2509453 , 1947 ; Full Text Show Details Vanderbilt Co. Patent: US2509454 , 1947 ;

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

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   2.9497
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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