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CS-W001157 4
Total: USD 88.00

5-Bromobenzothiazole

  • CAS No. 768-11-6

  • Cat. No. CS-W004741
  • Purity≥98%
  • MDL No.MFCD03001442

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

5-Bromobenzothiazole|CS-W004741

Structure of 768-11-6

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General Information

  • CAS No. 768-11-6
  • Cat. No. CS-W004741
  • Purity ≥98%
  • MDL No. MFCD03001442
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrNS
  • Molecular Weight 214.08
  • Synonym(s) benzothiazole, 5-bromo-
  • SMILES BrC1=CC2=C(C=C1)SC=N2

Description

5-Bromobenzothiazole is a bench-stable heterocyclic compound featuring a bromine atom at the 5-position of the benzothiazole core. This substitution enhances electrophilic reactivity and facilitates cross-coupling transformations. The molecule integrates readily into pharmaceutical intermediates, agrochemical scaffolds, and functional materials due to its electron-deficient aromatic system and compatibility with palladium-catalyzed reactions.

Application

5-Bromobenzothiazole serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions such as Suzuki, Stille, and Negishi couplings. Its bromine substituent offers high reactivity under standard conditions, while the benzothiazole core provides robust stability and favorable electronic properties. The compound functions as a key scaffold for heterocyclic synthesis and is valued for its ease of purification and compatibility with diverse functional groups in multistep syntheses.

Synthesis

  • Route1

    References

    • Journal of Organic Chemistry, , vol. 41, # 8 p. 1328 - 1331

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   3.0588
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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