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CS-W001157 4
Total: USD 88.00

7-Bromobenzothiazole

  • CAS No. 767-70-4

  • Cat. No. CS-D0222
  • Purity≥98%
  • MDL No.MFCD11858589

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

7-Bromobenzothiazole|CS-D0222

Structure of 767-70-4

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General Information

  • CAS No. 767-70-4
  • Cat. No. CS-D0222
  • Purity ≥98%
  • MDL No. MFCD11858589
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrNS
  • Molecular Weight 214.08
  • Synonym(s) Benzothiazole, 7-bromo- (7CI,8CI)
  • SMILES BrC1=C(SC=N2)C2=CC=C1

Description

7-Bromobenzothiazole serves as a pivotal building block in heterocyclic synthesis, offering a reactive bromine handle for palladium-catalyzed cross-coupling reactions. The benzothiazole core provides electron-deficient character and enhanced stability, facilitating integration into pharmaceutical intermediates and functional materials. This bench-stable reagent enables efficient access to complex architectures under standard conditions.

Application

7-Bromobenzothiazole serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions such as Suzuki-Miyaura and Buchwald-Hartwig couplings. Its bromine substituent provides high reactivity under standard conditions, while the benzothiazole core offers excellent stability and compatibility with diverse functional groups. The compound facilitates efficient synthesis of biologically active heterocycles and advanced organic semiconductors.

Synthesis

  • Route1

    References

    • Malmstroem, Jonas; Viklund, Jenny; Slivo, Can; Costa, Ana; Maudet, Mickael; Sandelin, Catrin; Hiller, Goesta; Olsson, Lise-Lotte; Aagaard, Anna; Geschwindner, Stefan; Xue, Yafeng; Vasaenge, Mervi Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 18 p. 5919 - 5923
  • Route2

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 22, # 18 p. 5919 - 5923
  • Route3

    References

    • Journal of the Chemical Society, , p. 2248 - 2250

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   12.89
  • LogP   3.0588
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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