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CS-W001157 4
Total: USD 88.00

4-Bromobenzo[c][1,2,5]thiadiazole

  • CAS No. 22034-13-5

  • Cat. No. CS-W018450
  • Purity≥96%
  • MDL No.None

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

4-Bromobenzo[c][1,2,5]thiadiazole|CS-W018450

Structure of 22034-13-5

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General Information

  • CAS No. 22034-13-5
  • Cat. No. CS-W018450
  • Purity ≥96%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃BrN₂S
  • Molecular Weight 215.07
  • Synonym(s) 4-Bromo-2,1,3-benzothiadiazole
  • SMILES Brc1cccc2nsnc12

Description

4-Bromobenzo[c][1,2,5]thiadiazole features a rigid, electron-deficient heterocyclic core that integrates seamlessly into conjugated systems. This brominated thiadiazole serves as a key building block for functional materials, offering high stability and predictable reactivity in cross-coupling transformations.

Application

4-Bromobenzo[c][1,2,5]thiadiazole serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo substituent. The benzo[c][1,2,5]thiadiazole core exhibits excellent bench stability and functional group tolerance, facilitating integration into complex molecular architectures. Its electron-deficient nature enhances reactivity in Suzuki-Miyaura and Negishi couplings, making it valuable for constructing conjugated systems and pharmaceutical scaffolds.

Synthesis

  • Route1

    References

    • Lirag, Rio Carlo; Le, Ha T. M.; Miljanic, Ognjen S. Chemical Communications, 2013 , vol. 49, # 39 p. 4304 - 4306
  • Route2
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      95-54-5
    • ~%
    • In-stock
      4-Bromobenzo[c][1,2,5]thiadiazole|CS-W018450
      22034-13-5

    References

    • Journal of Physical Chemistry B, , vol. 116, # 24 p. 7259 - 7268
  • Route3

    References

    • J. Gen. Chem. USSR (Engl. Transl.), , vol. 33, # 6 p. 1759 - 1766,1714 - 1719

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   25.78
  • LogP   2.4538
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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