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CS-W001157 4
Total: USD 88.00

5-Bromo-2,1,3-benzothiadiazole

  • CAS No. 1753-75-9

  • Cat. No. CS-0036497
  • Purity≥96%
  • MDL No.None

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

5-Bromo-2,1,3-benzothiadiazole|CS-0036497

Structure of 1753-75-9

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General Information

  • CAS No. 1753-75-9
  • Cat. No. CS-0036497
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃BrN₂S
  • Molecular Weight 215.07
  • Synonym(s) 5-Bromobenzo[c][1,2,5]thiadiazole
  • SMILES C1=CC2=NSN=C2C=C1Br

Description

5-Bromo-2,1,3-benzothiadiazole delivers a robust electron-deficient heterocyclic scaffold featuring a bromine substituent at the 5-position. This configuration enables direct functionalization in cross-coupling reactions and enhances π-conjugation for optoelectronic applications. The molecule exhibits high thermal stability and facilitates synthetic access to advanced materials.

Application

5-Bromo-2,1,3-benzothiadiazole serves as a versatile building block in heterocyclic synthesis, enabling direct functionalization at the bromine site via palladium-catalyzed cross-coupling reactions. Its electron-deficient aromatic core enhances reactivity in C–H activation and transition-metal-mediated transformations. The molecule exhibits excellent bench stability and facilitates the construction of advanced pharmaceutical scaffolds and conjugated materials through predictable, high-yielding transformations.

Synthesis

  • Route1

    References

    • SHOWA DENKO K. K. Patent: US2009/149676 A1, 2009 ; Location in patent: Page/Page column 5 ;

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H319
Precautionary Statements : P264-P270-P280-P330-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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