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CS-W001157 4
Total: USD 88.00

5,6-Dibromobenzo[c][1,2,5]thiadiazole

  • CAS No. 18392-81-9

  • Cat. No. CS-0157816
  • Purity≥98%
  • MDL No.MFCD20257910

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

5,6-Dibromobenzo[c][1,2,5]thiadiazole|CS-0157816

Structure of 18392-81-9

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General Information

  • CAS No. 18392-81-9
  • Cat. No. CS-0157816
  • Purity ≥98%
  • MDL No. MFCD20257910
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₂Br₂N₂S
  • Molecular Weight 293.97
  • Synonym(s) 5,6-Dibromo-2,1,3-benzothiadiazole
  • SMILES C1=C(C(=CC2=NSN=C12)Br)Br

Description

5,6-Dibromobenzo[c][1,2,5]thiadiazole features two bromine atoms positioned at the 5 and 6 ring junctions of a benzo[c][1,2,5]thiadiazole core. This electron-deficient heteroaromatic scaffold integrates readily into cross-coupling reactions, enabling efficient access to functionalized materials for organic electronics and pharmaceutical intermediates. The dibromo substitution pattern enhances reactivity in palladium-catalyzed transformations.

Application

5,6-Dibromobenzo[c][1,2,5]thiadiazole serves as a versatile dibrominated heterocyclic building block for palladium-catalyzed cross-coupling reactions. Its well-defined reactivity enables efficient biaryl and heteroaryl extension in synthetic sequences. The molecule exhibits excellent bench stability and facilitates straightforward purification, making it suitable for iterative synthesis of complex pharmaceutical scaffolds and functional materials.

Synthesis

  • Route1

    References

    • Shao, Jinjun; Chang, Jingjing; Chi, Chunyan Organic and Biomolecular Chemistry, 2012 , vol. 10, # 35 p. 7045 - 7052
  • Route2

    References

    • Shao, Jinjun; Chang, Jingjing; Chi, Chunyan Organic and Biomolecular Chemistry, 2012 , vol. 10, # 35 p. 7045 - 7052
  • Route3

    References

    • Shao, Jinjun; Chang, Jingjing; Chi, Chunyan Organic and Biomolecular Chemistry, 2012 , vol. 10, # 35 p. 7045 - 7052

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   3.2163
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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