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4,8-Dibromobenzo[1,2-c:4,5-c′]bis([1,2,5]thiadiazole)

  • CAS No. 165617-59-4

  • Cat. No. CS-0112258
  • Molecule weight352.04
  • Purity≥95%
  • MDL No.MFCD24539447

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

4,8-Dibromobenzo[1,2-c:4,5-c′]bis([1,2,5]thiadiazole)|CS-0112258

Structure of 165617-59-4

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General Information

  • CAS No. 165617-59-4
  • Cat. No. CS-0112258
  • Purity ≥95%
  • MDL No. MFCD24539447
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆Br₂N₄S₂
  • Molecular Weight 352.04
  • Synonym(s) 4,8-Dibromobenzo[1,2-c:4,5-c']bis([1,2,5]thiadiazole)
  • SMILES BrC1=C2N=S=NC2=C(Br)C3=NSN=C13

Description

4,8-Dibromobenzo[1,2-c:4,5-c′]bis([1,2,5]thiadiazole) features two bromine substituents at the 4 and 8 positions of a rigid, planar fused thiadiazole framework. This electron-deficient architecture enables direct functionalization in cross-coupling reactions, facilitating integration into conjugated materials for organic electronics. The molecule exhibits enhanced stability under standard conditions and serves as a key building block for high-performance semiconductors.

Application

4,8-Dibromobenzo[1,2-c:4,5-c′]bis([1,2,5]thiadiazole serves as a versatile bis-electrophilic building block for the construction of extended π-conjugated systems. The bromine substituents enable palladium-catalyzed cross-coupling reactions, facilitating the assembly of complex heteroaromatic architectures with high fidelity. Its robust bench stability and compatibility with standard coupling conditions make it ideal for applications in organic electronics and advanced materials synthesis.

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-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   50.5
  • LogP   3.9427
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   0

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