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CS-W001157 4
Total: USD 88.00

2,8-Dibromodibenzo[b,d]thiophene

  • CAS No. 31574-87-5

  • Cat. No. CS-W009830
  • Purity≥95%
  • MDL No.MFCD00092755

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

2,8-Dibromodibenzo[b,d]thiophene|CS-W009830

Structure of 31574-87-5

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General Information

  • CAS No. 31574-87-5
  • Cat. No. CS-W009830
  • Purity ≥95%
  • MDL No. MFCD00092755
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₆Br₂S
  • Molecular Weight 342.05
  • Synonym(s) dibenzo[b,d]thiophene, 2,8-dibromo-
  • SMILES BrC1=CC=C2C(C3=CC(Br)=CC=C3S2)=C1

Description

2,8-Dibromodibenzo[b,d]thiophene delivers a robust, electron-deficient core ideal for constructing high-performance organic semiconductors. This dibromo-substituted heterocycle integrates readily into cross-coupling reactions, enabling precise functionalization of π-conjugated architectures. The bromine atoms at the 2 and 8 positions provide orthogonal reactivity, facilitating sequential derivatization without competitive side reactions.

Application

2,8-Dibromodibenzo[b,d]thiophene serves as a versatile building block for the synthesis of functionalized polycyclic aromatic systems and conjugated materials. The bromine substituents enable efficient Pd-catalyzed cross-coupling reactions, facilitating the construction of complex molecular architectures with high fidelity. Its structural rigidity and stability under standard reaction conditions make it well-suited for applications in organic electronics and medicinal chemistry scaffolds.

Synthesis

  • Route1

    References

    • Journal of the American Chemical Society, , vol. 108, # 24 p. 7763 - 7767

Safety Information

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GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H319
Precautionary Statements : P264-P270-P280-P305+P351+P338-P330-P405-P501

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Computational Chemistry Data

  • TPSA   0
  • LogP   5.5795
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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