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CS-W001157 4
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1-Bromodibenzo[b,d]thiophene

  • CAS No. 65642-94-6

  • Cat. No. CS-0180907
  • Purity≥98%
  • MDL No.MFCD18451629

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

1-Bromodibenzo[b,d]thiophene|CS-0180907

Structure of 65642-94-6

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General Information

  • CAS No. 65642-94-6
  • Cat. No. CS-0180907
  • Purity ≥98%
  • MDL No. MFCD18451629
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₇BrS
  • Molecular Weight 263.15
  • Synonym(s) 1-Bromodibenzothiophene
  • SMILES BrC1=C(C2=CC=CC=C2S3)C3=CC=C1

Description

1-Bromodibenzo[b,d]thiophene is a brominated heterocyclic compound featuring a fused dibenzo[b,d]thiophene core. This electron-deficient scaffold enables efficient coupling in transition-metal-catalyzed reactions, serving as a key building block for conjugated materials. The bromine substituent facilitates selective functionalization under mild conditions.

Application

1-Bromodibenzo[b,d]thiophene serves as a versatile building block for constructing complex heterocyclic architectures in organic synthesis. The bromine substituent enables palladium-catalyzed cross-coupling reactions, including Suzuki-Miyaura and Stille couplings, facilitating the assembly of biaryl and extended π-conjugated systems. Its stability under standard reaction conditions and compatibility with diverse functional groups make it a reliable reagent for synthetic applications in materials science and medicinal chemistry.

Synthesis

  • Route1
    • null|null
      198693-61-7
    • ~83%
    • In-stock
      1-Bromodibenzo[b,d]thiophene|CS-0180907
      65642-94-6

    References

    • Lo, Ching-Yu; Kumar, Manyam Praveen; Chang, Hsu-Kai; Lush, Shie-Fu; Liu, Rai-Shung Journal of Organic Chemistry, 2005 , vol. 70, # 25 p. 10482 - 10487
  • Route2
    • null|null
      908242-65-9
    • ~73%
    • In-stock
      1-Bromodibenzo[b,d]thiophene|CS-0180907
      65642-94-6

    References

    • Sanz, Roberto; Fernandez, Yolanda; Castroviejo, Ma. Pilar; Perez, Antonio; Fananas, Francisco J. Journal of Organic Chemistry, 2006 , vol. 71, # 16 p. 6291 - 6294
  • Route3

    References

    • Sanz, Roberto; Fernandez, Yolanda; Castroviejo, Ma. Pilar; Perez, Antonio; Fananas, Francisco J. Journal of Organic Chemistry, 2006 , vol. 71, # 16 p. 6291 - 6294

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H227-H314
Precautionary Statements : P210-P260-P264-P280-P301+P330+P331-P304+P340-P363-P370+P378-P405-P501

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Computational Chemistry Data

  • TPSA   0
  • LogP   4.817
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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