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CS-W001157 4
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5-Bromobenzo[b]thiophene-3-carbaldehyde

  • CAS No. 16296-72-3

  • Cat. No. CS-0114084
  • Molecule weight241.10
  • Purity≥97%
  • MDL No.MFCD00858578

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

5-Bromobenzo[b]thiophene-3-carbaldehyde|CS-0114084

Structure of 16296-72-3

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General Information

  • CAS No. 16296-72-3
  • Cat. No. CS-0114084
  • Purity ≥97%
  • MDL No. MFCD00858578
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₅BrOS
  • Molecular Weight 241.10
  • Synonym(s) 5-BROMOBENZO[B]THIOPHENE-3-CARBOXALDEHYDE
  • SMILES O=CC1=CSC2=CC=C(Br)C=C21

Description

5-Bromobenzo[b]thiophene-3-carbaldehyde features a brominated benzo[b]thiophene core paired with a reactive aldehyde group, enabling direct incorporation into Suzuki-Miyaura couplings and other cross-coupling transformations. The electron-deficient thiophene ring enhances reactivity in transition metal catalysis, while the aldehyde functionality provides a handle for further derivatization via imine formation or reductive amination. This scaffold is well-suited for synthesizing advanced heterocyclic architectures in medicinal chemistry and materials science.

Application

5-Bromobenzo[b]thiophene-3-carbaldehyde serves as a versatile building block for the synthesis of bioactive heterocycles and functionalized pharmaceutical intermediates. The aldehyde group enables direct coupling reactions, including Wittig, Grignard, and reductive amination, while the bromine substituent facilitates palladium-catalyzed cross-coupling transformations. Its bench-stable nature and compatibility with diverse reaction conditions make it well-suited for iterative synthetic strategies in medicinal chemistry and materials science.

Synthesis

  • Route1
    • In-stock
      5-Bromobenzothiophene|CS-W007558
      4923-87-9
    • null|null
      4885-02-3
    • ~%
    • In-stock
      5-Bromobenzo[b]thiophene-3-carbaldehyde|CS-0114084
      16296-72-3

    References

    • US2006/47001 A1, ; Page/Page column 14 ;

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

Quality Control

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   3.4763
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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