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CS-W001157 4
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4,5-Dibromothiophene-2-carbaldehyde

  • CAS No. 38071-22-6

  • Cat. No. CS-W014034
  • Molecule weight269.94
  • Purity≥97%
  • MDL No.MFCD00225242

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

4,5-Dibromothiophene-2-carbaldehyde|CS-W014034

Structure of 38071-22-6

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General Information

  • CAS No. 38071-22-6
  • Cat. No. CS-W014034
  • Purity ≥97%
  • MDL No. MFCD00225242
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₂Br₂OS
  • Molecular Weight 269.94
  • Synonym(s) 4,5-Dibromothiophene-2-Carboxaldehyde
  • SMILES O=CC1=CC(Br)=C(Br)S1

Description

4,5-Dibromothiophene-2-carbaldehyde features a highly reactive aldehyde group flanked by bromine substituents at the 4 and 5 positions of the thiophene ring. This configuration enables direct coupling in cross-coupling reactions, offering efficient access to functionalized heterocycles. The molecule exhibits enhanced stability under standard handling conditions and integrates readily into synthetic sequences requiring electron-deficient building blocks.

Application

4,5-Dibromothiophene-2-carbaldehyde serves as a versatile building block for the synthesis of brominated heterocyclic scaffolds and functionalized thiophene derivatives. Its dual bromine substituents enable efficient Pd-catalyzed cross-coupling reactions, while the aldehyde group facilitates imine formation, reductive amination, or oxidation to carboxylic acid. The compound exhibits good bench stability and is compatible with standard purification methods, making it well-suited for iterative synthetic sequences in medicinal chemistry and materials science applications.

Synthesis

  • Route1
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      2,3-Dibromothiophene|CS-W019996
      3140-93-0
    • null|null
      68-12-2
    • ~%
    • 3,5-Dibromo-2-thiophenecarboxaldehyde|CS-0191296
      23688-07-5
    • In-stock
      4,5-Dibromothiophene-2-carbaldehyde|CS-W014034
      38071-22-6

    References

    • Froehlich, J. Bulletin des Societes Chimiques Belges, 1996 , vol. 105, # 10-11 p. 615 - 634

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   3.0856
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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