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CS-W001157 4
Total: USD 88.00

3-Bromothiophene-2-carboxaldehyde

  • CAS No. 930-96-1

  • Cat. No. CS-W007753
  • Purity≥95%
  • MDL No.MFCD00126680

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

3-Bromothiophene-2-carboxaldehyde|CS-W007753

Structure of 930-96-1

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General Information

  • CAS No. 930-96-1
  • Cat. No. CS-W007753
  • Purity ≥95%
  • MDL No. MFCD00126680
  • Storage -20°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃BrOS
  • Molecular Weight 191.05
  • Synonym(s) 3-Bromothiophene-2-carbaldehyde
  • SMILES BrC(C=CS1)=C1C=O

Description

3-Bromothiophene-2-carboxaldehyde features a brominated thiophene ring fused to an aldehyde group, enabling direct functionalization in cross-coupling and heterocyclic synthesis. This electron-deficient scaffold facilitates rapid derivatization under standard conditions, delivering access to bioactive scaffolds and advanced materials.

Application

3-Bromothiophene-2-carboxaldehyde serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions and functionalization at the bromine site. The aldehyde group facilitates nucleophilic additions, oxime formation, and condensation reactions, offering access to diverse pharmaceutical and agrochemical scaffolds. Its bench-stable nature and compatibility with common protecting groups make it well-suited for multi-step synthetic sequences in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Song, Yang-Heon; Jo, Boung Sun Journal of Heterocyclic Chemistry, 2009 , vol. 46, # 6 p. 1132 - 1136
  • Route2
    • In-stock
      3-Bromothiophene|CS-W009226
      872-31-1
    • null|null
      68-12-2
    • ~90%
    • In-stock
      3-Bromothiophene-2-carboxaldehyde|CS-W007753
      930-96-1

    References

    • Kawabata, Kohsuke; Takeguchi, Masaki; Goto, Hiromasa Macromolecules, 2013 , vol. 46, # 6 p. 2078 - 2091
  • Route3

    References

    • Abbott Laboratories Patent: US5185363 A1, 1993 ; US 5185363 A

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   2.3231
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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