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CS-W001157 4
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5-Bromo-1H-pyrrole-2-carbaldehyde

  • CAS No. 931-34-0

  • Cat. No. CS-W005750
  • Purity≥98%
  • MDL No.MFCD13178669

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

5-Bromo-1H-pyrrole-2-carbaldehyde|CS-W005750

Structure of 931-34-0

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General Information

  • CAS No. 931-34-0
  • Cat. No. CS-W005750
  • Purity ≥98%
  • MDL No. MFCD13178669
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄BrNO
  • Molecular Weight 174.00
  • Synonym(s) 1H-Pyrrole-2-carboxaldehyde,5-bromo
  • SMILES BrC1=CC=C(N1)C=O

Description

5-Bromo-1H-pyrrole-2-carbaldehyde features a brominated pyrrole core with an aldehyde at the 2-position, enabling direct coupling in cross-coupling and condensation reactions. The electron-deficient heterocycle enhances reactivity in transition-metal-catalyzed transformations, while the aldehyde group provides a handle for further functionalization via imine formation or oxidation. This bench-stable compound integrates efficiently into complex molecular architectures.

Application

5-Bromo-1H-pyrrole-2-carbaldehyde serves as a versatile building block in heterocyclic synthesis, enabling direct functionalization at the C2 aldehyde and C5 bromine positions. Its stability under standard reaction conditions facilitates cross-coupling, nucleophilic addition, and condensation reactions, making it valuable for constructing complex pyrrole-based scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      130190-58-8
    • ~86%
    • In-stock
      5-Bromo-1H-pyrrole-2-carbaldehyde|CS-W005750
      931-34-0

    References

    • Bray, Brian L.; Muchowski, Joseph M. Canadian Journal of Chemistry, 1990 , vol. 68, # 8 p. 1305 - 1308
  • Route2

    References

    • Bray, Brian L.; Hess, Petr; Muchowski, Joseph M.; Scheller, Markus E. Helvetica Chimica Acta, 1988 , vol. 71, p. 2053 - 2057

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

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Computational Chemistry Data

  • TPSA   32.86
  • LogP   1.5897
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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