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CS-W001157 4
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4-Bromo-2-fluoronicotinaldehyde

  • CAS No. 128071-77-2

  • Cat. No. CS-0042932
  • Purity≥97%
  • MDL No.MFCD09870050

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

4-Bromo-2-fluoronicotinaldehyde|CS-0042932

Structure of 128071-77-2

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General Information

  • CAS No. 128071-77-2
  • Cat. No. CS-0042932
  • Purity ≥97%
  • MDL No. MFCD09870050
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃BrFNO
  • Molecular Weight 204.00
  • Synonym(s) 4-Bromo-2-Fluoropyridine-3-Carboxaldehyde
  • SMILES O=CC1=C(Br)C=CN=C1F

Description

4-Bromo-2-fluoronicotinaldehyde features a strategically positioned bromine and fluorine substituent on the nicotinaldehyde scaffold, enhancing electronic modulation and reactivity. This electron-deficient aldehyde integrates readily into cross-coupling and condensation reactions, offering precise control in synthesizing functionalized heterocycles and bioactive intermediates under standard conditions.

Application

4-Bromo-2-fluoronicotinaldehyde serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions and nucleophilic additions due to its dual halogen (Br) and aldehyde functionalities. The ortho-fluoro substituent enhances electrophilicity at the carbonyl carbon and provides metabolic stability in bioactive scaffolds. Its bench-stable solid form facilitates handling and purification, making it ideal for modular synthesis of heterocyclic compounds and API intermediates.

Synthesis

  • Route1
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    • ~%
    • In-stock
      4-Bromo-2-fluoronicotinaldehyde|CS-0042932
      128071-77-2

    References

    • Journal of Organometallic Chemistry, , vol. 382, # 3 p. 319 - 332

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   29.96
  • LogP   1.7957
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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