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CS-W001157 4
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3-Bromo-4-fluorobenzaldehyde

  • CAS No. 77771-02-9

  • Cat. No. CS-B1308
  • Purity≥98%
  • MDL No.MFCD00042186

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

3-Bromo-4-fluorobenzaldehyde|CS-B1308

Structure of 77771-02-9

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General Information

  • CAS No. 77771-02-9
  • Cat. No. CS-B1308
  • Purity ≥98%
  • MDL No. MFCD00042186
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrFO
  • Molecular Weight 203.01
  • Synonym(s) 4-Fluoro-3-bromobenzaldehyde
  • SMILES O=CC1=CC=C(F)C(Br)=C1

Description

3-Bromo-4-fluorobenzaldehyde features a strategically positioned bromine and fluorine substituent on the benzene ring, enabling selective cross-coupling reactions. The aldehyde functionality provides a direct handle for nucleophilic addition or condensation processes. This electron-deficient aromatic scaffold offers enhanced reactivity in palladium-catalyzed transformations and is compatible with standard bench protocols.

Application

3-Bromo-4-fluorobenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The aldehyde group facilitates direct functionalization or condensation reactions, while the bromo and fluoro substituents provide excellent compatibility with standard transition-metal catalysis and enhanced metabolic stability in bioactive scaffolds. Bench-stable and readily purified by distillation, it functions reliably in multi-step syntheses.

Synthesis

  • Route1
    • p-Fluorobenzenecarboxaldehyde Atorvastatin calcium|CS-0214005
      459-57-4
    • ~98%
    • In-stock
      3-Bromo-4-fluorobenzaldehyde|CS-B1308
      77771-02-9

    References

    • ADITYA BIRLA SCIENCE andamp;; TECHNOLOGY CO. LTD.; MANDAL, Sisir, Kumar; SULEMAN, Inamdur; MORE, Vinod; NIPHADE, Amol Patent: WO2010/86877 A2, 2010 ; Location in patent: Page/Page column 11-12 ;
  • Route2

    References

    • Chaskar; Bhandari; Patil; Sharma; Mayeker Synthetic Communications, 2009 , vol. 39, # 2 p. 366 - 370
  • Route3
    • p-Fluorobenzenecarboxaldehyde Atorvastatin calcium|CS-0214005
      459-57-4
    • null|null
      107-06-2
    • ~%
    • In-stock
      3-Bromo-4-fluorobenzaldehyde|CS-B1308
      77771-02-9

    References

    • US4626601 A1, ;

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   2.4007
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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