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CS-W001157 4
Total: USD 88.00

2-Bromo-3-fluorobenzonitrile

  • CAS No. 425379-16-4

  • Cat. No. CS-W003386
  • Purity≥97%
  • MDL No.MFCD07368773

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

2-Bromo-3-fluorobenzonitrile|CS-W003386

Structure of 425379-16-4

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General Information

  • CAS No. 425379-16-4
  • Cat. No. CS-W003386
  • Purity ≥97%
  • MDL No. MFCD07368773
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₃BrFN
  • Molecular Weight 200.01
  • Synonym(s) None
  • SMILES N#Cc1cccc(c1Br)F

Description

2-Bromo-3-fluorobenzonitrile features a strategically positioned nitrile group flanked by bromo and fluoro substituents, enabling direct functionalization in cross-coupling and electrophilic substitution reactions. This electron-deficient aryl halide exhibits enhanced reactivity under standard conditions, offering efficient access to complex heterocyclic scaffolds in medicinal chemistry and materials science.

Application

2-Bromo-3-fluorobenzonitrile 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 nitrile group provides a handle for downstream functionalization, while the ortho-bromine facilitates Suzuki, Stille, or Negishi couplings. Bench-stable and readily purified by distillation, it functions reliably in multi-step syntheses requiring precise regiocontrol.

Synthesis

  • Route1

    References

    • MERCK SHARP and DOHME LIMITED Patent: WO2003/93272 A1, 2003 ; Location in patent: Page/Page column 36-37 ; WO 03/093272 A1
  • Route2
    • 3-Fluorobenzonitrile Crisaborole  Impurity|CS-0229060
      403-54-3
    • ~74%
    • In-stock
      2-Bromo-3-fluorobenzonitrile|CS-W003386
      425379-16-4

    References

    • Gauthier Jr., Donald R.; Limanto, John; Devine, Paul N.; Desmond, Richard A.; Szumigala Jr., Ronald H.; Foster, Bruce S.; Volante Journal of Organic Chemistry, 2005 , vol. 70, # 15 p. 5938 - 5945
  • Route3

    References

    • Gauthier Jr., Donald R.; Limanto, John; Devine, Paul N.; Desmond, Richard A.; Szumigala Jr., Ronald H.; Foster, Bruce S.; Volante Journal of Organic Chemistry, 2005 , vol. 70, # 15 p. 5938 - 5945

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   23.79
  • LogP   2.45988
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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