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CS-W001157 4
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3-Bromo-5-fluorobenzonitrile

  • CAS No. 179898-34-1

  • Cat. No. CS-D1719
  • Purity≥95%
  • MDL No.MFCD04038227

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

3-Bromo-5-fluorobenzonitrile|CS-D1719

Structure of 179898-34-1

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General Information

  • CAS No. 179898-34-1
  • Cat. No. CS-D1719
  • Purity ≥95%
  • MDL No. MFCD04038227
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₃BrFN
  • Molecular Weight 200.01
  • Synonym(s) 3-Cyano-5-fluoro-1-bromo-benzene; 3-Fluoro-5-bromobenzonitrile; Benzonitrile, 3-bromo-5-fluoro-
  • SMILES N#CC1=CC(F)=CC(Br)=C1

Description

3-Bromo-5-fluorobenzonitrile features a strategically positioned bromine and fluorine substituent on a benzonitrile scaffold, enabling precise functionalization in cross-coupling reactions. The electron-deficient aromatic ring enhances reactivity in palladium-catalyzed transformations, while the nitrile group offers a versatile handle for downstream derivatization. This bench-stable compound serves as a key building block in pharmaceutical and agrochemical synthesis.

Application

3-Bromo-5-fluorobenzonitrile serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The nitrile group provides a handle for downstream functionalization, while the meta-fluoro and bromo substituents offer predictable regioselectivity in electrophilic substitution and transition metal-mediated transformations. Bench-stable and amenable to purification by distillation or crystallization, it functions effectively in standard synthetic workflows requiring halogenated aromatic intermediates.

Synthesis

  • Route1

    References

    • Ligand Pharmaceuticals Incorporated Patent: US5693646 A1, 1997 ; US 5693646 A
  • Route2
    • In-stock
      1,3-Dibromo-5-fluorobenzene|CS-W012599
      1435-51-4
    • null|null
      544-92-3
    • ~%
    • In-stock
      3-Bromo-5-fluorobenzonitrile|CS-D1719
      179898-34-1

    References

    • Journal of Medicinal Chemistry, , vol. 41, # 18 p. 3461 - 3466
  • Route3
    • null|null
      304876-25-3
    • ~88%
    • In-stock
      3-Bromo-5-fluorobenzonitrile|CS-D1719
      179898-34-1

    References

    • American Home Products Corporation; Ligand Pharmaceuticals, Inc. Patent: US6355648 B1, 2002 ; Location in patent: Page column 34 ; US 6355648 B1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 3439
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301+H311+H331-H315-H319
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P362+P364-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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