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CS-W001157 4
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4-Chloro-2-fluorobenzonitrile

  • CAS No. 57381-51-8

  • Cat. No. CS-W016250
  • Purity≥97%
  • MDL No.MFCD00143284

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

4-Chloro-2-fluorobenzonitrile|CS-W016250

Structure of 57381-51-8

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General Information

  • CAS No. 57381-51-8
  • Cat. No. CS-W016250
  • Purity ≥97%
  • MDL No. MFCD00143284
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₃ClFN
  • Molecular Weight 155.56
  • Synonym(s) 2-fluoro-4-chlorobenzonitrile
  • SMILES N#CC1=CC=C(Cl)C=C1F

Description

4-Chloro-2-fluorobenzonitrile features a strategically positioned nitrile group flanked by chlorine and fluorine substituents, enabling direct incorporation into heterocyclic scaffolds. This electron-deficient aryl building block facilitates efficient coupling reactions under standard conditions, offering enhanced reactivity for medicinal chemistry and materials synthesis workflows.

Application

4-Chloro-2-fluorobenzonitrile serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct incorporation of fluorinated aryl motifs into complex scaffolds. Its ortho-fluoro and meta-chloro substituents provide orthogonal reactivity for palladium-catalyzed cross-coupling and nucleophilic aromatic substitution. The nitrile group offers high functional group tolerance and facilitates downstream transformations such as amide formation or ring expansion. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step syntheses requiring precise regiocontrol.

Synthesis

  • Route1

    References

    • Beaumont, Andrew J.; Clark, James H.; Boechat, Nubia A. Journal of Fluorine Chemistry, 1993 , vol. 63, # 1-2 p. 25 - 30
  • Route2

    References

    • Journal of Organic Chemistry, , vol. 55, # 16 p. 4817 - 4821
  • Route3
    • In-stock
      4-Chloro-2-fluoroaniline|CS-W014353
      57946-56-2
    • null|null
      151-50-8
    • ~%
    • In-stock
      4-Chloro-2-fluorobenzonitrile|CS-W016250
      57381-51-8

    References

    • Journal of Heterocyclic Chemistry, , vol. 28, # 5 p. 1357 - 1364

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 3439
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H311-H315-H319-H332
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

  • TPSA   23.79
  • LogP   2.35078
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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