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CS-W001157 4
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2-Chloro-4-fluorobenzonitrile

  • CAS No. 60702-69-4

  • Cat. No. CS-W018016
  • Purity≥98%
  • MDL No.MFCD00042523

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

2-Chloro-4-fluorobenzonitrile|CS-W018016

Structure of 60702-69-4

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General Information

  • CAS No. 60702-69-4
  • Cat. No. CS-W018016
  • Purity ≥98%
  • MDL No. MFCD00042523
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₃ClFN
  • Molecular Weight 155.56
  • Synonym(s) 2-chloro-4-fluorobenzenecarbonitrile
  • SMILES C1=C(C(=CC=C1F)C#N)Cl

Description

2-Chloro-4-fluorobenzonitrile features a dual halogenated aromatic core with orthogonal electron-withdrawing substituents, enabling selective coupling in cross-coupling reactions. The nitrile group provides a robust handle for downstream functionalization, while the fluorine and chlorine atoms offer enhanced metabolic stability and favorable electronic tuning for medicinal chemistry applications.

Application

2-Chloro-4-fluorobenzonitrile serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient construction of heterocyclic scaffolds via palladium-catalyzed coupling reactions. Its ortho-chloro and meta-fluoro substituents provide orthogonal reactivity for sequential functionalization, while the nitrile group supports diverse transformations including hydrolysis to carboxylic acids or reduction to aldehydes. The compound exhibits excellent bench stability and compatibility with standard purification methods, facilitating integration into multi-step synthetic sequences.

Synthesis

  • Route1

    References

    • LaBeaume, Paul; Placzek, Michael; Daniels, Mathew; Kendrick, Ian; Ng, Patrick; McNeel, Melissa; Afroze, Roushan; Alexander, Abigail; Thomas, Rhiannon; Kallmerten, Amy E.; Jones, Graham B. Tetrahedron Letters, 2010 , vol. 51, # 14 p. 1906 - 1909
  • Route2

    References

    • Journal of Fluorine Chemistry, , vol. 63, # 1-2 p. 25 - 30

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+H312+H332-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-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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