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CS-W001157 4
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2-Chloro-3-(trifluoromethyl)benzonitrile

  • CAS No. 62584-32-1

  • Cat. No. CS-0060305
  • Purity≥97%
  • MDL No.None

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

2-Chloro-3-(trifluoromethyl)benzonitrile|CS-0060305

Structure of 62584-32-1

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General Information

  • CAS No. 62584-32-1
  • Cat. No. CS-0060305
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₃ClF₃N
  • Molecular Weight 205.56
  • Synonym(s) benzonitrile, 2-chloro-3-(trifluoromethyl)-
  • SMILES C1=CC(=C(C(=C1)C(F)(F)F)Cl)C#N

Description

2-Chloro-3-(trifluoromethyl)benzonitrile features a trifluoromethyl group and a nitrile moiety flanking a chlorine substituent on the aromatic ring, delivering high electron deficiency and enhanced metabolic stability. This combination enables efficient coupling in cross-coupling reactions and facilitates incorporation into bioactive scaffolds requiring halogen-sensitive functionalization.

Application

2-Chloro-3-(trifluoromethyl)benzonitrile serves as a versatile building block in medicinal chemistry, enabling efficient construction of biologically active heterocycles and functionalized aromatic scaffolds. Its ortho-chloro and trifluoromethyl groups provide complementary reactivity for palladium-catalyzed cross-coupling and electrophilic substitution, while the nitrile group offers direct access to amides and carboxylic acids. Bench-stable and compatible with standard purification methods, it facilitates scalable synthesis of complex molecules in API development.

Synthesis

  • Route1
    • 2-Chloro-3-(trifluoromethyl)benzamide|CS-0332437
      39959-94-9
    • ~54%
    • In-stock
      2-Chloro-3-(trifluoromethyl)benzonitrile|CS-0060305
      62584-32-1

    References

    • Nelson, Derek W.; Gregg, Robert J.; Kort, Michael E.; Perez-Medrano, Arturo; Voight, Eric A.; Wang, Ying; Grayson, George; Namovic, Marian T.; Donnelly-Roberts, Diana L.; Niforatos, Wende; Honore, Prisca; Jarvis, Michael F.; Faltynek, Connie R.; Carroll, William A. Journal of Medicinal Chemistry, 2006 , vol. 49, # 12 p. 3659 - 3666
  • Route2
    • null|null
      850156-39-7
    • ~%
    • In-stock
      2-Chloro-3-(trifluoromethyl)benzonitrile|CS-0060305
      62584-32-1

    References

    • Journal of Medicinal Chemistry, , vol. 49, # 12 p. 3659 - 3666
  • Route3

    References

    • Journal of Medicinal Chemistry, , vol. 49, # 12 p. 3659 - 3666

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
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   23.79
  • LogP   3.23048
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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