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CS-W001157 4
Total: USD 88.00

2-(Trifluoromethyl)benzonitrile

  • CAS No. 447-60-9

  • Cat. No. CS-W017661
  • Purity≥98%
  • MDL No.MFCD00001791

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

2-(Trifluoromethyl)benzonitrile|CS-W017661

Structure of 447-60-9

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General Information

  • CAS No. 447-60-9
  • Cat. No. CS-W017661
  • Purity ≥98%
  • MDL No. MFCD00001791
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄F₃N
  • Molecular Weight None
  • Synonym(s) α,α,α-Trifluoro-o-tolunitrile
  • SMILES C1=CC=CC(=C1C#N)C(F)(F)F

Description

2-(Trifluoromethyl)benzonitrile features a trifluoromethyl group flanking a nitrile moiety on a benzene ring, delivering high electron deficiency and enhanced metabolic stability. This configuration enables efficient coupling in cross-coupling reactions and serves as a key building block in pharmaceutical and agrochemical synthesis.

Application

2-(Trifluoromethyl)benzonitrile serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient introduction of both trifluoromethyl and nitrile functionalities into complex molecular architectures. Its stability, compatibility with standard coupling reactions, and predictable reactivity under nucleophilic and electrophilic conditions make it a reliable scaffold for constructing bioactive heterocycles and functionalized aromatic systems.

Synthesis

  • Route1

    References

    • Ishii, Genki; Harigae, Ryo; Moriyama, Katsuhiko; Togo, Hideo Tetrahedron, 2013 , vol. 69, # 5 p. 1462 - 1469
  • Route2
    • null|null
      851279-10-2
    • ~63%
    • In-stock
      2-(Trifluoromethyl)benzonitrile|CS-W017661
      447-60-9
    • In-stock
      4-Methoxybenzonitrile|CS-W013398
      874-90-8

    References

    • Okamoto, Noriko; Ishikura, Minoru; Yanada, Reiko Organic Letters, 2013 , vol. 15, # 11 p. 2571 - 2573
  • Route3
    • null|null
      151-50-8
    • null|null
      88-16-4
    • ~71%
    • In-stock
      2-(Trifluoromethyl)benzonitrile|CS-W017661
      447-60-9

    References

    • Sundermeier, Mark; Zapf, Alexander; Mutyala, Sateesh; Baumann, Wolfgang; Sans, Juergen; Weiss, Stefan; Beller, Matthias Chemistry - A European Journal, 2003 , vol. 9, # 8 p. 1828 - 1836

Safety Information

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GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 3439
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H227-H301+H311+H331-H315-H319
Precautionary Statements : P210-P261-P264-P270-P271-P280-P301+P330+P331-P302+P352-P304+P340-P361-P370+P378-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   23.79
  • LogP   2.57708
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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