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CS-W001157 4
Total: USD 88.00

5-(Trifluoromethyl)picolinonitrile

  • CAS No. 95727-86-9

  • Cat. No. CS-W019550
  • Purity≥97%
  • MDL No.MFCD01001119

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

5-(Trifluoromethyl)picolinonitrile|CS-W019550

Structure of 95727-86-9

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General Information

  • CAS No. 95727-86-9
  • Cat. No. CS-W019550
  • Purity ≥97%
  • MDL No. MFCD01001119
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₃F₃N₂
  • Molecular Weight 172.11
  • Synonym(s) 5-trifluoromethyl-pyridine-2-carbonitrile
  • SMILES N#CC1=NC=C(C(F)(F)F)C=C1

Description

5-(Trifluoromethyl)picolinonitrile features a trifluoromethyl group at the 5-position of the picolinonitrile scaffold, enhancing electron deficiency and metabolic stability. This configuration enables direct incorporation into heterocyclic systems via nucleophilic substitution or transition-metal-catalyzed coupling, delivering functionalized pyridine derivatives with improved solubility and bioavailability.

Application

5-(Trifluoromethyl)picolinonitrile serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles through standard coupling and cyclization reactions. Its trifluoromethyl and nitrile groups provide strong electron-withdrawing character and orthogonal reactivity, enhancing functional group tolerance and facilitating downstream derivatization. The compound exhibits excellent bench stability and is readily purified by distillation or flash chromatography, making it well-suited for scalable synthesis and high-throughput screening workflows.

Synthesis

  • Route1
    • In-stock
      2-Chloro-5-(trifluoromethyl)pyridine|CS-W008770
      52334-81-3
    • null|null
      557-21-1
    • ~%
    • In-stock
      5-(Trifluoromethyl)picolinonitrile|CS-W019550
      95727-86-9

    References

    • US2006/9456 A1, ; Page/Page column 53 ; US 20060009456 A1
  • Route2
    • null|null
      544-92-3
    • In-stock
      5-(Trifluoromethyl)-2-bromopyridine|CS-W008678
      50488-42-1
    • ~%
    • In-stock
      5-(Trifluoromethyl)picolinonitrile|CS-W019550
      95727-86-9

    References

    • US2005/113576 A1, ; Page/Page column 68 ; US 20050113576 A1
  • Route3

    References

    • US2004/157849 A1, ; US 20040157849 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 3439
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H302-H312-H315-H319-H332-H335
Precautionary Statements : P261-P280-P304+P340-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   36.68
  • LogP   1.97208
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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