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CS-W001157 4
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3-Oxo-3-(3-(trifluoromethyl)phenyl)propanenitrile

  • CAS No. 27328-86-5

  • Cat. No. CS-0059264
  • Purity≥97%
  • MDL No.None

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

3-Oxo-3-(3-(trifluoromethyl)phenyl)propanenitrile|CS-0059264

Structure of 27328-86-5

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General Information

  • CAS No. 27328-86-5
  • Cat. No. CS-0059264
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆F₃NO
  • Molecular Weight 213.16
  • Synonym(s) 3-Oxo-3-[3-(trifluoromethyl)phenyl]propanenitrile
  • SMILES N#CCC(C1=CC=CC(C(F)(F)F)=C1)=O

Description

3-Oxo-3-(3-(trifluoromethyl)phenyl)propanenitrile features a conjugated aryl-trifluoromethyl ketone with a nitrile handle, enabling direct integration into heterocyclic and bioactive molecule synthesis. The electron-deficient aromatic ring enhances reactivity in nucleophilic additions, while the bench-stable structure facilitates handling under standard conditions.

Application

3-Oxo-3-(3-(trifluoromethyl)phenyl)propanenitrile serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized heterocycles and pharmaceutical intermediates. Its α,β-unsaturated nitrile motif facilitates Michael additions and condensation reactions, while the trifluoromethyl group enhances metabolic stability and lipophilicity. The compound exhibits good bench stability and is compatible with common purification methods, making it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

  • Route1
    • In-stock
      Methyl 3-(trifluoromethyl)benzoate|CS-W015430
      2557-13-3
    • null|null
      75-05-8
    • ~93%
    • In-stock
      3-Oxo-3-(3-(trifluoromethyl)phenyl)propanenitrile|CS-0059264
      27328-86-5

    References

    • Nihon Nohyaku Co., Ltd. Patent: EP1544202 A1, 2005 ; Location in patent: Page/Page column 36 ;
  • Route2
    • In-stock
      Ethyl 3-(trifluoromethyl)benzoate|CS-0042074
      76783-59-0
    • null|null
      75-05-8
    • ~%
    • In-stock
      3-Oxo-3-(3-(trifluoromethyl)phenyl)propanenitrile|CS-0059264
      27328-86-5

    References

    • Kim, Ikyon; Song, Jong Hwan; Park, Chang Min; Jeong, Joon Won; Kim, Hyung Rae; Ha, Jin Ryul; No, Zaesung; Hyun, Young-Lan; Cho, Young Sik; Sook Kang, Nam; Jeon, Dong Ju Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 3 p. 922 - 926
  • Route3

    References

    • Ridge; Hanifin; Harten; Johnson; Menschik; Nicolau; Sloboda; Watts Journal of Medicinal Chemistry, 1979 , vol. 22, # 11 p. 1385 - 1389

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H319-H335
Precautionary Statements : P261-P280-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   40.86
  • LogP   2.80178
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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