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CS-W001157 4
Total: USD 88.00

4-Amino-3-trifluoromethylbenzonitrile

  • CAS No. 327-74-2

  • Cat. No. CS-W016921
  • Molecule weight186.14
  • Purity≥98%
  • MDL No.MFCD00275473

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

4-Amino-3-trifluoromethylbenzonitrile|CS-W016921

Structure of 327-74-2

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General Information

  • CAS No. 327-74-2
  • Cat. No. CS-W016921
  • Purity ≥98%
  • MDL No. MFCD00275473
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅F₃N₂
  • Molecular Weight 186.14
  • Synonym(s) 4-Cyano-2-(trifluoromethyl)aniline
  • SMILES N#CC1=CC=C(N)C(C(F)(F)F)=C1

Description

4-Amino-3-trifluoromethylbenzonitrile features a trifluoromethyl group that enhances metabolic stability and lipophilicity, while the para-amino and ortho-cyano functionalities enable direct coupling in cross-coupling reactions. This electron-deficient aryl scaffold integrates efficiently into pharmaceutical intermediates and functional materials under standard conditions.

Application

4-Amino-3-trifluoromethylbenzonitrile serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted benzimidazoles and heterocyclic scaffolds via cyclization reactions. Its trifluoromethyl group enhances metabolic stability and lipophilicity, while the amino and nitrile functionalities offer orthogonal reactivity for coupling and functionalization. The compound exhibits good bench stability and is amenable to standard purification techniques, facilitating integration into multi-step synthetic sequences.

Synthesis

  • Route1
    • null|null
      557-21-1
    • In-stock
      2-Amino-5-iodobenzotrifluoride|CS-0041150
      97760-97-9
    • ~99%
    • In-stock
      4-Amino-3-trifluoromethylbenzonitrile|CS-W016921
      327-74-2

    References

    • Amorepacific Corporation Patent: EP1862454 A1, 2007 ; Location in patent: Page/Page column 12 ; EP 1862454 A1
  • Route2

    References

    • Xie, Jin; Yuan, Xiangai; Abdukader, Ablimit; Zhu, Chengjian; Ma, Jing Organic Letters, 2014 , vol. 16, # 6 p. 1768 - 1771
  • Route3
    • null|null
      88-17-5
    • ~%
    • In-stock
      4-Amino-3-trifluoromethylbenzonitrile|CS-W016921
      327-74-2

    References

    • Polymer, , vol. 52, # 4 p. 954 - 964

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 3439
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301+H311+H331-H315-H319
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   49.81
  • LogP   2.15928
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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