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CS-W001157 4
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3-((Trifluoromethyl)sulfonyl)aniline

  • CAS No. 426-59-5

  • Cat. No. CS-0130937
  • Purity≥96%
  • MDL No.MFCD00792413

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

3-((Trifluoromethyl)sulfonyl)aniline|CS-0130937

Structure of 426-59-5

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General Information

  • CAS No. 426-59-5
  • Cat. No. CS-0130937
  • Purity ≥96%
  • MDL No. MFCD00792413
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆F₃NO₂S
  • Molecular Weight 225.19
  • Synonym(s) 3-(Trifluoromethylsulfonyl)aniline
  • SMILES NC1=CC=CC(S(=O)(C(F)(F)F)=O)=C1

Description

3-((Trifluoromethyl)sulfonyl)aniline features a trifluoromethylsulfonyl group that imparts strong electron-withdrawing character and enhanced stability. This substitution pattern enables efficient coupling reactions, particularly in cross-coupling and amide formation, where the sulfonyl moiety serves as a robust directing group. The compound exhibits excellent bench stability and solubility in common organic solvents, facilitating its use in synthetic workflows requiring precise functional group control.

Application

3-((Trifluoromethyl)sulfonyl)aniline serves as a versatile building block in medicinal chemistry, enabling efficient late-stage functionalization via its reactive triflyl (Tf) group. The electron-withdrawing trifluoromethanesulfonyl moiety enhances the electrophilicity of the adjacent aromatic ring, facilitating nucleophilic substitution and transition-metal-catalyzed coupling reactions. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for constructing complex heterocyclic scaffolds and API intermediates.

Synthesis

  • Route1
    • 1-Nitro-3-(trifluoromethane)sulfonylbenzene|CS-0208581
      1548-72-7
    • ~%
    • In-stock
      3-((Trifluoromethyl)sulfonyl)aniline|CS-0130937
      426-59-5

    References

    • Jagupol'skii; Marenez Zhurnal Obshchei Khimii, 1956 , vol. 26, p. 101,104; engl. Ausg. S. 99, 101

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H302-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P405-P501

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Computational Chemistry Data

  • TPSA   60.16
  • LogP   1.5623
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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