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CS-W001157 4
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3-Methyl-2-(trifluoromethyl)aniline

  • CAS No. 106877-30-9

  • Cat. No. CS-0114211
  • Purity≥97%
  • MDL No.None

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

3-Methyl-2-(trifluoromethyl)aniline|CS-0114211

Structure of 106877-30-9

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General Information

  • CAS No. 106877-30-9
  • Cat. No. CS-0114211
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈F₃N
  • Molecular Weight 175.15
  • Synonym(s) 3-methyl-2-trifluoromethylaniline
  • SMILES NC1=CC=CC(C)=C1C(F)(F)F

Description

3-Methyl-2-(trifluoromethyl)aniline features a trifluoromethyl group that imparts enhanced electron-withdrawing character and metabolic stability, while the methyl substituent provides steric influence. This combination enables efficient integration into pharmaceutical intermediates and advanced organic synthesis, particularly in the development of bioactive molecules requiring high lipophilicity and resistance to oxidative degradation.

Application

3-Methyl-2-(trifluoromethyl)aniline serves as a valuable building block in medicinal chemistry and agrochemical synthesis, offering enhanced metabolic stability and lipophilicity due to the trifluoromethyl group. The ortho-trifluoromethyl and meta-methyl substituents provide directed functionalization potential, enabling efficient C–H activation and coupling reactions. Bench-stable and readily purified by column chromatography, it functions effectively in Suzuki-Miyaura, Ullmann, and electrophilic substitution protocols, facilitating access to complex heterocyclic scaffolds and pharmaceutical intermediates.

Synthesis

  • Route1

    References

    • Tordeux, Marc; Langlois, Bernard; Wakselman, Claude Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1990 , # 8 p. 2293 - 2299

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   26.02
  • LogP   2.59602
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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