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Methyl 4-amino-2-(trifluoromethyl)benzoate

  • CAS No. 894796-87-3

  • Cat. No. CS-0150879
  • Purity≥95%
  • MDL No.MFCD14697988

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

Methyl 4-amino-2-(trifluoromethyl)benzoate|CS-0150879

Structure of 894796-87-3

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General Information

  • CAS No. 894796-87-3
  • Cat. No. CS-0150879
  • Purity ≥95%
  • MDL No. MFCD14697988
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈F₃NO₂
  • Molecular Weight None
  • Synonym(s) 4-Amino-2-trifluoromethyl-benzoic acid methyl ester
  • SMILES COC(=O)C1=C(C=C(C=C1)N)C(F)(F)F

Description

Methyl 4-amino-2-(trifluoromethyl)benzoate features a trifluoromethyl group that imparts enhanced electron-withdrawal and metabolic stability, while the amino substituent enables direct functionalization. This scaffold integrates readily into pharmaceutical intermediates and bioactive molecule libraries, offering high reactivity under standard coupling conditions and excellent solubility in common organic solvents.

Application

Methyl 4-amino-2-(trifluoromethyl)benzoate serves as a versatile building block in medicinal chemistry, enabling direct access to bioactive heterocycles and functionalized aromatic scaffolds. Its ortho-trifluoromethyl group enhances metabolic stability and modulates electronic properties, while the methyl ester and primary amine functionalities offer orthogonal reactivity for coupling, amidation, and cyclization reactions. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for scalable synthesis and iterative library development.

Safety Information

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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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   52.32
  • LogP   2.0742
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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