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CS-W001157 4
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3-Cyano-5-(trifluoromethoxy)benzoic acid

  • CAS No. 453565-91-8

  • Cat. No. CS-0161080
  • Purity≥98%
  • MDL No.MFCD28782102

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

3-Cyano-5-(trifluoromethoxy)benzoic acid|CS-0161080

Structure of 453565-91-8

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General Information

  • CAS No. 453565-91-8
  • Cat. No. CS-0161080
  • Purity ≥98%
  • MDL No. MFCD28782102
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₄F₃NO₃
  • Molecular Weight 231.13
  • Synonym(s) None
  • SMILES O=C(O)C1=CC(OC(F)(F)F)=CC(C#N)=C1

Description

3-Cyano-5-(trifluoromethoxy)benzoic acid features a conjugated aromatic core bearing electron-withdrawing cyano and trifluoromethoxy groups, enhancing its utility in medicinal chemistry. The carboxylic acid functionality enables direct coupling or derivatization under standard conditions, while the fluorinated substituent imparts metabolic stability and modulates lipophilicity. This structure supports integration into bioactive scaffolds requiring strong dipole moments and enhanced membrane permeability.

Application

3-Cyano-5-(trifluoromethoxy)benzoic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles and functionalized aromatic scaffolds. Its dual functionality—cyano and carboxylic acid groups—facilitates diverse transformations including amidation, esterification, and cyclization reactions. The trifluoromethoxy substituent enhances metabolic stability and lipophilicity, while the compound exhibits good bench stability and ease of purification, making it well-suited for iterative synthesis workflows in API development.

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   70.32
  • LogP   2.15508
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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