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CS-W001157 4
Total: USD 88.00

2-Chloro-5-(trifluoromethyl)nicotinic acid

  • CAS No. 505084-59-3

  • Cat. No. CS-W008174
  • Purity≥97%
  • MDL No.MFCD08741353

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

2-Chloro-5-(trifluoromethyl)nicotinic acid|CS-W008174

Structure of 505084-59-3

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General Information

  • CAS No. 505084-59-3
  • Cat. No. CS-W008174
  • Purity ≥97%
  • MDL No. MFCD08741353
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₃ClF₃NO₂
  • Molecular Weight 225.55
  • Synonym(s) 3-Pyridinecarboxylicacid, 2-chloro-5-(trifluoromethyl)-
  • SMILES ClC1=NC=C(C=C1C(=O)O)C(F)(F)F

Description

This trifluoromethyl-substituted nicotinic acid features a chlorine atom at the 2-position, delivering enhanced electron-withdrawing character and improved metabolic stability. The para-trifluoromethyl group increases lipophilicity and facilitates incorporation into bioactive scaffolds. Ideal for medicinal chemistry campaigns targeting kinase inhibitors and CNS-active compounds.

Application

2-Chloro-5-(trifluoromethyl)nicotinic acid serves as a versatile building block in medicinal chemistry, enabling efficient access to bioactive heterocycles. Its trifluoromethyl group enhances metabolic stability and lipophilicity, while the chloro substituent facilitates palladium-catalyzed cross-coupling reactions. The carboxylic acid functionality supports direct amidation or esterification, offering straightforward derivatization for scaffold diversification. Bench-stable and readily purified by recrystallization, it functions reliably in standard synthetic workflows.

Synthesis

  • Route1
    • null|null
      124-38-9
    • In-stock
      2-Chloro-3-iodo-5-(trifluoromethyl)pyridine|CS-W012080
      505084-56-0
    • ~63%
    • In-stock
      2-Chloro-5-(trifluoromethyl)nicotinic acid|CS-W008174
      505084-59-3

    References

    • Cottet, Fabrice; Marull, Marc; Lefebvre, Olivier; Schlosser, Manfred European Journal of Organic Chemistry, 2003 , # 8 p. 1559 - 1568
  • Route2

    References

    • Cottet, Fabrice; Marull, Marc; Lefebvre, Olivier; Schlosser, Manfred European Journal of Organic Chemistry, 2003 , # 8 p. 1559 - 1568
  • Route3

    References

    • Cottet, Fabrice; Marull, Marc; Lefebvre, Olivier; Schlosser, Manfred European Journal of Organic Chemistry, 2003 , # 8 p. 1559 - 1568

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   50.19
  • LogP   2.452
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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