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CS-W001157 4
Total: USD 88.00

2-Chloro-3-(trifluoromethyl)benzoic acid

  • CAS No. 39226-97-6

  • Cat. No. CS-0041961
  • Purity≥98%
  • MDL No.MFCD00792415

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

2-Chloro-3-(trifluoromethyl)benzoic acid|CS-0041961

Structure of 39226-97-6

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General Information

  • CAS No. 39226-97-6
  • Cat. No. CS-0041961
  • Purity ≥98%
  • MDL No. MFCD00792415
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄ClF₃O₂
  • Molecular Weight 224.56
  • Synonym(s) 2-chloro-3-trifluoromethylbenzoic acid
  • SMILES C1=C(C(=C(C(O)=O)C=C1)Cl)C(F)(F)F

Description

2-Chloro-3-(trifluoromethyl)benzoic acid features a strategically positioned trifluoromethyl group that enhances electron-withdrawal and metabolic stability, while the ortho-chloro substituent provides steric and electronic modulation. This combination enables efficient incorporation into bioactive scaffolds, particularly in medicinal chemistry campaigns targeting kinase inhibitors and CNS-active compounds.

Application

2-Chloro-3-(trifluoromethyl)benzoic acid serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient incorporation of electron-withdrawing trifluoromethyl and chloro substituents into aromatic scaffolds. Its carboxylic acid functionality facilitates direct amidation, esterification, and coupling reactions, while the ortho-chloro group offers compatibility with palladium-catalyzed cross-coupling processes. Bench-stable and readily purified by recrystallization, it functions as a reliable intermediate for constructing complex heterocyclic systems and bioactive molecular architectures.

Synthesis

  • Route1
    • null|null
      124-38-9
    • null|null
      88-16-4
    • ~77%
    • In-stock
      2-Chloro-3-(trifluoromethyl)benzoic acid|CS-0041961
      39226-97-6

    References

    • Mongin; Desponds; Schlosser Tetrahedron Letters, 1996 , vol. 37, # 16 p. 2767 - 2770
  • Route2

    References

    • Fuller; Molloy; Day; Roush; Marsh Journal of medicinal chemistry, 1973 , vol. 16, # 2 p. 101 - 106
  • Route3

    References

    • Fuller; Molloy; Day; Roush; Marsh Journal of medicinal chemistry, 1973 , vol. 16, # 2 p. 101 - 106

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

Quality Control

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   3.057
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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