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CS-W001157 4
Total: USD 88.00

2-Chloro-4-(trifluoromethyl)benzoic acid

  • CAS No. 23228-45-7

  • Cat. No. CS-W003271
  • Purity≥98%
  • MDL No.MFCD06208178

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

2-Chloro-4-(trifluoromethyl)benzoic acid|CS-W003271

Structure of 23228-45-7

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General Information

  • CAS No. 23228-45-7
  • Cat. No. CS-W003271
  • Purity ≥98%
  • MDL No. MFCD06208178
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄ClF₃O₂
  • Molecular Weight 224.56
  • Synonym(s) 4-Carboxy-3-chlorobenzotrifluoride
  • SMILES OC(=O)c1ccc(cc1Cl)C(F)(F)F

Description

2-Chloro-4-(trifluoromethyl)benzoic acid features a strategically positioned trifluoromethyl group enhancing electron-withdrawal and metabolic stability. This robust carboxylic acid derivative integrates readily into bioactive scaffolds, offering high functional group tolerance and compatibility with diverse coupling reactions under standard conditions.

Application

2-Chloro-4-(trifluoromethyl)benzoic acid serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient functionalization via electrophilic substitution and coupling reactions. Its electron-withdrawing trifluoromethyl and chloro groups enhance reactivity in Suzuki-Miyaura and Ullmann couplings, while the carboxylic acid functionality allows for direct derivatization into amides, esters, or activated acyl intermediates. The compound exhibits excellent bench stability and facilitates purification by recrystallization or column chromatography, making it well-suited for scale-up and multi-step synthetic sequences.

Synthesis

  • Route1
    • null|null
      124-38-9
    • null|null
      98-15-7
    • ~68%
    • In-stock
      2-Chloro-4-(trifluoromethyl)benzoic acid|CS-W003271
      23228-45-7

    References

    • Tetrahedron Letters, , vol. 37, # 16 p. 2767 - 2770

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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