23228-45-7 | 2-Chloro-4-trifluoromethylbenzoic acid

CAS:23228-45-7 | 2-Chloro-4-trifluoromethylbenzoic acid,Description

2-Chloro-4-(trifluoromethyl)benzoic acid is a carboxylic acid building block. It has been used as a surrogate standard to investigate pesticide exposure and home contamination in urine and hand wipe samples collected from farmers.

Synthesis Analysis

The synthesis of 2-chloro-4-(trifluoromethyl)benzoic acid involves the nitration of 3-[2-chloro-4-(trifluoromethyl)phenoxy] benzoic acid. The optimized reaction temperature, M-ratio, and N/S were found to be 308 K, 1.6, and 0.57, respectively. Under these conditions, a conversion of 83.03% and selectivity of 79.52% were achieved.

Molecular Structure Analysis

The molecular formula of 2-chloro-4-(trifluoromethyl)benzoic acid is C8H4ClF3O2. It has a molecular weight of 224.56.

Chemical Reactions Analysis

The nitration of 3-[2-chloro-4-(trifluoromethyl)phenoxy] benzoic acid is a key chemical reaction involving 2-chloro-4-(trifluoromethyl)benzoic acid.

Physical And Chemical Properties Analysis

2-chloro-4-(trifluoromethyl)benzoic acid has a melting point of 114-117℃ and a boiling point of 255 °C. Its density is 1.523 and it has a flash point of 108 °C. It is stored in a sealed, dry environment at room temperature.

Scientific Research Applications

Application 1: Antifungal Activity of Salicylanilides

• Summary of Application: 2-chloro-4-(trifluoromethyl)benzoic Acid is used in the synthesis of salicylanilide esters, which have been studied for their antifungal activity. These compounds were tested against eight fungal strains.
• Methods of Application: The compounds were synthesized via N,N′-dicyclohexylcarbodiimide coupling in dry N,N-dimethylformamide.

Application 2: Synthesis of Trifluoromethylpyridines

• Summary of Application: Trifluoromethylpyridine (TFMP) and its derivatives, which can be synthesized using 2-chloro-4-(trifluoromethyl)benzoic Acid, are used in the agrochemical and pharmaceutical industries.
• Methods of Application: The specific methods of synthesis are not detailed in the source, but it mentions the use of 2-chloro-4-(trifluoromethyl)benzoic Acid in the process.
• Results: More than 20 new TFMP-containing agrochemicals have acquired ISO common names. Additionally, five pharmaceutical and two veterinary products containing the TFMP moiety have been granted market approval, and many candidates are currently undergoing clinical trials.

Application 3: Synthesis of 1,3,4-Oxadiazole Derivatives

• Summary of Application: 2-chloro-4-(trifluoromethyl)benzoic Acid is used in the synthesis of 1,3,4-oxadiazole derivatives containing a 2-fluoro-4-methoxy moiety.
• Methods of Application: The specific methods of synthesis are not detailed in the source, but it mentions the use of 2-chloro-4-(trifluoromethyl)benzoic Acid in the process.
• Results: The results or outcomes of this application are not specified in the source.

Application 4: Investigation of Ligand Binding with Chaperones

• Summary of Application: 2-chloro-4-(trifluoromethyl)benzoic Acid is used to investigate the binding of 2-pyridinone and amino acid derivative as ligands with chaperones PapD and FimC by surface plasmon resonance and 1 HNMR spectroscopy.
• Methods of Application: The specific methods of investigation are not detailed in the source, but it mentions the use of 2-chloro-4-(trifluoromethyl)benzoic Acid in the process.
• Results: The results or outcomes of this application are not specified in the source.

Application 5: Synthesis of Salicylanilide 4-(trifluoromethyl)benzoates

• Summary of Application: 4-(trifluoromethyl)benzoic Acid is used in the synthesis of salicylanilide 4-(trifluoromethyl)benzoates.
• Methods of Application: The compounds were synthesized via N,N′-dicyclohexylcarbodiimide coupling in dry N,N-dimethylformamide.
• Results: The results or outcomes of this application are not specified in the source.

Application 6: Ultra Trace Analysis of Fluorinated Aromatic Carboxylic Acids

• Summary of Application: 4-(trifluoromethyl)benzoic Acid is used as an internal standard during the ultra trace analysis of fluorinated aromatic carboxylic acids.
• Methods of Application: The specific methods of analysis are not detailed in the source, but it mentions the use of 4-(trifluoromethyl)benzoic Acid in the process.
• Results: The results or outcomes of this application are not specified in the source.

Safety And Hazards

The safety measures for handling 2-chloro-4-(trifluoromethyl)benzoic acid include avoiding dust formation, breathing mist, gas or vapours, and contact with skin and eye. Personal protective equipment and chemical impermeable gloves should be worn. Adequate ventilation should be ensured.

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