2-[(3-Chlorophenyl)amino]benzoic acid(CAS: 13278-36-9)

2-[(3-Chlorophenyl)amino]benzoic acid is a white solid with a crystalline form. The molecular weight is approximately 263.67 g/mol. It has a pKa of about 3.7. The compound is only slightly soluble in water but soluble in polar organic solvents. It is moderately reactive towards basic conditions and can undergo hydrolysis. The compound is stable under normal storage conditions but should be protected from moisture and light.

2-[(3-Chlorophenyl)amino]benzoic acid is typically synthesized via the reaction of 3-chloroaniline and benzoic anhydride. The process involves heating the mixture to form the amide bond. Common solvents include toluene and ethanol. The yield is usually around 70-80%. The reaction is carried out under mild conditions to ensure selectivity and high purity.

2-[(3-Chlorophenyl)amino]benzoic acid is primarily used in the pharmaceutical industry as an intermediate in the synthesis of various drugs. It is also utilized in the polymer industry for the development of specialty polymers and in the sensor industry for its reactivity towards specific chemical species. Additionally, it finds use in the semiconductor industry as a dopant.

When handling 2-[(3-Chlorophenyl)amino]benzoic acid, it is important to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a laboratory coat. The compound should be handled in a well-ventilated area or under a fume hood due to its potential for producing toxic fumes. In case of a spill, immediately clean up using absorbent materials and wash the area with water. Refer to the safety data sheet (SDS) for detailed handling and emergency procedures.