mercaptoacetate

Mercaptoacetate, also known as thioglycolic acid or mercaptoacetic acid, is an organosulfur compound with the chemical formula HSCH2CO2H. It is a colorless liquid with a characteristic strong odor, readily soluble in water and polar organic solvents. The molecule contains both a thiol (-SH) group and a carboxylic acid (-CO2H) group, which contribute to its reactivity.

Mercaptoacetate is a strong reducing agent due to the thiol group, which can readily donate hydrogen atoms. This property makes it useful in various chemical applications. It is widely employed as a depilatory agent in cosmetics, breaking down disulfide bonds in hair keratin. In the chemical industry, it serves as a stabilizer, a chain transfer agent in polymerization processes, and a chelating agent.

The compound can be synthesized through several methods, often involving the reaction of chloroacetic acid with sodium hydrosulfide. Due to its reactivity, mercaptoacetate requires careful handling and storage to prevent oxidation. Its applications span from personal care products to industrial manufacturing, highlighting its versatility as a chemical intermediate.