(2R)-2-(4-Hydroxyphenyl)propanoic acid(CAS: 59092-88-5)

(2R)-2-(4-Hydroxyphenyl)propanoic acid is a white crystalline solid with a molecular weight of approximately 188.18 g/mol. It is slightly soluble in water and more soluble in solvents like ethanol and methanol. Chemically, it is moderately reactive, particularly with bases and reducing agents, making it useful in various chemical reactions. It has a pKa of about 3.5, indicating its acidic nature.

(2R)-2-(4-Hydroxyphenyl)propanoic acid can be synthesized through the reduction of 2-phenylpropanoyl chloride with sodium borohydride. This method provides good yield and selectivity. Other routes include the esterification of vanillin with propionic acid, followed by acid hydrolysis to obtain the free acid form. These methods are well-documented in the literature.

(2R)-2-(4-Hydroxyphenyl)propanoic acid is primarily used in the pharmaceutical industry as an intermediate in the synthesis of certain drugs. It also finds applications in the production of fragrances and flavor compounds, as well as in the development of some food additives. Its use in polymers and sensors is also being explored, though on a smaller scale.

When handling (2R)-2-(4-Hydroxyphenyl)propanoic acid, it is important to wear appropriate personal protective equipment (PPE), including gloves, safety goggles, and a lab coat. Handle in a well-ventilated area or fume hood to avoid inhalation of any vapors. Spills should be cleaned up using appropriate absorbent materials, and the area should be flushed with water. Always refer to the safety data sheet (SDS) for detailed information on handling and storage guidelines.