(R)-Benzyl 2-hydroxy-2-phenylacetate(CAS: 97415-09-3)

(R)-Benzyl 2-hydroxy-2-phenylacetate is a white crystalline solid with a molecular weight of approximately 226.27 g/mol. It has a pKa of about 7.0 and dissolves poorly in water but has good solubility in organic solvents such as ethanol and acetone. The compound exhibits moderate reactivity, particularly towards nucleophilic substitution reactions and hydrogenation. It is stable under normal conditions but may undergo hydrolysis in basic media.

(R)-Benzyl 2-hydroxy-2-phenylacetate can be synthesized via a kinetic resolution of racemic benzyl 2-phenylacetate using chiral stationary phases or via asymmetric synthesis using chiral auxiliaries. The reaction conditions typically include the use of a chiral catalyst and a base like sodium hydroxide, leading to high enantiomeric excess and good yield.

(R)-Benzyl 2-hydroxy-2-phenylacetate finds applications in the pharmaceutical industry as a chiral building block for the synthesis of drug candidates. It is also utilized in the polymer industry for the modification of polymer properties and in the sensor industry for developing chiral sensors due to its inherent chirality.

When handling (R)-Benzyl 2-hydroxy-2-phenylacetate, wear appropriate personal protective equipment including gloves, goggles, and a lab coat. Work in a well-ventilated area or fume hood to avoid inhalation of vapors. Avoid contact with skin and eyes. In case of a spill, use appropriate absorbents and dispose of them according to local regulations. Always consult the Safety Data Sheet (SDS) for detailed handling and safety information.