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Mandelic acid is used in the pharmaceutical industry as an antibacterial to treat urinary tract infections. It acts as a precursor for making various drugs. It is also used as an oral antibiotic. Mandelic acid peels are widely used for treating damaged skin due to its less penetrating and irritating property. Enantiomeric resolution of (±)-Mandelic acid is performed by using the chiral amine (1R,2S)-(-)-ephedrine followed by acidification to prepare (R)-( -)-Mandelic acid.
Forms a cyclic isopropylidene derivative with acetone, providing a means of O-protection. Subsequent reaction with ammonia gives the amide: Org. Synth. Coll., 3, 536 (1955).
Langermann, J. V.; Temmel, E.; Morgenstern, A. S.; Lorenz, H. Solid Phase Behavior in the Chiral Systems of Various 2-Hydroxy-2-phenylacetic Acid (Mandelic Acid) Derivatives. J. Chem. Eng. 2015, 60 (3), 721-728.
Wang, X.; Cui, Y.; Xia, C.; Zhu, H.; Zhu, W.; Li, Y. Mandelic acid chiral separation utilizing a two-phase partitioning bioreactor built by polysulfone microspheres and immobilized enzymes. Bioprocess. Biosyst. Eng. 2015, 38 (3), 429-435.
Hazard Statements: H318
Causes serious eye damage.
Precautionary Statements: P280i-P305+P351+P338-P310a
Wear eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER/doctor