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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: H302-H315-H319-H335
Harmful if swallowed. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statements: P261-P264b-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362-P501c
Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Rinse mouth. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant