product information
(+/-)-alpha-Hydroxyphenylacetic acid
CAS number: 611-72-3
Groups: All Chemicals
IUPAC Name: : 2-hydroxy-2-phenylacetic acid

CAS Number: : 611-72-3

Chemical Formula: : C8H8O3

Synonyms: 114-21-6, 134-95-2, 15769-78-5, 2-hydroxy-2-phenyl-acetic acid, 2-hydroxy-2-phenylacetic acid, 2-hydroxy-2-phenyl-ethanoic acid, (+-)-2-Hydroxy-2-phenylethanoic acid, 2-Hydroy-2-phenylacetic acid, 2-Phenyl-2-hydroxyacetic acid, 2-Phenylglycolic acid, (2R)-2-hydroxy-2-phenylacetic acid, (2S)-2-hydroxy-2-phenylacetic acid, 530-31-4, 611-71-2, 611-72-3, 63470_FLUKA, 71036-61-8, 90-64-2, Acido mandelico [Italian], AI3-06293, AIDS017647, AIDS-017647, AIDS087121, AIDS-087121, Almond acid, .alpha.-Hydroxy-.alpha.-toluic acid, alpha-Hydroxy-alpha-toluic acid, (+-)-alpha-Hydroxybenzeneacetic acid, alpha-Hydroxybenzeneacetic acid, alpha-Hydroxybenzeneacetic acid, (+-)-, .alpha.-Hydroxyphenylacetic acid, ()-alpha-Hydroxyphenylacetic acid, (+-)-alpha-Hydroxyphenylacetic acid, alpha-Hydroxyphenylacetic acid, .alpha.-Toluic acid, .alpha.-hydroxy-, alpha-Toluic acid, alpha-hydroxy-, Amygdalic acid, Amygdalinic acid, Benzeneacetic acid, .alpha.-hydroxy-, Benzeneacetic acid, .alpha.-hydroxy-, ( )-, Benzeneacetic acid, .alpha.-hydroxy-, (-)-, Benzeneacetic acid, .alpha.-hydroxy-, (.+-.)-, Benzeneacetic acid, .alpha.-hydroxy-, (.+/-.)-, Benzeneacetic acid, alpha-hydroxy-, Benzeneacetic acid, .alpha.-hydroxy-, (R)-, Benzeneacetic acid, .alpha.-hydroxy-, (S)-, C8H8O3, CHEBI:35825, DB02280, DB03357, DL-2-Hydroxy-2-phenylacetic acid, DL-Hydroxy(phenyl)acetic acid, dl-Mandelic acid, EINECS 202-007-6, EINECS 210-277-1, Glycolic acid, phenyl-, Hydroxy(phenyl)acetic acid, Kyselina 2-fenyl-2-hydroxyethanova [Czech], Kyselina mandlova [Czech], L-mandelic acid, LS-89042, M2101_ALDRICH, (+-)-Mandelic acid, MANDELIC ACID, Mandelic acid condensation polymer, Mandelic acid [USP], Mandelsaeure, MLS001074208, MLS-0090887.0001, NCGC00166022-01, NCGC00166023-01, NCGC00166269-01, NSC7925, NSC 7925, Paramandelic acid, Phenylacetic acid, alpha-hydroxy-, Phenylglycolic acid, Phenylhydroxyacetic acid, p-Mandelic acid, Racemic mandelic acid, (r)-mandelic acid, (RS)-Mandelic acid, SAMMA, SBB007730, (S)-Mandelic acid, SMR000653543, Uromaline, WLN: QYR&VQ

Product Info: Mandelic Acid, phenylglycollic acid, is an alpha-hydroxy acid (AHA) which has a hydroxyl group on the carbon atom next to the acid group. If the hydroxy group is on the second carbon next to the acid group, it is called beta-hydroxy acid. Glycolic acid is the simplest AHA which has dual functionality of alcohol and acid in a low mole weight structure. Because of its small molecular weight and size, it has a better capability to penetrate skin. AHA is used extensively in cosmetics. It is known that it diminishes the lines on the skin and make skins look young by acting as a humectant to absorb moisture in air and by exfoliating action to break the bonds between dead skin cells. Mandelic Acid ( alpha-hydroxybenzeneacetic acid) is the smallest AHA among compounds which have aromatic group. It has an asymmetric carbon atom and thus has two chiral isomers; the dextro-, levo-. The D- and L-mandelic acid are enantiomers (also called enantiomorph; each molecule is asymmetrical and has the mirror image of the other) affect pharmaceutical activity. It is a white crystalline compound; melting at 118 C; partially soluble in water; freely soluble in isopropyl and ethyl alcohol; darkening upon exposure to light. Its structure provide the bacteriostatic property. It is excreted well in the urine. It is used as a antiseptic ingredient particularly against urinary tract infections. Mandelic acid and its derivatives are used to apply the dual activities as an antibacterial agent and as an antiaging agent (AHA activity) similar to glycolic acid. It is used as an intermediate for the synthesis of target molecules for other applications. Naturally occurring mandelic acid is found when amygdalin (a cyanogenetic glycoside found in many plants including bitter almond, apricot, and wild cherry) is spirit by hydrolysis with hydrochloric acid, while amygdalin is broken down into glucose, benzaldehyde, and prussic acid (hydrogen cyanide) in the presence of sulfuric acid. Mandelonitrile is the cyanohydrin from benzaldehyde. It is found in the millipede Apheloria corrugata as a defense mechanism. when Apheloria is about to be attacked, mandelonitrile decomposes enzymatically into benzaldehyde and a poison (hydrogen cyanide). Aamygdalin is known as laetrile which has been used as an anti-cancer drug. But it is known that it does not kill cancerous cells selectively.
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