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90-64-2 - (±)-Mandelic acid, 99% - (±)-alpha-Hydroxyphenylacetic acid - A14223 - Alfa Aesar

A14223 (±)-Mandelic acid, 99%

CAS Number
90-64-2
Synonyms
(±)-alpha-Hydroxyphenylacetic acid

Size Price ($) Quantity Availability
100g 17.91
500g 60.00
2500g 250.00
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(±)-Mandelic acid, 99%

MDL
MFCD00064250
EINECS
202-007-6

Chemical Properties

Formula
C8H8O3
Formula Weight
152.15
Melting point
118-121°
Sensitivity
Light Sensitive
Solubility
Soluble in water, diethyl ether, ethanol and isopropanol.

Applications

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.

Notes

Hydrophobic and light sensitive. Incompatible with strong oxidizing agents and reducing agents.

Literature References

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.

GHS Hazard and Precautionary Statements

Hazard Statements: H318

Causes serious eye damage.

Precautionary Statements: P280-P305+P351+P338-P310

Wear protective gloves/protective clothing/eye protection/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 or doctor/physician.

Other References

Merck
14,5717
Beilstein
510011
Harmonized Tariff Code
2918.19
TSCA
Yes
RTECS
OO6300000

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