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M2101

Sigma-Aldrich

Mandelic acid

99%

Synonym(s):

(RS)-Mandelic acid, (±)-Mandelic Acid, DL-Mandelic acid, Racemic mandelic acid

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About This Item

Linear Formula:
C6H5CH(OH)CO2H
CAS Number:
90-64-2
Molecular Weight:
152.15
EC Number:
202-007-6
MDL number:
MFCD00064250
UNSPSC Code:
12352100
PubChem Substance ID:
24896602
NACRES:
NA.22

Quality Level

200

Assay

99%

mp

119-121 °C (lit.)

SMILES string

OC(C(O)=O)c1ccccc1

InChI

1S/C8H8O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7,9H,(H,10,11)

InChI key

IWYDHOAUDWTVEP-UHFFFAOYSA-N

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Application

Racemic mandelic acid in the form of mandelates is generally used as a pharmaceutical component due to its analgesic, antirheumatic, and spasmolytic effects. It undergoes resolution to form (+)- and (-)-enantiomers that are widely used as chiral resolving agents in enantioseparation of various other racemates via salt formation.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H318

Precautionary Statements

P280 - P305 + P351 + P338

Hazard Classifications

Eye Dam. 1

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Enantiomeric mandelic acid system melting point phase diagram and solubility in water.
Lorenz H, et al.
Journal of Chemical and Engineering Data, 47(5), 1280-1284 (2002)
Ludmila Krivánková et al.
Electrophoresis, 24(3), 505-517 (2003-02-06)
Effects originating from the variability of the sample matrix can be efficiently eliminated when the separation conditions are selected so that compounds of like charge with high concentration referred to as macrocomponents are embodied into the system of transient isotachophoresis.
P Vodicka et al.
Carcinogenesis, 16(7), 1473-1481 (1995-07-01)
Occupational exposure to styrene was studied in nine workers of a hand lamination plant in Bohemia. Personal dosimeters were used to monitor the styrene workplace exposure, and the levels of styrene in blood and mandelic acid in urine were measured.
David A Ostrov et al.
Antimicrobial agents and chemotherapy, 51(10), 3688-3698 (2007-08-08)
The bacterial type II topoisomerases DNA gyrase and topoisomerase IV are validated targets for clinically useful quinolone antimicrobial drugs. A significant limitation to widely utilized quinolone inhibitors is the emergence of drug-resistant bacteria due to an altered DNA gyrase. To
H A Kolstad et al.
International archives of occupational and environmental health, 72(3), 135-141 (1999-07-07)
Organic solvents have been suspected to exert detrimental effects on human spermiogenesis. Styrene, which is both mutagenic and neurotoxic, was selected as a suitable organic solvent for further assessment of a possible effect on semen quality and sperm DNA damage.
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