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Mandelic acid

Mandelic acid is an aromatic alpha hydroxy acid with the molecular formula C6H5CH(OH)CO2H. It is a white crystalline solid that is soluble in water and polar organic solvents. It is a useful precursor to various drugs. The molecule is chiral. The racemic mixture is known as paramandelic acid.

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Further Information

Names

Preferred IUPAC name: Hydroxy(phenyl)acetic acid

Other names

2-Hydroxy-2-phenylacetic acid
Mandelic acid
Phenylglycolic acid
α-Hydroxyphenylacetic acid

Identifiers

CAS Number: 90-64-2

JSmol: Interactive image

ChEBI: CHEBI:35825

ChEMBL: ChEMBL1609

ChemSpider: 1253

ECHA InfoCard: 100.001.825

EC Number: 202-007-6

PubChem: 1292

RTECS number: OO6300000

UNII: NH496X0UJX

Properties

Chemical formula: C8H8O3

Molar mass: 152.15 g·mol

Appearance: White crystalline powder

Density: 1.30 g/cm

Melting point: 119 °C (246 °F; 392 K) optically pure: 132 to 135 °C (270 to 275 °F; 405 to 408 K)

Boiling point: 321.8 °C (611.2 °F; 595.0 K)

Solubility in water: 15.87 g/100 mL

Solubility: diethyl ether

K: 3.41

Refractive index: 1.5204

Thermochemistry

Std enthalpy of
formation: 0.1761 kJ/g

Pharmacology

ATC code: WHOB05CA06

Hazards

Flash point: 162.6 °C (324.7 °F; 435.8 K)

Related compounds

Related compounds: mandelonitrile

Except where otherwise noted, data are given for materials in their(at 25 °C [77 °F], 100 kPa).Except where otherwise noted, data are given for materials in their(at 25 °C [77 °F], 100 kPa).

Infobox references