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55520

Sigma-Aldrich

3-Hydroxymandelic acid

≥97.0% (T)

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About This Item

Empirical Formula (Hill Notation):
C8H8O4
CAS Number:
Molecular Weight:
168.15
Beilstein:
2365378
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

≥97.0% (T)

mp

128-132 °C

functional group

carboxylic acid
hydroxyl

SMILES string

OC(C(O)=O)c1cccc(O)c1

InChI

1S/C8H8O4/c9-6-3-1-2-5(4-6)7(10)8(11)12/h1-4,7,9-10H,(H,11,12)

InChI key

OLSDAJRAVOVKLG-UHFFFAOYSA-N

General description

3-Hydroxymandelic acid is a hydroxy acid derivative. Chiral separation of 3-hydroxymandelic acid has been achieved by ligand-exchange capillary electrochromatography.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Role of the charge in continuous beds in the chiral separation of hydroxy acids by ligand-exchange capillary electrochromatography.
Lecnik O, et al.
Electrophoresis, 24(17), 2983-2985 (2003)
K Gumbhir et al.
Journal of pharmaceutical and biomedical analysis, 12(7), 943-949 (1994-07-01)
An LC method for the analysis of m-hydroxymandelic acid (MHMA) and m-hydroxyphenylglycol (MHPG) and their conjugates in human plasma was developed and validated. The method for the quantitation involved extraction of acidified plasma (subject to hydrolysis with beta-glucuronidase for 120
J R Crowley et al.
Clinica chimica acta; international journal of clinical chemistry, 109(2), 125-131 (1981-01-22)
o-Hydroxymandelic acid (OHMA), m-hydroxymandelic acid (MHMA) and p-hydroxymandelic acid (PHMA) were measured in the urine of 42 normotensive and 54 hypertensive patients. Patients having high urinary MHMA levels were all found to be ingesting medications containing m-synephrine (phenylephrine). These patients
Excretion of m-hydroxymandelic acid in human urine.
B A Davis et al.
Journal of chromatography, 222(2), 271-275 (1981-02-13)
J M Midgley et al.
Biomedical mass spectrometry, 6(11), 485-490 (1979-11-01)
o-Hydroxymandelic acid and m-hydroxymandelic acid have been identified in human urine by gas chromatography mass spectrometry selected ion monitoring. After solvent extraction the urinary acids were converted to their O-trifluoroacetoxy methyl ester derivatives which were identified by comparison of the

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