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55520

Sigma-Aldrich

3-Hydroxymandelic acid

≥97.0% (T)

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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

Quality Level

Assay

≥97.0% (T)

mp

128-132 °C

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

Related Categories

General description

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

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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Increased excretion of m-Hydroxyphenylglycol and m-Hydroxymandelic acid in neuroblastoma.
C M Williams et al.
Biochemical medicine, 28(3), 305-309 (1982-12-01)
M W Couch et al.
Clinica chimica acta; international journal of clinical chemistry, 158(1), 109-114 (1986-07-15)
The urinary concentrations of o-hydroxymandelic acid, m-hydroxymandelic acid, p-hydroxymandelic acid, homovanillic acid and vanillylmandelic acid were determined in 57 healthy children and 9 patients with neuroblastoma. The concentrations of o-hydroxymandelic acid and p-hydroxymandelic were not significantly different for both groups
K E Ibrahim et al.
The Journal of pharmacy and pharmacology, 35(3), 144-147 (1983-03-01)
The metabolism of R-(-)-m-synephrine (administered orally and by inhalation in man and intraperitoneally in rats) was studied quantitatively by a gas chromatography-mass spectrometry-selected ion monitoring (g.c.-m.s.-s.i.m.) method using deuterated internal standards. When m-synephrine hydrochloride was administered orally to humans in
J M Midgley et al.
Journal of chromatography, 527(2), 259-265 (1990-05-18)
Dichlorotetrafluoroacetone has been used to prepare 4-substituted 2-bis (chlorodifluoromethyl)-1,3-dioxolan-5-one derivatives of mandelic acids which were found to be suitable for the analysis of these compounds by gas chromatography-negative-ion chemical ionisation mass spectrometry (GC-NICIMS). The high specificity of the derivatising agent
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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