Mandelic acid

C₈H₈O₃CAS 611-72-3152.15 g/mol

Open in Covalent MOL file

Alcohol Carboxylic acid

Properties

Molecular formula: C₈H₈O₃
Molar mass: 152.15 g/mol
Exact mass: 152.0473 Da
Density: 1.3 g/mL (at 25 °C)
Melting point: 119 °C
Boiling point: 203 °C (at 15 Torr)
logP: 0.80Crippen estimate
Polar surface area: 57.5 Å²
H-bond donors / acceptors: 2 / 2
Rotatable bonds: 2

Hazards

Danger

H302 Harmful if swallowed23.4% of notifiers
H315 Causes skin irritation23.8% of notifiers
H318 Causes serious eye damage72.8% of notifiers
H335 May cause respiratory irritation23.4% of notifiers

Aggregated from 261 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, P501

Identifiers

CAS number

611-72-3

SMILES

O=C(O)C(O)c1ccccc1

InChIKey

IWYDHOAUDWTVEP-UHFFFAOYSA-N

InChI

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

Weigh it out

Type any one amount. The others follow from the molar mass and density.

Names and synonyms

24 names · show all

Benzeneacetic acid, α-hydroxy-
α-Hydroxybenzeneacetic acid
α-Hydroxyphenylacetic acid
α-Hydroxy-α-toluic acid
Paramandelic acid
Phenylglycolic acid
Phenylhydroxyacetic acid
Uromaline
Almond acid
2-Phenylglycolic acid
2-Hydroxy-2-phenylacetic acid
Amygdalic acid
2-Phenyl-2-hydroxyacetic acid
(±)-Mandelic acid
Dl-Mandelic acid
(±)-2-Hydroxy-2-phenylethanoic acid
(±)-α-Hydroxybenzeneacetic acid
(RS)-Mandelic acid
DL-Hydroxy(phenyl)acetic acid
(±)-α-Hydroxyphenylacetic acid
DL-Amygdalic acid
NSC 7925
(RS)-2-Hydroxy-2-phenylacetic acid
S 14-75781

Reactions

Work with Mandelic acid

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

(-)-Mandelic acid611-71-2Defined stereoisomer (S)-Mandelic acid17199-29-0Defined stereoisomer Methenamine mandelate587-23-5Salt Benzeneacetic acid, α-hydroxy-, (αR)-(1R,2S)-compd. with 2-(3,4-difluorophenyl)cyclopropanamine (1:1)376608-71-8Salt, defined stereoisomer Mandelic acid90-64-2

Similar compounds

4-Hydroxymandelic acid1198-84-168 % similar (R)-2-(4-Chlorophenyl)-2-hydroxyethanoic acid32189-36-963 % similar 4-Fluoromandelic acid395-33-563 % similar 4-Chloromandelic acid492-86-463 % similar 4-Bromomandelic acid6940-50-763 % similar 4-Bromomandelic acid7021-04-763 % similar 4-Chloromandelic acid7138-34-363 % similar Diphenylacetic acid117-34-063 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Same formula

p-Anisic acid100-09-4 Acetylresorcinol102-29-4 Phenylglyoxal1075-06-5 Methyl salicylate119-36-8 3',4'-Dihydroxyacetophenone1197-09-7 Vanillin121-33-5 Phenoxyacetic acid122-59-8 ortho-Vanillin148-53-8

Elsewhere

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