Malic acid

C₄H₆O₅CAS 6915-15-7134.09 g/mol

Open in Covalent MOL file

Alcohol Carboxylic acid

Properties

Molecular formula: C₄H₆O₅
Molar mass: 134.09 g/mol
Exact mass: 134.0215 Da
Density: 1.25 g/mL (at 25 °C)
Melting point: 131 °C
pKa: 3.51, 5.03 (20 °C)
Water solubility: 558 g/L (20 °C)
logP: -1.09Crippen estimate
Polar surface area: 94.8 Å²
H-bond donors / acceptors: 3 / 3
Rotatable bonds: 3

Hazards

Danger

H315 Causes skin irritation74.2% of notifiers
H318 Causes serious eye damage10.5% of notifiers
H319 Causes serious eye irritation89.2% of notifiers

Aggregated from 2,124 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P264, P264+P265, P280, P302+P352, P305+P351+P338, P305+P354+P338, P317, P321, P332+P317, P337+P317, P362+P364

Identifiers

CAS number

6915-15-7

SMILES

O=C(O)CC(O)C(=O)O

InChIKey

BJEPYKJPYRNKOW-UHFFFAOYSA-N

InChI

InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)

Weigh it out

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

Names and synonyms

22 names · show all

Butanedioic acid, 2-hydroxy-
Butanedioic acid, hydroxy-
2-Hydroxybutanedioic acid
α-Hydroxysuccinic acid
Hydroxysuccinic acid
2-Hydroxyethane-1,2-dicarboxylic acid
Pomalus acid
Deoxytetraric acid
2-Hydroxysuccinic acid
Musashi-no-Ringosan
Hydroxybutanedioic acid
Dl-Malic acid
FDA 2018
(±)-Malic acid
R,S(±)-Malic acid
E 296
NSC 25941
Nanoveson M
Xeros
Monohydroxybutanedioic acid
Purac powder MA
Purac MA

Work with Malic 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.

L-Malic acid97-67-6Defined stereoisomer D-Malic acid636-61-3Defined stereoisomer Sodium malate676-46-0Salt Magnesium malate869-06-7Salt Pizotifen malate5189-11-7Salt Almotriptan malate181183-52-8Salt L-Hydroxysuccinic acid disodium salt138-09-0Salt, defined stereoisomer Sodium malate22798-10-3Salt Clebopride hydrogen malate57645-91-7Salt Cabozantinib S-malate1140909-48-3Salt, defined stereoisomer Calcium malate17482-42-7Salt Sunitinib malate341031-54-7Salt, defined stereoisomer

Similar compounds

1,2,3,4-Butanetetracarboxylic acid1703-58-860 % similar Propane-1,2,3-tricarboxylic acid99-14-960 % similar Thiodisuccinic acid4917-76-459 % similar D-Aspartic acid1783-96-654 % similar (S)-(-)-Methylsuccinic acid2174-58-554 % similar Polyaspartic acid25608-40-654 % similar (+)-Methylsuccinic acid3641-51-854 % similar (R)-2-Chlorosuccinic acid3972-40-554 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue. All similar compounds

Same formula

Diglycolic acid110-99-6 Dimethyl dicarbonate4525-33-1

Elsewhere

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