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M8304

Sigma-Aldrich

Malic acid

meets USP/NF testing specifications

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Synonym(s):
DL-Malic acid, (±)-2-Hydroxysuccinic acid, DL-Hydroxybutanedioic acid
Linear Formula:
HO2CCH2CH(OH)CO2H
CAS Number:
6915-15-7
Molecular Weight:
134.09
Beilstein:
1723539
EC Number:
230-022-8
MDL number:
MFCD00064212
PubChem Substance ID:
24897242
NACRES:
NA.21

Agency

meets USP/NF testing specifications

Quality Level

200

vapor density

4.6 (vs air)

vapor pressure

<0.1 mmHg ( 20 °C)

form

solid

autoignition temp.

644 °F

mp

131-133 °C (lit.)

application(s)

pharmaceutical (small molecule)

SMILES string

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

InChI

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

InChI key

BJEPYKJPYRNKOW-UHFFFAOYSA-N

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General description

Malic acid is a dicarboxylic acid that can be prepared by hydration of maleic acid or fumaric acid. Its ability to prevent the oxidative degradation of lipids has been assessed. The impact of malic acid in the alteration of calcium chloride crystal morphology has been studied. The dissolution kinetics of kaolinite in malic acid have been reported. This product is a high quality pharmacopoeia product that meets the testing specifications of USP (United States Pharmacopoeia). It can be employed in research and pilot studies.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

397.4 °F

Flash Point(C)

203 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Preservation of lipids with malic acid.
Berger SE, et al.
Journal of the American Oil Chemists' Society, 47(5), 168-170 (1970)
Metabolic engineering of Escherichia coli for the production of malic acid.
Moon SY, et al.
Biochemical Engineering Journal, 40(2), 312-320 (2008)
Dissolution of kaolinite induced by citric, oxalic, and malic acids.
Wang X, et al.
Journal of Colloid and Interface Science, 290(2), 481-488 (2005)
Habit modification of calcium carbonate in the presence of malic acid.
Mao Z and Huang J.
Journal of Solid State Chemistry, 180(2), 453-460 (2007)
G Anneroth et al.
Scandinavian journal of dental research, 88(3), 214-218 (1980-06-01)
Two saliva stimulating drugs, solutions of Hybrin and malic acid were in an in vitro study found to have a heavy demineralizing effect on the root surface of the dental hard tissue. Consequently the drugs cannot be recommended to patients
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