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Key Documents

M0875

Sigma-Aldrich

DL-Malic acid

≥98% (capillary GC)

Synonym(s):

(±)-2-Hydroxysuccinic acid, DL-Hydroxybutanedioic acid

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About This Item

Linear Formula:
HO2CCH2CH(OH)CO2H
CAS Number:
Molecular Weight:
134.09
Beilstein:
1723539
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

4.6 (vs air)

vapor pressure

<0.1 mmHg ( 20 °C)

Assay

≥98% (capillary GC)

autoignition temp.

644 °F

mp

131-133 °C (lit.)

solubility

H2O: 50 mg/mL, clear, colorless to faintly yellow

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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Application

DL-Malic acid can be used as a reactant to synthesize:
  • Hydroxy esters via esterification with alcohols.
  • Biodegradable polymers via thermal condensation with citric acid.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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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Phosphorus ylide based functionalizations of tetronic and tetramic acids
Schobert R, et al.
Synthesis, 2006, 3902-3914 (2006)
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
Frédéric Bigey et al.
Current biology : CB, 31(4), 722-732 (2020-12-11)
Production of leavened bread dates to the second millennium BCE. Since then, the art of bread making has developed, yet the evolution of bread-associated microbial species remains largely unknown. Nowadays, leavened bread is made either by using a pure commercial
Cuiyue Liang et al.
Plant physiology, 161(3), 1347-1361 (2013-01-24)
Low pH, aluminum (Al) toxicity, and low phosphorus (P) often coexist and are heterogeneously distributed in acid soils. To date, the underlying mechanisms of crop adaptation to these multiple factors on acid soils remain poorly understood. In this study, we
Hugo Oliveira et al.
PloS one, 9(10), e108376-e108376 (2014-10-08)
Resistance rates are increasing among several problematic Gram-negative pathogens, a fact that has encouraged the development of new antimicrobial agents. This paper characterizes a Salmonella phage endolysin (Lys68) and demonstrates its potential antimicrobial effectiveness when combined with organic acids towards

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