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Key Documents

M1296

Sigma-Aldrich

Malonic acid

ReagentPlus®, 99%

Synonym(s):

Propanedioic acid

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About This Item

Linear Formula:
CH2(COOH)2
CAS Number:
Molecular Weight:
104.06
Beilstein:
1751370
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21

Quality Level

product line

ReagentPlus®

Assay

99%

form

chunks
granular
powder or crystals

mp

132-135 °C (dec.) (lit.)

solubility

1 M NaOH: 100 mg/mL, clear to slightly hazy, colorless to faintly yellow

functional group

carboxylic acid

SMILES string

OC(=O)CC(O)=O

InChI

1S/C3H4O4/c4-2(5)1-3(6)7/h1H2,(H,4,5)(H,6,7)

InChI key

OFOBLEOULBTSOW-UHFFFAOYSA-N

Gene Information

human ... SRC(6714)

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General description

Malonic acid (MA), also known as propanedioic acid, is a dicarboxylic acid. The crystals of MA are triclinic at room temperature. The oxidation of malonic acid by cerium (IV) in sulfuric acid solution has been studied. The reaction kinetics of the photocatalytic decomposition of MA in aqueous suspensions of titanium dioxide (TiO2) have been described.

Application

Malonic acid may be used as a cross-linking agent between corn starch and potato starch to improve its mechanical properties.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany
Redi-Dri is a trademark of Sigma-Aldrich Co. LLC

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Dam. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

314.6 °F - closed cup

Flash Point(C)

157 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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On the oxidation of malonic acid by ceric ions.
Barkin S, et al.
International Journal of Chemical Kinetics, 10(6), 619-636 (1978)
The crystal structure of malonic acid.
Goedkoop JA and MacGillavry CH.
Acta Crystallographica, 10(2), 125-127 (1957)
Photocatalytic degradation of malonic acid in aqueous suspensions of titanium dioxide: an initial kinetic investigation of CO2 photogeneration.
Inel Y and Okte AN.
Journal of Photochemistry and Photobiology A: Chemistry, 96(1), 175-180 (1996)
Refinement of the crystal structure of malonic acid, C3H4O4.
Jagannathan NR, et al.
Journal of Chemical Crystallography, 24(1), 75-78 (1994)
Anna Shevchenko et al.
International journal of pharmaceutics, 436(1-2), 403-409 (2012-07-04)
Cocrystallization and salt formation have been shown to entail substantial promise in tailoring the physicochemical properties of drug compounds, in particular, their dissolution and hygroscopicity. In this work, we report on the preparation and comparative evaluation of a new cocrystal

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