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751480

Sigma-Aldrich

Malonic acid

sublimed grade, ≥99.95% trace metals basis

Synonym(s):

Propanedioic acid

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About This Item

Linear Formula:
CH2(COOH)2
CAS Number:
Molecular Weight:
104.06
Beilstein/REAXYS Number:
1751370
EC Number:
MDL number:
UNSPSC Code:
12352300
PubChem Substance ID:

grade

sublimed grade

assay

≥99.95% trace metals basis

form

powder

mp

132-135 °C (dec.) (lit.)

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

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General description

The common technique for producing malonic acid is from chloroacetic acid.[1]Malonic acid undergoes thermal decarboxylation at temperatures of 135-137oC.2

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 1

flash_point_f

314.6 °F - closed cup

flash_point_c

157 °C - closed cup


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Organic Syntheses, 18, 50-50 (1938)
Bogdan Belgorodsky et al.
Bioconjugate chemistry, 16(5), 1058-1062 (2005-09-22)
The preparation and characterization of the stable human serum albumin (HSA)-C3 isomer of tris-malonic acid [C60]fullerene complex is reported. Other than the anti-fullerene antibody, a stable protein-fullerene complex with a native protein has never been observed. This study may provide
E A Haan et al.
European journal of pediatrics, 144(6), 567-570 (1986-04-01)
A second child with a more severe deficiency of malonyl CoA decarboxylase is described. He is mildly mentally retarded and presented with vomiting, a seizure, hypoglycaemia and mild metabolic acidosis during a urinary tract infection. The urine contained increased amounts
Peng Zheng et al.
Molecular & cellular proteomics : MCP, 12(1), 207-214 (2012-11-01)
Major depressive disorder (MDD) is a widespread and debilitating mental disorder. However, there are no biomarkers available to aid in the diagnosis of this disorder. In this study, a nuclear magnetic resonance spectroscopy-based metabonomic approach was employed to profile urine
Arturo Orellana et al.
The Journal of organic chemistry, 77(12), 5286-5296 (2012-05-04)
An efficient synthesis of (-)-kainic acid, through a high-pressure-promoted Diels-Alder cycloaddition of a vinylogous malonate derived from 4-hydroxyproline, is described. The bicyclic adduct could be converted into the natural product with complete stereocontrol.

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