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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:
141-82-2
Molecular Weight:
104.06
Beilstein/REAXYS Number:
1751370
EC Number:
205-503-0
MDL number:
MFCD00002707
UNSPSC Code:
12352300
PubChem Substance ID:
329766221

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
GHS05

signalword

Danger

hcodes

H318

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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Certificates of Analysis (COA)

Lot/Batch Number
MKBT3244V
MKBK0990V

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Organic Syntheses, 18, 50-50 (1938)
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
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
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.
Adriana Wilhelm et al.
Journal of medicinal chemistry, 55(22), 9817-9830 (2012-10-31)
The protein kinase C-related kinase 2 (PRK2)-interacting fragment (PIF) pocket of phosphoinositide-dependent kinase-1 (PDK1) was proposed as a novel target site for allosteric modulators. In the present work, we describe the design, synthesis, and structure-activity relationship of a series of
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