2-Methylpropanedioic acid

2-Methylpropanedioic acid Basic information
Product Name:2-Methylpropanedioic acid
Synonyms:1,1-Ethanedicarboxylic acid;1,1-ethanedicarboxylicacid;2-Methylmalonic acid;2-methylmalonicacid;Isosuccinic acid;isosuccinicacid;Malonic acid, methyl-;methyl-malonicaci
CAS:516-05-2
MF:C4H6O4
MW:118.09
EINECS:208-219-5
Product Categories:Building Blocks;C1 to C5;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Organic Building Blocks;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;API intermediates;Aliphatics;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals
Mol File:516-05-2.mol
2-Methylpropanedioic acid Structure
2-Methylpropanedioic acid Chemical Properties
Melting point 128-130 °C (lit.)
Boiling point 272.71°C (rough estimate)
density 1.45
refractive index 1.4304 (estimate)
Fp 2℃
storage temp. Sealed in dry,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly)
pka3.07, 5.76(at 25℃)
form Crystalline Powder
color White
Specific Gravity1.455
PH3.23(1 mM solution);2.6(10 mM solution);2.05(100 mM solution)
Water Solubility soluble
BRN 1756084
CAS DataBase Reference516-05-2(CAS DataBase Reference)
NIST Chemistry ReferenceMethylmalonic acid(516-05-2)
Safety Information
Hazard Codes Xi,Xn,F
Risk Statements 36/37/38-36-20/21/22-11
Safety Statements 26-36/37-16
RIDADR UN 1648 3 / PGII
WGK Germany 3
RTECS OO1400000
HS Code 29171900
MSDS Information
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2-Methylpropanedioic acid English
ACROS English
SigmaAldrich English
2-Methylpropanedioic acid Usage And Synthesis
Chemical Propertieswhite crystalline powder
Uses2-Methylpropanedioic acid binds with coenzyme A to form methylmalonyl-CoA, also a metabolic intermediate transformed to succinic acid (SA) by a vitamin B12-dependent catalytic step, and is broadly used as a clinical biomarker of functional vitamin B12 status.
UsesMethylmalonic acid can be used as a substrate in:
  • Esterification reactions by various catalysts.
  • Synthesis of pyrimidinium betaines with formamidine.
  • Synthesis of malonic acid half thioester (MAHT).

DefinitionChEBI: A dicarboxylic acid that is malonic acid in which one of the methylene hydrogens is substituted by a methyl group.
Biological FunctionsMethylmalonic acid is capable of diffusing out of cells in which it is being produced, so it may be detected in excess in the blood, CSF, and urine of patients with these various forms of the disease.
General DescriptionMethylmalonic acid is an indicator of vitamin B12 deficiency and methylmalonic acidemia. This Certified Spiking Solution? is suitable for use in preparation of calibrators or controls in clinical and diagnostic testing using GC/MS or LC/MS.
storageStore at RT
Purification MethodsThe acid crystallises as the hydrate from water. [Beilstein 2 IV 1932.]
Diethyl methylmalonate Diethyl benzylmalonate Phenylmalonic acid ETHYLMALONIC ACID Dimethyl diethylmalonate DIETHYLMALONIC ACID Dimethylmalonic acid Benzylmalonic acid Diethyl bis(hydroxymethyl)malonate Diethyl 2-bromo-2-methylmalonate 2-Methylpropanedioic acid DIETHYL 2-(2-CYANOETHYL)MALONATE DIETHYL DIALLYLMALONATE DIETHYL DIETHYLMALONATE DIETHYL DIMETHYLMALONATE TRIETHYL 1,1,2-ETHANETRICARBOXYLATE 5-BROMO-2.2.5-TRIMETHYL-1.3-DIOXANE-4.6-DIONE Diethyl 1,1-cyclopropanedicarboxylate Methylmalonic Acid

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