METHYLMALONIC ACID

PRODUCT IDENTIFICATION

CAS NO. 516-05-2

METHYLMALONIC ACID

EINECS NO. 208-219-5
FORMULA CH3CH(CO2H)2
MOL WT. 118.09

H.S. CODE

 

TOXICITY

 

SYNONYMS 1,1-Ethanedicarboxylic acid; Methylpropanedioic acid;
Isosuccinic Acid;
DERIVATION  

CLASSIFICATION

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE white crystals
MELTING POINT 129 - 133 C
BOILING POINT  
SPECIFIC GRAVITY 1.455
SOLUBILITY IN WATER  
pH  
VAPOR DENSITY

 

AUTOIGNITION

 

NFPA RATINGS

Health: 1; Flammability: 0; Reactivity: 0

REFRACTIVE INDEX

 
FLASH POINT

 

STABILITY

Stable under ordinary conditions

GENERAL DESCRIPTION & APPLICATIONS

Malonic acid (also called Propanedioic Acid ) is a white crystalline C-3 dicarboxylic acid; melting at 135 -136 C; readily soluble in water, alcohol and ether; solution in water is medium-strong acidic. It can be derived by oxidizing malic acid or by the hydrolysis of cyanacetic acid. Malonic acid itself is rather unstable and has few applications. It's diethyl ester (diethyl malonate) is more important commercially. Diethyl malonate, a colourless, fragrant liquid boiling at 199 C, is prepared by the reaction of monochloroacetatic acid with methanol, carbon monoxide or by the reaction cyanoacetic acid (the half nitriled-malonic acid) with ethyl alcohol. Malonic acid and its esters contain active methylene groups which have relatively acidic alpha-protons due to H atoms adjacent to two carbonyl groups. The reactivity of its methylene group provide the sequence of reactions of alkylation, hydrolysis of the esters and decarboxylation resulting in substituted ketones. The methylene groups in 1,3-dicarboxylic acid utilize the synthesis of barbiturates; a hydrogen atom is removed by sodium ethoxide, and the derivative reacts with an alkyl halide to form a diethyl alkylmalonate. The diethyl dialkylmalonates are converted to barbiturates by reaction with urea. Malonic acid and its esters are characterized by the large number of condensation products. They are important intermediates in syntheses of vitamins B1 and B6, barbiturates, non-steroidal anti-inflammatory agents, other numerous pharmaceuticals, agrochemicals and flavors & fragrances compounds.

Methylpropanedioic acid is a vital intermediate in the metabolism of fat and protein. Abnormalities in methylmalonic acid metabolism lead to an inherited disorder called methylmalonic aciduria which makes the body unable to process certain proteins and lipids properly due to a block in the enzymatic conversion of methylmalonyl CoA to succinyl CoA.

SALES SPECIFICATION

APPEARANCE

white crystals

ASSAY

99.0% min

LOSS ON DRYING

0.5% max

TRANSPORTATION
PACKING
 
HAZARD CLASS  
UN NO.  
OTHER INFORMATION
Hazard Symbols: , Risk Phrases: , Safety Phrases: 24/25