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Malonic Acid




Malonic acid (from Latin malum = apple) (1,3-propanedioic acid) is a Dicarboxylic Acid with structure C H 2( COOH )2. The Ion form of malonic acid, as well as its Ester s and Salt s, are known as '''malonates'''. For example, Diethyl Malonate is malonic acid's Ethyl Ester .


BIOCHEMISTRY


The Calcium salt of malonic acid occurs in high concentrations in Beetroot . Malonic acid inhibits Succinate Dehydrogenase in the Citric Acid Cycle .


ORGANIC SYNTHESIS


A classical preparation of malonic acid starts from Acetic Acid . This acid is chlorinated to chloroacetic acid. Sodium Carbonate generates the sodium Salt which is then reacted with Sodium Cyanide to the cyano acetic acid salt in a Nucleophilic Substitution . The Nitrile group can be Hydrolysed with Sodium Hydroxide to sodium malonate and acidification affords malonic acid.


ORGANIC REACTIONS


In a well known reaction malonic acid Condenses with Urea to Barbituric Acid . Malonic acid is frequently used as an Enolate in Knoevenagel Condensation s or condensed with Acetone to form Meldrum's Acid .


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