Malonic acid
Malonic acid, systematic name propanedioic acid, is an organic compound with the chemical formula CH
2(COOH)
2. It is the second-simplest dicarboxylic acid. It is used in the organic synthesis of many other compounds.
Reactions
Malonic acid is a polyprotic acid and can react with up to four equivalents of base. The carboxylic acid groups react to make malonates. The central methylene bridge of malonate is activated by the two carbonyl groups, and can react further with strong bases. The reaction with alkoxides is used in the malonic ester synthesis.
Malonic Acid Media
Preparation of malonic acid from chloroacetic acid.
Z=COOH (malonic acid) or Z=COOR' (malonate ester)
The Doebner modification of the Knoevenagel condensation.
Chemical structure of the malonate dianion.
