Mesoxalic acid

Mesoxalic acid

Mesoxalic acid is an organic compound with the formula HO2CC(O)CO2H. It is a white solid that is soluble in water. The compound is a diketone (more specifically a beta-diketone) and a dicarboxylic acid.

Structure and properties

Mesoxalic acid is a beta-diketone, which means it has two carbonyl groups (C=O) separated by a single carbon atom. This structure is also known as a 1,3-diketone. The compound also contains two carboxylic acid groups (COOH), making it a dicarboxylic acid.

The molecular structure of mesoxalic acid allows it to form hydrogen bonds with other molecules, including water. This makes it soluble in water and other polar solvents.

Synthesis

Mesoxalic acid can be synthesized from diethyl malonate and oxalyl chloride. The reaction involves the formation of a diketene intermediate, which is then hydrolyzed to give mesoxalic acid.

Applications

Mesoxalic acid is used in the synthesis of various organic compounds, including pharmaceuticals and dyes. It is also used as a reagent in analytical chemistry.

Safety

Like other carboxylic acids, mesoxalic acid is corrosive and can cause burns if it comes into contact with the skin or eyes. It should be handled with care, using appropriate personal protective equipment.

See also

• Oxalic acid
• Malonic acid
• Acetoacetic acid