hexacyanoacetone

Hexacyanoacetone is a chemical compound with the molecular formula C(CN)₆. It is a member of the dicyanomethylene group of compounds. Hexacyanoacetone is a highly electron-deficient molecule due to the presence of six strongly electron-withdrawing cyano groups. This electron deficiency makes it a powerful acceptor of electrons.

The synthesis of hexacyanoacetone typically involves the reaction of malononitrile with a source of cyanide ions under specific conditions. Due to its reactivity, hexacyanoacetone is often generated in situ and used immediately in subsequent reactions. It is not a commonly encountered or widely studied compound in general chemical literature compared to simpler organic molecules.

Hexacyanoacetone is known for its ability to act as a strong oxidizing agent and a potent electrophile. Its high electron affinity allows it to readily accept electrons from other molecules. This property has led to its investigation in various chemical transformations, particularly in the field of organic synthesis as a reagent for specific reactions. Its extreme reactivity can also present challenges in handling and storage. Research into its applications is ongoing, focusing on its potential as a versatile chemical building block.