Acetone imine

It is a volatile and flammable liquid at room temperature.

Dicyclohexylcarbodiimide (CyN=C=NCy) serves as the scavenger for hydrogen cyanide:[2] The compound hydrolyzes readily: This reactivity is characteristic of imines derived from ammonia.

Methylene imine (CH2=NH) is also highly reactive, condensing to hexamethylenetetramine.

Upon standing, acetone imine undergoes further condensation to give the tetrahydropyrimidine called acetonin, with loss of ammonia.

[3] The imine of hexafluoroacetone, ((CF3)2C=NH) is by contrast robust.

Full structural formula of acetone imine with dimensions
Full structural formula of acetone imine with dimensions
Skeletal formula of acetone imine
Skeletal formula of acetone imine
Ball-and-stick model of acetone imine
Ball-and-stick model of acetone imine
Space-filling model of acetone imine
Space-filling model of acetone imine
NFPA 704 four-colored diamond Health 0: Exposure under fire conditions would offer no hazard beyond that of ordinary combustible material. E.g. sodium chloride Flammability 3: Liquids and solids that can be ignited under almost all ambient temperature conditions. Flash point between 23 and 38 °C (73 and 100 °F). E.g. gasoline Instability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogen Special hazard W: Reacts with water in an unusual or dangerous manner. E.g. sodium, sulfuric acid
Upon standing at room temperature, samples of acetone imine degrade to give this heterocycle, called acetonin.