Ketones

Isophorone

Isophorone

CAS NO:78-59-1
DETAIL
Isophorone is an α,β-unsaturated cyclic ketone. It is a colorless liquid with a characteristic peppermint-like odor, although commercial samples can appear yellowish. Used as a solvent and as a precursor to polymers, it is produced on a large scale industrially.

Structure and reactivity
Isophorone undergoes reactions characteristic of an α,β-unsaturated ketone. Hydrogenation gives the cyclohexanone derivative. Epoxidation with basic hydrogen peroxide affords the oxide.

Isophorone is degraded by attack of hydroxyl radicals.

Applications
The partly hydrogenated derivative trimethylcyclohexanone is used in production of polycarbonates. It condenses with phenol to give an analogue of bisphenol A. Polycarbonates produced by phosgenation of these two diols produces a polymer with improved thermal stability. Trimethyladipic acid and 2,2,4-trimethylhexamethylenediamine are produced from trimethylcyclohexanone and trimethylcyclohexanol. They are used to make specialty polyamides. Hydrocyanation gives the nitrile followed by reductive amination gives isophorone diamine. This diamine is used to produce isophorone diisocyanate which has certain niche applications.