|Jmol-3D images||Image 1|
|Molar mass||138.21 g mol−1|
|Appearance||Colorless to white liquid|
|Melting point||−8.1 °C (17.4 °F; 265.0 K)|
|Boiling point||215.32 °C (419.58 °F; 488.47 K)|
|Solubility in water||1.2 g/100 mL|
|Solubility||ether, acetone, hexane, dichloromethane, benzene, toluene, alcohol|
|Refractive index (nD)||1.4766|
|Std enthalpy of
|Flash point||84 °C (183 °F; 357 K)|
|LD50||2280 mg/kg (rat, oral)|
|Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)|
|(what is: / ?)|
Isophorone is an α,β-unsaturated cyclic ketone, a colorless to yellowish liquid with a characteristic peppermint-like smell. It is used as a solvent and as an intermediate in organic synthesis. Isophorone also occurs naturally in cranberries.
Isophorone can be manufactured by catalyzed self-condensation of acetone. Mesityl oxide is the initial product of the self-aldol condensation of acetone. The mesityl oxide formed can react further with acetone via a Michael reaction and subsequent intramolecular aldol condensation to eventually obtain the six-membered ring of isophorone. This is an example of the Robinson annulation. The yield of the two compounds depends on the reaction conditions.
Isophorone is used as a solvent in some printing inks, paints, lacquers, adhesives, copolymers, coatings, finishings and pesticides. It is also used as a chemical intermediate and as an ingredient in wood preservatives and floor sealants.