|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)|
|1.2 g/100 mL|
|Solubility||ether, acetone, hexane, dichloromethane, benzene, toluene, alcohol|
|Vapor pressure||0.3 mmHg (20°C)|
Refractive index (nD)
Std enthalpy of
|Flash point||84 °C (183 °F; 357 K)|
|460 °C (860 °F; 733 K)|
|Lethal dose or concentration (LD, LC):|
LD50 (Median dose)
|2280 mg/kg (rat, oral)
2330 mg/kg (rat, oral)
2690 mg/kg (mouse, oral)
LC50 (Median concentration)
|4600 ppm (guinea pig, 8 hr)|
LCLo (Lowest published)
|885 ppm (rat, 6 hr)
1840 ppm (rat, 4 hr)
|US health exposure limits (NIOSH):|
|TWA 25 ppm (140 mg/m3)|
|TWA 4 ppm (23 mg/m3)|
IDLH (Immediate danger
Except where otherwise noted, 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.
- Merck Index, 13th Edition, 5215.
- "NIOSH Pocket Guide to Chemical Hazards #0355". National Institute for Occupational Safety and Health (NIOSH).
- "Isophorone". Immediately Dangerous to Life and Health. National Institute for Occupational Safety and Health (NIOSH).
- Chronic Toxicity Summary
- U.S. Patent 5,849,957
- Isophorone history at Degussa