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IUPAC name 3,5,5-Trimethyl-2-cyclohexen-1-one
Other names 1,1,3-Trimethyl-3-cyclohexene-5-one
CAS number 78-59-1
Molecular formula C9H14O
Molar mass 138.21 g/mol
Density 0.92 g/cm3
Melting point

-8.1 °C

Boiling point

215.2 °C

Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Isophorone is an organic compound, a colorless to yellowish liquid with characteristic smell, that is used as a solvent and as an intermediate in organic synthesis. Isophorone also occurs naturally in cranberries.[2]



Isophorone can be manufactured by catalyzed self-condensation of acetone.[3] Mesityl oxide is the initial product of the self-aldol condensation of acetone. The acetone formed can react further with mesityl oxide 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.


The use of isophorone as a solvent resulted from the search for ways to dispose of or recycle acetone, which was a waste product of phenol synthesis by the Hock method.[4]


Isophorone is used as a solvent in some printing inks, paints, lacquers, adhesives, copolymers, coatings, finishings and pesticides.[2] It is also used as a chemical intermediate and as an ingredient in wood preservatives and floor sealants.


  1. ^ Merck Index, 13th Edition, 5215.
  2. ^ a b Chronic Toxicity Summary
  3. ^ U.S. Patent 5,849,957 
  4. ^ Isophorone history at Degussa
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Isophorone". A list of authors is available in Wikipedia.
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