Mesityl oxide explained

Mesityl oxide is a α,β-unsaturated ketone with the formula CH3C(O)CH=C(CH3)2. This compound is a colorless, volatile liquid with a honey-like odor.[1]

Synthesis

It is prepared by the aldol condensation of acetone to give diacetone alcohol, which readily dehydrates to give this compound.[2]

Phorone and isophorone may be formed under the same conditions. Isophorone originates via a Michael addition:

Phorone is formed by continued aldol condensation:

Uses

Mesityl oxide is used as a solvent and in the production of methyl isobutyl ketone by hydrogenation:[2]

Further hydrogenation gives 4-methyl-2-pentanol (methyl isobutyl carbinol).

Dimedone is another established use of mesityl oxide.

External links

Notes and References

  1. Merck Index, 14th Edition
  2. Book: 10.1002/14356007.a01_079. Acetone. Ullmann's Encyclopedia of Industrial Chemistry. 2000. Sifniades. Stylianos. Levy. Alan B.. 3527306730.