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Diacetone alcohol

Diacetone alcohol
IUPAC name 4-Hydroxy-4-methyl-pentan-2-one
Other names 2-Pentanone, 4-hydroxy-4-methyl; 4-Hydroxy-2-keto-4-methylpentane; Diacetone alcohol
CAS number 123-42-2
RTECS number SA9100000
Molecular formula C6H12O2
Molar mass 116.16 g/mol
Appearance Colorless liquid
Density 0.938 g/mL
Melting point

- 47 °C

Boiling point

166 °C

Solubility in water moderate
Solubility most organic solvents
Main hazards Flammable
R-phrases R36
S-phrases S24/25
Related Compounds
Related compounds Acetone, methyl isobutyl ketone
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Diacetone alcohol is a chemical compound with the formula CH3C(O)CH2C(OH)(CH3)2. This liquid is common synthetic intermediate used for the preparation of other compounds.

It is a natural ingredient of Sleepy grass (Achnatherum robustum).


First identified by Heintz[1], its preparation entails the Ba(OH)2-catalyzed condensation of two molecules of acetone[2] It undergoes dehydration to give the α,β-unsaturated ketone, mesityl oxide:[3] Hydrogenation of mesityl oxide gives the industrial solvent, methyl isobutyl ketone ("MIBK").


  1. ^ Heintz, Ann. 169, 114 (1873)
  2. ^ Conant, J. B.; Tuttle, N. (1941). "Diacetone Alcohol". Org. Synth.; Coll. Vol. 1: 199. 
  3. ^ Conant, J. B.; Tuttle, N. (1941). "Mesityl Oxide". Org. Synth.; Coll. Vol. 1: 345. 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Diacetone_alcohol". A list of authors is available in Wikipedia.
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