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isophorone
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isophorone

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Also known as Isoacetophorone, 3,5,5-Trimethyl-2-cyclohexenone, 3,5,5-Trimethyl-2-cyclo-hexen-1-one, 1,1,3-Trimethyl-3-cyclohexene-5-one, Izoforon, Isoforone, Isooctopherone, alpha-isophorone

Isophorone is an α,β-unsaturated cyclic ketone. It is a colorless liquid with a characteristic peppermint-like odor, although commercial samples can appear yellowish. Used as a solvent and as a precursor to polymers, it is produced on a large scale industrially.

Wikidata facts

Mass
138.104
Show 15 more facts
Commons category
Isophorone
melting point
-8.0
chemical formula
C₉H₁₄O
solubility
1
NIOSH Pocket Guide ID
0355
density
0.92
immediately dangerous to life or health
1130
boiling point
215.2
vapor pressure
0.3
flash point
184
lower flammable limit
0.8
upper flammable limit
3.8
ionization energy
9.07
time-weighted average exposure limit
140
canonical SMILES
CC1=CC(=O)CC(C1)(C)C
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~3 min read

Article

9 sections
Contents
  • Structure and reactivity
  • Photodimerization
  • Natural occurrence
  • Synthesis
  • Applications
  • Safety
  • History
  • See also
  • References

Isophorone is an α,β-unsaturated cyclic ketone. It is a colorless liquid with a characteristic peppermint-like odor, although commercial samples can appear yellowish. Used as a solvent and as a precursor to polymers, it is produced on a large scale industrially.

== Structure and reactivity == Isophorone undergoes reactions characteristic of an α,β-unsaturated ketone. Hydrogenation gives the cyclohexanone derivative. Epoxidation with basic hydrogen peroxide affords the oxide.

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