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Piperitone

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Piperitone
Names
IUPAC name 6-Isopropyl-3-methyl-1-cyclohex-2-enone
Other names 3-Carvomenthenone; p-Menth-1-en-3-one
Identifiers
CAS Number
3D model (JSmol)
ECHA InfoCard 100.001.766 Edit this at Wikidata
PubChem CID
CompTox Dashboard (EPA)
SMILES
  • CC1=CC(=O)C(CC1)C(C)C
Properties
Chemical formula C10H16O
Molar mass 152.23 g/mol
Density 0.9331 g/cm
Melting point 232-233 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkverify (what is  ?) Infobox references
Chemical compound

Piperitone is a natural monoterpene ketone which is a component of some essential oils. Both stereoisomers, the D-form and the L-form, are known. The D-form has a peppermint-like aroma and has been isolated from the oils of plants from the genera Cymbopogon, Andropogon, and Mentha. The L-form has been isolated from Sitka spruce.

Piperitone is used as the principal raw material for the production of synthetic menthol and thymol. The primary source of D/L-piperitone is from Eucalyptus dives, produced mainly in South Africa.

References

  1. ^ Merck Index, 11th Edition, '7443
  2. Boland, D.J., Brophy, J.J., and A.P.N. House, Eucalyptus Leaf Oils, 1991, ISBN 0-909605-69-6
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