Piperitone

Piperitone^[1]

Names
IUPAC name 6-Isopropyl-3-methyl-1-cyclohex-2-enone
Other names 3-Carvomenthenone; p-Menth-1-en-3-one
Identifiers
CAS Registry Number	89-81-6 (D/L) Y 6091-50-5 (D) N 4573-50-6 (L) N
ChEBI	CHEBI:48933 N
ChemSpider	6721 N
InChI InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h6-7,9H,4-5H2,1-3H3 N Key: YSTPAHQEHQSRJD-UHFFFAOYSA-N N InChI=1/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h6-7,9H,4-5H2,1-3H3 Key: YSTPAHQEHQSRJD-UHFFFAOYAC
Jmol-3D images	Image
PubChem	6987
SMILES CC1=CC(=O)C(CC1)C(C)C
Properties
Chemical formula	C10H16O
Molar mass	152.23 g/mol
Density	0.9331 g/cm3
Melting point	232 to 233 °C (450 to 451 °F; 505 to 506 K)
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
N verify (what is: Y/N?)
Infobox references

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.^[1] The L-form has been isolated from Sitka spruce.^[1]

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.^[2]

References

1. ↑ 1.0 1.1 1.2 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