Menthone

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Menthone

Names
IUPAC name (2S,5R)-2-Isopropyl-5-methylcyclohexanone
Other names l-Menthone
Identifiers
CAS Number	89-80-5 N[scifinder]
3D model (JSmol)	Interactive image
ChEBI	CHEBI:15410 Y
ChEMBL	ChEMBL276311 Y
ChemSpider	24636 Y
PubChem CID	26447
UNII	9NH5J4V8FN N
CompTox Dashboard (EPA)	DTXSID80859154
InChI InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9+/m1/s1 Y Key: NFLGAXVYCFJBMK-BDAKNGLRSA-N Y InChI=1/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9+/m1/s1 Key: NFLGAXVYCFJBMK-BDAKNGLRBF
SMILES O=C1C[C@H](C)CC[C@H]1C(C)C
Properties
Chemical formula	C10H18O
Molar mass	154.253 g·mol−1
Density	0.895 g/cm3
Melting point	−6 °C (21 °F; 267 K)
Boiling point	207 °C (405 °F; 480 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Menthone is a chemical compound of the monoterpene class of naturally occurring organic compounds found in a number of essential oils,^[1] one that presents with minty flavor.^[2] It is a specific pair of stereoisomers of the four possible such isomers for the chemical structure, 2-isopropyl-5-methylcyclohexanone. Of those, the stereoisoomer l-menthone—formally, the (2S,5R)-trans isomer of that structure, as shown at right—is the most abundant in nature.^[3] Menthone is structurally related to menthol, which has a secondary alcohol (>C-OH) in place of the carbon-oxygen double bond (carbonyl group) projecting from the cyclohexane ring.

Menthone is obtained for commercial use after purifying essential oils pressed from Mentha species (peppermint and corn mint).^[4] It is used as a flavorant and in perfumes and cosmetics for its characteristic aromatic and minty aroma.^{[not verified in body]}