Menthone

Menthone
	l-Menthone
Names
	IUPAC name (2S,5R)-2-Isopropyl-5-methylcyclohexanone
	Other names l-Menthone
Identifiers
CAS Number	89-80-5 [scifinder];
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:15410 ;
ChEMBL	ChEMBL276311 ;
ChemSpider	24636 ;
PubChem CID	26447;
UNII	9NH5J4V8FN ;
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 Key: NFLGAXVYCFJBMK-BDAKNGLRSA-N ; 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). verify (what is ?) 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]}

^ Soleimani, Mohsen; Arzani, Ahmad; Arzani, Vida; Roberts, Thomas H. (December 1, 2022). "Phenolic compounds and antimicrobial properties of mint and thyme". Journal of Herbal Medicine. 36: 100604. doi:10.1016/j.hermed.2022.100604. ISSN 2210-8033.
^ Cite error: The named reference Hirsch2015 was invoked but never defined (see the help page).
^ Cite error: The named reference AgerCRC2005 was invoked but never defined (see the help page).
^ Cite error: The named reference KO was invoked but never defined (see the help page).

[:1-1] Soleimani, Mohsen; Arzani, Ahmad; Arzani, Vida; Roberts, Thomas H. (December 1, 2022). "Phenolic compounds and antimicrobial properties of mint and thyme". Journal of Herbal Medicine. 36: 100604. doi:10.1016/j.hermed.2022.100604. ISSN 2210-8033.

[Hirsch2015-2] Cite error: The named reference Hirsch2015 was invoked but never defined (see the help page).

[AgerCRC2005-3] Cite error: The named reference AgerCRC2005 was invoked but never defined (see the help page).

[KO-4] Cite error: The named reference KO was invoked but never defined (see the help page).

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Menthone

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