Menthone

Menthone
l-Menthone
Names
IUPAC name
(2S,5R)-2-Isopropyl-5-methylcyclohexanone
Other names
l-Menthone
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
UNII
  • 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 checkY
    Key: NFLGAXVYCFJBMK-BDAKNGLRSA-N checkY
  • 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
  • O=C1C[C@H](C)CC[C@H]1C(C)C
Properties
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 checkY☒N ?)

Menthone is a monoterpene with a minty flavor[1] that occurs naturally in a number of essential oils. l-Menthone (or (2S,5R)-trans-2-isopropyl-5-methylcyclohexanone), shown at right, is the most abundant in nature of the four possible stereoisomers.[2] It is structurally related to menthol, which has a secondary alcohol in place of the carbonyl. Menthone is used in flavoring, perfume and cosmetics for its characteristic aromatic and minty odor.

  1. ^ Hirsch, Alan R. (2015-03-18). Nutrition and Sensation. CRC Press. p. 277. ISBN 9781466569089.
  2. ^ Ager, David (2005-10-21). Handbook of Chiral Chemicals, Second Edition. CRC Press. p. 64. ISBN 9781420027303.

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