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Menthone information


Menthone
l-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 checkY
ChEMBL
  • ChEMBL276311 checkY
ChemSpider
  • 24636 checkY
PubChem CID
  • 26447
UNII
  • 9NH5J4V8FN ☒N
CompTox Dashboard (EPA)
  • DTXSID80859154 Edit this at Wikidata
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 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
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).
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Infobox references

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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Menthone

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Menthone is a monoterpene with a minty flavor that occurs naturally in a number of essential oils. l-Menthone (or (2S,5R)-trans-2-isopropyl-5-methylcyclohexanone)...

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Menthol

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reductase (PR) reduces this double bond using NADPH to form (−)-menthone. (−)-Menthone reductase (MR) then reduces the carbonyl group using NADPH to form...

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Peppermint

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and M. haplocalyx are both recognized as plant sources of menthol and menthone, and are among the oldest herbs used for both culinary and medicinal products...

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Minthostachys mollis

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Quechua. The principal components of essential oil are as follows: pulegone menthone menthol (−)-β-pinene (−)-α-pinene limonene isomenthone piperic acid eucalyptol...

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Potassium dichromate

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products. Secondary alcohols are converted into ketones. For example, menthone may be prepared by oxidation of menthol with acidified dichromate. Tertiary...

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Cardamom

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8%. The oil is typically 45% α-terpineol, 27% myrcene, 8% limonene, 6% menthone, 3% β-phellandrene, 2% 1,8-cineol, 2% sabinene and 2% heptane. Other sources...

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Monocyclic monoterpene ketone monooxygenase

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systematic name (-)-menthone,NADPH:oxygen oxidoreductase. This enzyme catalyses the following chemical reaction (1) (-)-menthone + NADPH + H+ + O2 ⇌ {\displaystyle...

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Sodium dichromate

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Secondary alcohols are oxidized to the corresponding ketone, e.g. menthol to menthone; dihydrocholesterol to cholestanone: 3 R2CHOH + Cr2O72− + 2 H+ → 3 R2C=O...

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Mentha arvensis

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Chemical substances that can be extracted from wild mint include menthol, menthone, isomenthone, neomenthol, limonene, methyl acetate, piperitone, beta-caryophyllene...

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Stachys byzantina

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(12.9 %), cubenol (9.9 %), germacrene-D (9.6 %), α-terpineol (7.8 %), menthone (6.9 %) and (Z)-lanceol acetate (6.2 %). Foliage Young green leaves Closeup...

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Aldol condensation

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reaction mechanism is based on isotope labeling. The reaction between menthone ((2S,5R)-2-isopropyl-5-methylcyclohexanone) and anisaldehyde (4-methoxybenzaldehyde)...

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Spearmint

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of peppermint, oil of spearmint contains minimal amounts of menthol and menthone. It is used as a flavouring for toothpaste and confectionery, and is sometimes...

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C10H18O

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Citronellal Eucalyptol 2-Decenal Fenchol Geraniol Grandisol Lavandulol Linalool Menthone Myrcenol Nerol 2-Pinanol Rose oxide Terpinen-4-ol Terpineol This set index...

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List of additives in cigarettes

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concentrate Mate leaf, absolute and oil para-Mentha-8-Thiol-3-One Menthol Menthone Menthyl acetate dl-Methionine Methoprene 2-Methoxy-4-methylphenol 2-Methoxy-4-vinylphenol...

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Carvone

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Safety data sheet (SDS) External MSDS Related compounds Related ketone menthone dihydrocarvone carvomenthone Related compounds limonene, menthol, p-cymene...

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Mentha pulegium

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identified metabolites are menthofuran, piperitenone, piperitone, and menthone. The active chemical in pennyroyal is pulegone. Pulegone is a ketone and...

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Ludwig Klages

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medical doctorate (MD). Klage published his thesis Attempt at a Synthesis of Menthone in 1901. In 1914 at the outbreak of war Klages moved to Switzerland and...

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Schizonepeta

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tenuifolia contains the following constituents: four monoterpenes: (−)-menthone, (+)-pulegone, (−)-limonene and (+)-menthofuran as the main bio-active...

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Agathosma serratifolia

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volatile oils such as limonene and diosphenol (or barosma camphor) also menthone, quercetin, hesperidin, alpha-pinene, calcium, iron, magnesium, manganese...

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Pelargonium tomentosum

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high. It is a very soft, hairy plant with a strong mint scent (due to the menthone in the leaves) and small white flowers. The leaves are green-grey in colour...

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List of compounds with carbon number 10

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491-07-6 C10H18O isomenthone 18309-28-9 C10H18O isopulegol 7786-67-6 C10H18O menthone 89-80-5 C10H18O neodihydrocarveol 18675-34-8 C10H18O piperitol 491-04-3...

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Philippe Barbier

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licarhodol) into linalool (then known as licareol), and geranial into menthone. Barbier's contributions to mineralogy largely concern various feldspars...

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Minthostachys

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local population for their content in essential oils, mostly pulegone and menthone, but also limonene, carvone, carvacrol, thymol and similar substances....

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Mentha japonica

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appear to be variable. One 1970 survey found the primary constituents to be menthone (50.8%), isomenthone (18.6%) and pulegone (12.6%). Other chemical constituents...

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Mentha grandiflora

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piperitenone oxide (36.2%), trans-piperitone oxide (21.4%), pulegone (19.1%), menthone (9.7%), d-Limonene (3.5%), bicyclogermacrene (2.1%), piperitenone (1.7%)...

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