What structure is menthol?

What structure is menthol?

(-)-menthol is a p-menthan-3-ol which has (1R,2S,5R)-stereochemistry. It is the most common naturally occurring enantiomer….1.3Crystal Structures.

CCDC Number 112473
Crystal Structure Data DOI:10.5517/cc3s152
Crystal Structure Depiction
Associated Article DOI:10.1524/zkri.1999.214.7.420

What is Menthone in chemistry?

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), shown at right, is the most abundant in nature of the four possible stereoisomers.

What is the molecular formula of Menthone?

C10H18OMenthone / Formula

Is Menthone a terpene?

(−)-Menthone is the predominant monoterpene produced in the essential oil of maturing peppermint (Mentha x piperita) leaves during the filling of epidermal oil glands. The respective activities of these menthone reductases account for all of the menthol isomers found in the essential oil of peppermint.

Is menthol a chemical compound?

(1R,2S,5R)-2-isopropyl-5-methylcyclohexanolMenthol / IUPAC ID

What chemical properties are in menthol?

Menthol is a covalent organic compound made synthetically or obtained from peppermint or other mint oils….MENTHOL — MOLECULES OF TASTE.

Menthol
Appearance White or colorless crystalline solid
CAS number [89-78-1], racemic [2216-51-5], (−)-isomer
Properties
Density and phase 0.890 g/cm3, solid (racemic or (−)-isomer)

Is Menthone solid or liquid?

Explain why menthol is a solid at room temperature but menthone is a liquid.

Where is Menthone found?

It is used in flavour compositions L-Menthone is the most abundant in nature of the four possible stereoisomers. Menthone is used in perfumery and cosmetics for its characteristic aromatic and minty odor. (-)-Menthone is found in many foods, some of which are ohelo berry, rocket salad, cauliflower, and common hazelnut.

Is Menthone safe?

May cause respiratory tract irritation. Skin May be harmful if absorbed through skin. May cause skin irritation. Eyes May cause eye irritation.

Is camphor a structure?

Camphor is a cyclic monoterpene ketone that is bornane bearing an oxo substituent at position 2. A naturally occurring monoterpenoid. It has a role as a plant metabolite. It is a bornane monoterpenoid and a cyclic monoterpene ketone.

What are the physical and chemical properties of menthol?

Menthol
Molar mass 156.27 g·mol−1
Appearance White or colorless crystalline solid
Density 0.890 g·cm−3, solid (racemic or (−)-isomer)
Melting point 36–38 °C (311 K), racemic 42–45 °C (318 K), (−)-form (α) 35-33-31 °C, (−)-isomer

What is the molecular formula of menthone?

Menthone is a naturally occurring organic compound with a molecular formula C10H18O. l-Menthone (or (2S, 5R)-trans-2-isopropyl-5-methylcyclohexanone), shown at right, is the most abundant in nature of the four possible stereoisomers. Menthone is a monoterpene and a ketone.

How do you make menthol l-menthone?

In the laboratory, l -menthone may be prepared by oxidation of menthol with acidified dichromate. If the chromic acid oxidation is performed with stoichiometric oxidant in the presence of diethyl ether as co-solvent, a method introduced by H.C. Brown, the epimerization of l -menthone to d -isomenthone is largely avoided.

What is the history of menthone?

Occurrence. Menthone is a constituent of the essential oils of pennyroyal, peppermint, Mentha arvensis, Pelargonium geraniums, and others. In most essential oils, it is a minor compound. This is the cause for the fact that it was first synthesized by oxidation of menthol in 1881 before it was found in essential oils in 1891.

What is the difference between minthone and d-isomenthone?

Pure l -menthone has an intensely minty clean aroma. By contrast, d -isomenthone has a “green” note, increasing levels of which are perceived to detract from the odor quality of l -menthone. Menthone was first described by Moriya in 1881.

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