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Oxidation of carvone can also lead to a variety of products.
Note: Carvone, depending on its chirality, offers two different smells.
In 1908, it was discovered that exposure of carvone to "Italian sunlight" for one year gave camphor.
Squirrel monkeys have also been found to be able to discriminate between carvone enantiomers.
Carvone presented a perplexing situation to vibration theory.
For example carvone gives only the allylic alcohol 1 and none of the saturated alcohol 2.
Production of high carvone dill oil commenced in Tasmania on a large commercial scale in 1990.
An example is the hydrogenation of carvone:
The biosynthesis of carvone is by oxidation of limonene.
In the case of carvone, carvone camphor was not detected as a by-product.
Price et al. 1999, (p79) also suggests that oils high in carvone, thujone and pinocamphone are also effective by being mucolytic.
This species is then converted to the oxime with base, and the hydroxylamine is removed to give the ketone-containing carvone.
There are three double bonds in carvone capable of reduction; the product of reduction depends on the reagents and conditions used.
As the compound most responsible for the flavor of caraway, dill and spearmint, carvone has been used for millennia in food.
But other industries would also benefit: in carvone, a component of essential oils, for example, the handedness determines whether it smells like spearmint or caraway.
Carvone may be cleaved using ozone followed by steam, giving di lactone 9, while KMnO gives 10.
The ECH of carvone (4) was slightly less efficient in methanol–water than in micellar and emulsified solutions.
As an α,β;-unsaturated ketone, carvone undergoes conjugate additions of nucleophiles.
The experiment succeeded with the trained perfumers used as subjects, who perceived that a mixture of 60% butanone and 40% mint carvone smelled like caraway.
For example, carvone reacts with lithium dimethylcuprate to place a methyl group trans to the isopropenyl group with good stereoselectivity.
The earliest observation of a cycloheptadiene via the title rearrangement was made by Baeyer in his synthesis of eucarvone from carvone hydrobromide.
In the body, in vivo studies indicate that both enantiomers of carvone are mainly metabolized into dihydrocarvonic acid, carvonic acid and uroterpenolone.
Thymus herba-barona (caraway thyme) is used both as a culinary herb and a ground cover, and has a very strong caraway scent due to the chemical carvone.
The effect of surfactant concentration and pH on the efficiency and stereochemistry of the ECH of carvone (4) was also studied.