Big Chemical Encyclopedia

Chemical substances, components, reactions, process design ...

Articles Figures Tables About

Carvone properties

Enantiomers can have striking differences however m properties that depend on the arrangement of atoms m space Take for example the enantiomeric forms of carvone (R) (—) Carvone is the principal component of spearmint oil Its enantiomer (5) (+) carvone is the principal component of caraway seed oil The two enantiomers do not smell the same each has its own characteristic odor... [Pg.295]

There are interesting examples of enantiomers that not only are found separately but also have different chemical properties when reacting with some reagent which is itself an enantiomer. For example (+ )-glucose is metabolized by animals and can be fermented by yeasts, but (—)-glucose has neither of these properties. The enantiomer ( + )-carvone smells of caraway whereas (—)-carvone smells of spearmint. [Pg.79]

The oil possesses moderate antibacterial and strong antifungal properties. Thus the appHcation of the oil to the cmst of cheese could serve to prevent the formation of mycotoxia ia the cheese. The optical purity of the carvone ia caraway has been determined usiag a chiral gc column (72). It was found to be (i )(+) = 97.64% and (5 )(—) = 2.36%. [Pg.324]

At the cellular level, the various types of receptor, transporter, enzyme and ion charmel are all chiral in form. Thus although the enantiomers of a drug may have identical physicochemical properties, the way in which they may interact with chiral targets at the level of the cell will give rise to different pharmacod)mamic and pharmacokinetic properties. A few simple examples will illustrate how taste and olfactory receptors can differentiate between enantiomers. Thus R-carvone tastes like spearmint whereas the S-isomer tastes like caraway. Similarly, R-limolene smells like lemon whereas the S-enantiomer tastes of orange. [Pg.95]

Mentha spicata L. M. x piperita L. Menthol, menthone, isomenthone, pinene, myrcene, limonene, cineole, cymene, terpinene, carvone, luteolin."-100-107-130 Carminative, stomachic, mild antispasmodic, expectorant, antiseptic, and local anesthetic properties. [Pg.281]

Which of the following properties or methods can be used to distinguish between (R)-carvone and (S)-carvone ... [Pg.6]

Naming Lipid Stereoisomers The two compounds below are stereoisomers of carvone with quite different properties the one on the left smells like spearmint, and that on the right, like caraway. Name the compounds using the RS system. [Pg.100]

Stypodiol, epistypodiol and stypotriol are secondary diterpene metabolites produced by the tropical brown algae Stypopodium zonaie. These compounds display diverse biological properties, including strong toxic, narcotic, and hyperactive effects upon the reef-dwelling fish. In the laboratory of A. Abad an efficient stereoselective synthesis of stypodiol and its C14 epimer, epistypodiol, was accomplished from (S)-(+)-carvone. The key transformations in the synthesis of these epimeric compounds were an intramolecular Diels-Alder reaction, a sonochemical Barbier reaction and an acid-catalyzed quinol-tertiary alcohol cyclization. [Pg.39]

Properties Yellowish liquid. D 0.900-0.910. Insoluble in water soluble in alcohol. The oil obtained from the caraway seed. The chief components are carvone and rf-limonene. [Pg.228]

Properties. The carvones are colorless to slightly yellow liquids. (-l-)-Carvone has a herbaceous odor reminiscent of caraway and dill seeds, whereas (-)-carvone has a herbaceous odor reminiscent of spearmint. Depending on the reaction conditions, hydrogenation of carvone yields either carveols or dihydrocarvone, which are also used as flavor compounds. When treated with strong acids, carvone isomerizes to carvacrol. [Pg.64]

Carveol is one of the minor components responsible for the odour of spearmint. It is easily prepared by reduction of carvone. /.vopulegol is prepared from citronellal, as discussed in the section on menthol, and is a precursor to other materials in the group. The phenols carvacrol and thymol are important in some herbal odour types, but the major use for thymol is as a precursor for menthol q.v. Piperitone and pulegone are strong minty odorants. The latter is the major component of pennyroyal oil. 1,8-Cineole is the major component of such eucalyptus oils as Eucalyptus globulus. These oils are inexpensive and so there is no need to prepare cineole synthetically. Menthofuran is a minor component of mint oils and can be prepared from pulegone, though normally, its presence in mint is undesirable because of its odour properties. [Pg.72]

The two nonsuperimposable mirror image molecules are called an enantiomeric pair and each is the enantiomer of the other. The separated enantiomers have identical properties with respect to achiral environments. They have the same solubility, physical, and spectroscopic properties and the same chemical reactivity toward achiral reagents. However, they have different properties in chiral environments. The enantiomers react at different rates toward chiral reagents and respond differently to chiral catalysts. Usually enantiomers cause differing physiological responses, since biological receptors are chiral. For example, the odor of the R- (spearmint oil) and S- (caraway seed oil) enantiomers of carvone are quite different. [Pg.123]

In stereochemical terms, menthol is more complex than carvone. Menthol has three asymmetric centres, viz carbons 1, 3 and 4 of the ring. With three centres, this means that there are 23 (i.e. 8) individual isomers. Each of the isomers will have a complementary one with which it is enantiomeric. Thus, menthol exists as four pairs of diastereomers. Each diastereomeric pair will have slightly different physical and chemical properties and may therefore be separated from the other three by simple physical methods such as distillation, crystallisation and chromatography. The eight isomers of menthol are tabulated in Figure... [Pg.83]


See other pages where Carvone properties is mentioned: [Pg.286]    [Pg.11]    [Pg.462]    [Pg.20]    [Pg.61]    [Pg.178]    [Pg.470]    [Pg.185]    [Pg.286]    [Pg.33]    [Pg.64]    [Pg.159]    [Pg.460]    [Pg.600]    [Pg.132]    [Pg.283]    [Pg.379]    [Pg.3]    [Pg.260]    [Pg.183]    [Pg.122]    [Pg.32]    [Pg.401]    [Pg.87]    [Pg.23]    [Pg.64]    [Pg.379]    [Pg.188]    [Pg.120]    [Pg.104]   
See also in sourсe #XX -- [ Pg.223 , Pg.224 , Pg.225 , Pg.226 ]




SEARCH



Carvon

Carvones

© 2024 chempedia.info