Minty odor

Many cycHc ketones occur in natural oils. Jasmone [488-10-8] (3-meth5l-2-(2-pentyl)-2-cyclopenten-l-one) (4) is an odoriferous component of the oil obtained from jasmine flowers. /-Menthone [14073-97-3] (5) is the most frequently occurring of four optically active isomers, and is a colorless Hquid with a minty odor obtained from Mentha species of plants. Muscone [541-91-3] (6) and civetone [542-46-1] (7) are expensive animal products. 

Both stereoisomers occur in many essential oils, often as a single enantiomer species. A particularly high concentration (sometimes >50%) is found in oils from Mentha species. The menthones are colorless liquids that possess a typically minty odor the odor of isomenthone is slightly musty. They have a strong tendency to interconvert and are, therefore, difficult to obtain in high purity. Industrial products are mixtures of varying composition. Physical constants of industrially important menthone isomers are listed in Table 1. 

Due to its characteristic penetrating, slightly minty odor, camphor is only used in perfuming industrial products. It is far more important as a plasticizer. 

The residual dementholized oil is a colorless to yellow liquid with a characteristic minty odor typical specifications are given in Table 5 [622],... 

Spearmint oils are obtained by steam distillation of the flowering herbs of Mentha spicata L. (native spearmint) and Mentha cardiaca Ger. (Scotch spearmint). They are colorless to yellow-green liquids with a fresh, caraway-minty odor. 

Mentha Arvensis Oil, Partially Dementholized, occurs as a colorless to yellow liquid with a characteristic minty odor. It is the portion of oil remaining after the partial removal of menthol, by freezing operations only, from the oil of Mentha arvensis var. piperascens Holmes (forma piperascens Malin-vaud) (Fam. Lamiaceae). It is soluble in most fixed oils, in mineral oil, and in propylene glycol. It is insoluble in glycerin. 

Pennyroyal Oil occurs as a light yellow to yellow, aromatic liquid with a minty odor. It is the volatile oil obtained by... 

PROP From Mentha arvensis var. piperascens Holmes (formapiperascens MaUnvaud) (Fam. Cabiatae) (CCPTAY 24,559,81). Colorless to yellow liquid, minty odor. D 0.888-0.908, refr index 1.458 20°. Sol in fixed oils, mineral oil, propylene glycol insol in glycerin. 

Properties Greenish-yellow liquid with minty odor. D 1.1307 (20.8C), bp 213C (717 min), refr index 1.5580 (20C). Slightly soluble in water. Combustible. 

Figure 30.-Projection of the point-molecule representation of minty odor molecules using the Coulomb-like similarity measure.

Carveol (5) is one of the minor components responsible for the odour of spearmint, and is easily prepared by reduction of carvone. Isopulegol (6) is prepared from citronellal, as discussed in the section on menthol below, and is a precursor to other materials in the group. The phenols carvacrol (7) and thymol (8) are important in some herbal odour types, but the major use for thymol is as a precursor for menthol q.v. Piperitone (9) and pulegone (10) are strong minty odorants, the latter being the major component of pennyroyal oil. 1,8-Cineole (11) 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 (12) is an important minor component of mint oils and can be prepared from pulegone. 

It has an ethereal-minty odor, somewhat metallic or chemical . In high dilution, the flavor in aqueous medium is sweet, remotely reminiscent of peppermint sweetness (Arctander, 1967). 

The threadlike (filiform) stipules at the base of the petioles of the upper leaves are a deeper yellow-orange than normal. The bracts (specialized leaves surrounding the flowers) are better developed, longer and more numerous than usual, forming little tufts. The flowering tops are less numerous, more elongate or less compact than typical with 0 to 8 seeds per inflorescence compared with the normal of 40 to 60. The tops arc not sticky and the minty odor is absent even when the plant is crushed between the fingers. 

Physical Description Colorless liquid with a faint, minty odor. 

Buchu leaf ol. Dark yellow to brownish oil with a fresh, sweet-minty odor resembling somewhat that of black currants, with slightly bitter taste. 

Mentha arvensis oU Colorless to light yellow oil with a sharp, fresh, minty odor and a cooling, minty, somewhat bitter-sharp taste which is markedly less sweet and full than that of peppermint oil. Production By steam distillation of the so-called Japanese mint, Mentha arvensis van piperascens, a cultivated form of field mint. Main producers are China and India, where about 80001 Mentha arvensis oil were produced in 1992, this corresponds to 30001 de-mentholized oil and 50001 menthol. 

Definition Oil from Mentha arvensis Properties Colorless to yel. liq., minty odor sol. in fixed oils, min. oil, propylene glycol insol. in glycerin dens. 0.888-0.908 ref. index 1.458 (20 C)... 

Properties Clorless liq. minty odor si. sol. in water dens. 0.89 kg/l (20 C) b.p. 210 C Uses Flavoring agent in foods l-Menthone... 

Properties Mild, sweet-minty odor flash pt. 78 C Toxicology TSCA listed Uses Syn. fragrance... 

The (/ )-(-)- and (5)-(+)-enantiomers of monoterpene ketone carvone are found in various plants. While (5)-(+)-carvone is the main constituent of the essential oil Carum carvi and Anethum gra-veolens, (/ )-(-)-carvone is found in the oil of Mentha spicata var. crispa (Bornscheuer et ah, 2014 O Neil, 2006). Because of minty odor and taste, large amounts of (/ )-(-)-carvone are frequently added to toothpastes, mouth washes, and chewing gums. (5)-(+)-carvone possesses the typical caraway aroma and is mainly used as a avor compound in food industry. Due to its spasmolytic effect, (5)-(+)-carvone is also used as stomachic and carminative Qager et ah, 2001). After separate topical... 

Menthol is a major component of various mint oils. The plant oil, often referred to as peppermint oil (from Mentha piperita) or cornmint oil (from Mentha arvensis), is readily extracted from the plant by steam distillation (Wichtel, 2002). It has a pleasant typical minty odor and taste, and is widely... 

Together with (H-)-pulegone (78%) [derived from alcohol (49)], two new /7-menthene ketones, viz. (+)-4-hydroxypiperitone (92) 410) and ( —)-8-hydroxy-4-/7-menthen-3-one (93) 411), were isolated from Seto-mint grown in the Tokai area. Both hydroxyketones (92) and (93) develop a strong minty odor impression 443). A detailed report on the natural occurrence, the methods of preparation and the chemistry of piperitone [carbonyl derivative of (48)] and related compounds was published recently 422). 

Oil of wintergreen, or methyl salicylate, has a pungent, minty odor and flavor. Because it can pass through the skin, methyl salicylate is used in skin ointments, where it acts as a counterirritant, producing heat to soothe sore muscles. 

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