Menthol 5-methyl-2- cyclohexanol

Menthol = (-)-(lJf,25, 5J )-2-Isopropyl-5-methyl-cyclohexanol (+)-Menthol = (+)-(15,2J ,5 S)-2-Isopropyl-5-methyl-cyclohexanoI... 

Synonyms Cyclohexanol, 2-isopropyl-5-methyl- Cyclohexanol, 5-methyl-2-(1-methylethyl)- Hexahydrothymol 2-lsopropyl-5-methylcyclohexanol 3-p-Menthanol p-Menthan-3-ol 5-Methyl-2-isopropylcyclohexanol 5-Methyl-2-isopropyl hexahydrophenol 5-Methyl-2-(1-methylethyl) cyclohexanol Peppermint camphor Racemic menthol Classification Diterpene alcohol Definition Alcohol obtained from diverse mint oils, Mentha spp. or prepared synthetically may be levorotatory (I-), from natural or syn. sources, or racemic (dl-)... 

The first successful industrial production of ( )-menthol was based on 3-methyl-phenol 2, which was transformed in two steps into 2-isopropyl-5-methyl cyclohexanol 4, i.e., into the menthol skeleton (Scheme 9.1) [10]. This structure has three stereogenic centres and therefore 2 = 8 stereoisomers. The inherent beauty of this process resides in the complete regioselectivity of isopropylation, controlled stereoelectrorrically by the two substituents oti the aromatic ring, and the high diastereoslectivity of hydrogenation to the all-trans product, one of three possible racemic diastereomers. 

Monocyclic monoterpenes include the fully saturated menthol (5-methyl-2-isopropyl-cyclohexanol) (C6) (peppermint smell), the fully unsaturated analogue thymol (5-methyl-2-isopropylphenol) (G6) (smell of thyme) and the partially unsaturated a-terpinene (5,6-dihydro-4-isopropyltoluene) (G6) (lemon odour). Variants derive from different degrees of unsaturation and substitution and from different functional groups (e.g. alkyl, hydroxyl, aldehyde, peroxy and keto groups). 

SYNS FEMA No. 2665 4-ISOPROPYL-l-METHYL-CYCLOHEXAN-3-OL dl-3-p-MENTHANOL 3-p-MENTHOL MENTHOL racemic MENTHOL racemique (FRENCH) 5-METHYL-2-(l-METHYLETHYL)-CYCLOHEXANOL (l-0,2-P,5-a)... 

Figure 1. Diagrammatic representation of olfactory receptor cell activity during odour stimulation. The spot size is roughly proportional to spike frequency (spike/min). Receptor cells taken at random from the epithelium of a frog are identified hy a serial number in the left column (60 in all). ACE - acetophenone, ANI - anisole, BUT - n-butanol, CAM - DL-camphor, CDN - cyclodecanone, CIN - cineole, CYM, p-cymene, DCT D-citronellol, HEP - n-heptanol, ISO - isoamylacetate, IVA - isovaleric acid, LIM -D-linonene, MAC - methyl-amylketone, MEN - L-menthol, PHE - phenol, PHO -thiophenol, PYR - pyridine, THY - thymol, XOL - cyclohexanol, XON - cyclohexanone. (From Sicard Holley [7]).

Cyclohexanol, 5-methyl-2-(1-methylethyl)-, monoester with boric acid (H3BO3), (1R,2S,5R)-rel- Cyclohexanol, 5-methyl-2-(1-methylethyl)-, monoester with boric acid (H36O3), (1a,2p,5a)- Menthyl borate. Decomposes in solution into its components. Source of menthol. Insoluble in H2O, EtOH, soluble in organic solvents. 

Cyclohexanol. See Cyclohexanol Cyclohexanol acetate. See Cyclohexyl acetate Cyclohexanol, 4-t-butyl- Cyclohexanol, 4-(1,1-dimethylethyl)-. See 4-t-Butylcyclohexanol Cyclohexanol, 2-(1,1-dimethylethyl)-, acetate. See 2-t-Butylcyclohexyl acetate Cyclohexanol formate. See Cyclohexyl formate Cyclohexanol, 1 -((1-hydroperoxycyclohexyl) dioxy)-. See Cyclohexanone peroxide Cyclohexanol, 4,4 -isopropylidenedi-. See Bisphenol A, hydrogenated Cyclohexanol, 2-isopropyl-5-methyl-. See Menthol... 

Synonyms Acetic acid, p-menth-3-yl ester, DL- Cyclohexanol, 5-methyl-2-(1-methylethyl)-, acetate dl-p-Menthan-3-yl acetate Menthol,... 

Methyl methylethyl cyclohexane 1-Methyl-4-(1-methylethyl) cyclohexane. See p-Menthane [1S-(1a,2a,5p-5-Methyl-2-(1-methylethyl)-cyclohexanol. See d-Neomenthol 5-Methyl-2-(1-methylethyl) cyclohexanol. See Menthol... 

Summary The interaction of organoacetoxysilanes with menthol, eugenol, vanillin, citronellol, phenol, cyclohexanol and hexanol was investigated. Products of full and partial esterification were obtained. The hydrolysis of alkoxy(aroxy)silanes and acetoxyalkoxy(aroxy)silanes in a solution of methyl ethyl ketone or THF and on a cellulose surface was investigated. Rates of acetoxyalkoxy(aroxy)silane hydrolysis on the cellulose surface were by 1-2 orders lower than in a solution, but the dependence on the nature of the substituents remained. 

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