Carveol

Apparently only a-terpinene and -y-terpinene have been found occurring naturally in essential oils. All the terpinenes are formed artificially from other terpinenes, or from geraniol, cineol, terpin hydrate, linalol, dihydro-carveol, and numerous other compounds. 

On oxidation with chromic acid in acetic acid solution, dihydrocarveol yields dihydrocarvone, which has a specific gravity 0 928 at 19°, and refractive index 1-47174. The dihydrocarvone from Zae o-dihydro-carveol is dextro-rotatory, and -vice versa. Its oxime melts at 88° to 89° for the optically active variety, and at 115° to 116° for the optically inactive form. 

Carboiimide-polystyrene, 95, 99 Carbonyl compounds, 36 Carcinogens, OSHA list of, 128 Carveol [2-Cyclohexen-l-ol, 2-methyl-5-(1-methylethenyl)-], 106 Carveol acetate [2-Cyclohexene-l-ol, 2-... 

Microalgae were used for oxidation and hydroxylation of organic compounds (Fig. 3). For example, hydroxylation of (5 )-limonene affords a mixture of cis and trans carveols. " By hydroxylation and oxidation using Chlorella, " ... 

Bouwmeester HJ, Davies JAR, Toxopeus H, Enantiomeric composition of carvone, limonene, and carveols in seeds of dill and annual and biennial caraway YiLnexies, JAgricFood Chem 43 3057-3064, 1995. 

Acylation of limonene at the disubstituted double bond is favoured by a factor of 2.3 over reaction at the trisubstituted double bond using acetyl hexachloroan-timonate. Mixed alkylcuprate alkylation of tricarbonylcyclohexadienyliron salts has been used to synthesize the a-phellandrene tricarbonyliron complex. Dichlorocarbene addition to limonene in the presence of 1,4-diazabicy-clo[2,2,2]octane is almost 100% stereoselective at the trisubstituted double bond (no yield given) (cf. Vol. 6, p. 31) in contrast to dibromocarbene addition to carvone (Vol. 7, p. 34), dichlorocarbene addition to the carveols is not regio-specific. ... 

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