Alcohol citronellol

These aldehydes, of the formula Cj E gO, are those corresponding to the alcohols citronellol and rhodinol (assuming, as is apparently true, that they are distinct compounds as indicated under citronellol. Their constitutions would therefore be as follows —... 

Citronellic acid, C Hj-. COOH, is the acid corresponding to the alcohol citronellol, and is present in the essential oil of Barosma jmlcliel-lum. It has the following characters —... 

In Coriandre (Couturier 1973) the top note is of coriander, ylang, styrallyl acetate, and undecylenic aldehyde, with geranium as part of the rose note. The type of rose base, which probably makes up some 10% of the formula, is a classic combination of phenylethyl alcohol, citronellol, geraniol, geranyl acetate, honey notes such as ethyl phenylacetate and phenylethyl phenylacetate, phenylacetaldehyde, rosatol, camomile, and violet leaf. Apart from hydroxycitronellal, Lyral, and phenylacetaldehyde glyceroacetal add to the muguet character. 

For this sample the results show identification of 13 major components out of 289, making up 81.25% of the total components. The volatile monoterpene -pinene (peak 1) is the first off the column. The alcohols citronellol (10) and geraniol (11) are responsible for the odour characteristics of geranium, which is lifted and activated by the two rose oxides (2 and 3). The 6,9-guaiadiene (7) is a non-terpene hydrocarbon that acts as a back note but it is not a powerful odour. Component 12 is geranyl butyrate component 13 is epi—eudesmol. Chromatograms and data supplied by Jenny Warden of Traceability. 

In citrai hydrogenation the aim is to maximize the yield of the unsaturated/desired alcohol, citronellol, which is used in the perfumery industry. The reaction scheme of citrai hydrogenation is displayed in Scheme 1. The product distribution in citrai hydrogenation is steered by the selection of the catalyst high selectivities to the desired product, citronellol, can be obtained over nickel catalysts [9]. 

Another example that demonstrates some of the power of the DEPT technique is the terpenoid alcohol citronelloL... 

Fig. 9.8 Selectivities for Rh-Ce/Si02 (a) and Rh-Ge/Al203 (b) catalysts prepared by surface redox reaction at 50% citral conversion (T,e,cion=70°C, PH2=76bar, isopropanol as solvent) ( ) citronellal (a) unsaturated alcohols ( ) citronellol. Reprinted from G. Lafaye, C. Micheaud-Especel, C. Montassier, P. Marecot, Appl. Catal. A, 2002, 230,19-30, Copyright (2002), with permission from Elsevier.

Intermolecular hydrogen bonds may be instrumental in reducing intensity of odor, as Shiftan and Feinsilver (1964) have found in two related terpene alcohols, citronellol (CXXVI) and linalool (CXXVII). These alcohols have the same skeleton. 

A compound known as matsuone is the sex pheromone of the pine bast scale, and it was synthesized in several steps from the alcohol citronellol. A key intermediate in the synthesis was the nitrile (5)-4,8-dimethyl-7-nonenenitrile. Show how this nitrile could be prepared from citronellol in two steps. 

The alcohol citronellol is a terpene found in rose oil. The product formed when citronellol is oxidized with pyridinium chlorochromate (PCC)... 

Molecular structures of monoterpenoids are present as three major types acyclic, monocyclic and bicyclic. Oxygenated derivatives of acyclic monoterpenes are more widespread in nature than acyclic monoterpenes themselves. Such derivatives are the monoterpene alcohols citronellol and geraniol, or the monoterpene aldehydes citronellal and geranial. Mononocyclic monoterpene hydrocarbons are exemplified by limonene, which is a major component of orange and lemon peel oils, and p-phellandrene, which is emitted by conifer trees under biotic stress. These compounds are relatively common in nature. Bicyclic monoterpenes are represented by the aforementioned a-pinene, one of the most abundant and important monoterpenes. 

Alcohols. Aceto-formylation method, total alcohols, tertiary terpene alcohols, citronellol by formylation. 

Optical rotation. Befractive index at 26 Melting-point Total alcohols Citronellol. 

Specific gravJty Rotation. Alcohols. Citronellol Congealing-point Stearoptene... 

Acid Phthalates.—The preparation of acid phthalates and their use for diflferentiation between primary, secondary, and ter-tiar " alcohols has been discussed in Chapter III. w-Butyl and benzyl alcohols, citronellol, geraniol, etc., are conveniently identified by this method. 

Trimethylene glycol 2-Phenylethyl alcohol Citronellol Geraniol n-Decanol Diethylene glycol Triethylene glycol Glycerol... 

Both products are used in all kinds of floral high-class perfumes, where the oil makes its effect felt even in traces in the top notes (- odor description). R. blends well with jasmine and fruity notes. In flavors, main uses are fruit flavors and tobacco flavorings. Main constituents phenylethyl alcohol, citronellol, geraniol and esters. 

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