Alcohols terpene

C10H13O. B.p. 225-226"C. A terpenic alcohol and a constituent of neroli, petit-grain and bergamot, and of many other essential oils. Nerol has a blander smell than its isomer, geraniol, and is more valuable as a constituent of perfumes. 

An optically active, secondary terpene alcohol. ( —)-Piperilol is found in various eucalyptus oils and (-l-) piperitol in the oil from a species of Andropogon. A somewhat viscous oil of pleasant smell. It yields piperitone on oxidation with chromic acid. 

Pine Oil. This oil is obtained by extraction and fractionation or by steam distillation of the wood of Pinuspalustris Mill, and other species. Most of the oil is produced ia the southeastern United States. The composition of the oil depends on the fractions chosen, but the chief constituents are terpene alcohols, mainly terpiaeol. Piae oil finds use as a germicide ia disiafectants and soaps as an ingredient ia iasecticides, deodorants, poHshes, sweepiag compounds, and catde sprays and as raw material for the manufacture of perfumery-grade terpiaeol [8000-41 -7], anethole [104-46-1], fenchone (137), and camphor (35). 

Gum Elemi. This resin, tapped from trees in the Philippines, contains a higher concentration of essential oils than other natural resins. It is a soft, sticky, plastic material that can be deformed manually. Gum elemi [9000-75-3] contains 20—25% essential oils, 13—19% acids, 30—35% resenes (condensed decarboxylated resin acids), and 20—25% terpenic resinols (condensed terpene alcohols). It has an acid number of 20—35 and a saponification number of 20—40. Gum elemi is a film-forming plasticizing resin used in lacquers. 

Volatiles or Aroma. The essential oil, or aroma, of tea provides much of the pleasing flavor and scent of green and black tea beverages. Despite this, volatile components comprise only - 1% of the total mass of the tea leaves and tea infusions. Black tea aroma contains over 300 characterizing compounds, the most important of which are terpenes, terpene alcohols, lactones, ketones, esters, and spiro compounds (30). The mechanisms for the formation of these important tea compounds are not fully understood. The respective chemistries of the aroma constituents of tea have been reviewed... 

Terpenes are characterized as being made up of units of isoprene in a head-to-tail orientation. This isoprene concept, invented to aid in the stmcture deterrnination of terpenes found in natural products, was especially useful for elucidation of stmctures of more complex sesquiterpenes, diterpenes, and polyterpenes. The hydrocarbon, myrcene, and the terpene alcohol, a-terpineol, can be considered as being made up of two isoprene units in such a head-to-tail orientation (1). 

Uses ndReactions. The largest use of myrcene is for the production of the terpene alcohols nerol, geraniol, and linalool. The nerol and geraniol are further used as intermediates for the production of other large-volume flavor and fragrance chemicals such as citroneUol, dimethyloctanol, citroneUal, hydroxycitroneUal, racemic menthol, citral, and the ionones and methylionones. 

Principal terpene alcohol components of piae oils are a-terpiueol, y-terpiueol, P-terpiueol, a-fenchol, bomeol, terpiuen-l-ol, and terpiaen-4-ol. The ethers, 1,4- and 1,8-ciaeole, are also formed by cycli2ation of the p-v( enthane-1,4- and 1,8-diols. The bicycHc alcohols, a-fenchol [512-13-0] (61) and bomeol (62), are also formed by the Wagner-Meerweiu rearrangement of the piaanyl carbonium ion and subsequent hydration. Bomeol is i7(9-l,7,7-trimethylbicyclo[2.2.1]heptan-2-ol [507-70-0]. Many other components of piae oils are also found, depending on the source of the turpentine used and the method of production. 

Since the acetal exists in equiUbtium with the aldehyde, it is possible for the aldehyde to be released when water is added in a mixed drink, changing the balance and giving a burst of freshness to a mixed drink. Ethyl esters of terpene alcohols in citms oils and other botanicals, plus the ethyl esters of fatty and volatile acids, are formed during prolonged exposure to ethyl alcohol. Certain beverage alcohol products that need to contain milk, eggs, or other protein containing materials must be developed carefully and the added flavors must be considered to prevent the precipitation of the protein and separation of the product. 

Camphor [126-04-5] (11), menthol [89-78-1] (12), and thymol [89-83-8] (13) ate used in topical over-the-counter cough and cold preparations. Camphor is isolated from the camphor tree, Cinnomomum camphora T. Nees Eherneier, or prepared synthetically from a-pinene or isobomeol. About 75% of the camphor sold in the United States is synthetic. Menthol, commercially the most important terpene alcohol, is obtained by crysta11i2ation from... 

The fact that the amount of total linalol decreases whilst the richness in linalyl acetate increases, proves that linalol appears in the plant at an earlier period than its acetic ester. Further, the free acetic acid acting on the linalol esterifies a portion of it, whilst another portion of this terpene alcohol is dehydrated, with the production of limonene and. dipentene, which are the usual resultants of linalol in presence of certain dehydrating agents. This view is corroborated by the fact that the quantity of the mixed terpenes increases during the esterification, without the slightest variation being observed in the ratio between the... 

The sharp (camphoraceous ) alcohols of the terpene alcohols of the borneol type. 

This alcohol is almost invariably present in those essential oils which contain aliphatic terpene alcohols, but in most of these it is present in very small amount, and it is only from ambrette seed oil that any quantity has been prepared. Ambrette seeds contain about 0-1 per cent, of this alcohol, which, when freed from decylic alcohol which is also present, has the following characters —... 

The next series of alcohols to be examined is that in which the members retain the benzene nucleus in a more or less substituted -condition, as distinguished from those in which the benzene nucleus has been so altered as to bring the alcohols within the series known as the terpene alcohols A certain number of these alcohols are found in nature, but some of them are prepared synthetically, and, although not yet found naturally, are exceedingly useful in the preparation of perfumes. 

Modena and colleagues47 have developed use of some chiral, non-racemic terpene alcohols as directing groups for highly diastereoselective m-chloroperbenzoic oxidation of sulfides into sulfoxides. Specifically the isobornyl vinylic sulfides 8 undergo hydroxyl-directed oxidation to give a 9 1 ratio of diastereomeric sulfoxides (equation 11). 

Scheme 25 Diastereoselective benzannulation with chiral terpene alcohols...

Fig. 4.12 Compounds 347-356, a terpene alcohol and flavonoids from Eucryphia...

BOD COD AOX VOCs [terpenes, alcohols, phenols, methanol, acetone, chloroform, methyl ethyl ketone (MEK)] VOCs (terpenes, alcohols, phenols, methanol, acetone, chloroform, Air... 

VOCs (terpenes, alcohols, phenols, methanol, acetone, chloroform, MEK) Air... 

Pickett, O.A., Peterson, J.M. (1929) Terpenes and terpene alcohols. I.- Vapor pressure-temperature relationship. Ind. Eng. Chem. 21, 325-326. 

Table 11.1). In both cases, (ii)-nerolidol was not detected or found only in traces in the volatile blend, indicating a rapid conversion of this terpene alcohol into DMNT. Despite finding nerolidol synthase activities, the identification of the respective genes involved in DMNT formation has lagged behind. Schnee et al. 

Pine oil is a by-product of the pulp industry. This oily liquid contains a mixture of terpene alcohols and monoterpenes and is available under the trade name Norpine-65. Snowshoe hare, L. americanus, and voles,M. townsendii, consume less laboratory chow, apples, or carrots if they are treated with pine oil. This response did not habituate within the time of the experiment. When considering the use of pine oil as a herbivore repellent, we have to keep in mind that it is phytotoxic to seedlings if applied topically (Bell and Harestad, 1987). Red deer, C. 

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