Alpha-terpineol

The epoxidation of a bulky reactant such as alpha-terpineol was accomplished with Ti-beta as the catalyst. The initially formed epoxide was rearranged to cineol alcohol, as shown in Scheme 10 (18,196,197). 

Thymus vulgaris L. She Xiang Cao (Thyme) (aerial part) Tymol, terpinen-4-ol, pinenes, camphene, myrcene, alpha-phellandrene, limonene, 1,8-cineol, p-cymene, linalool, linalyl acetate, bomyl acetate, alpha-terpinyl acetate, alpha-terpineol, borneol, citral, geraniol, carvacrol.50 510 Anthelmintic, antispasmodic, carminative, diaphoretic, sedative. Treat bronchitis, cancer, diarrhea, gastritis, rheumatism, skin ailments. 

Cymbopogon citratus (DC) Stapf. C. nardus Rendle China Elemicin, cymbopogonol, citral, dipentene. Methylheptenone, beta-dihydropseudoionone, linalool, methylheptenol, alpha-terpineol, geraniol, nerol, famesol, caprylic, citrogellol, citronellal, decanal, famesal, isovaleric, geranic, citronellic.50 60 Treat blood in the urine, fever, antiseptic, preservative. 

Glechoma hederacea L. China 1-pinocamphone, 1-menthone, 1,8-cineol, isomenthone, 1-pulegone, alpha-pinene, beta-pinene, isopinocamphone, limonene, menthol, alpha-terpineol, linalool, p-cymene.48 Febrifuge, anodyne, treat earache, fever, toothache, diuretic, decoagulant, arthritis. 

N.A. Terpenoids, cineole, beta-pinene, alpha-terpineol." Antiseptic, treat cold, sore throats, coughs, chest infections. 

Ham, J.E. and Wells, J.R. (2008) Surface chemistry reactions of alpha-terpineol [(r)-2-(4-methyl-3-cyclohexenyl)isopropanol] with ozone and air on a glass and a vinyl tile. Indoor Air, 18 (5), 394-407. 

Jones, B.T. and Ham, J.E. (2008) Alpha-terpineol reactions with the nitrate radical rate constant and gas-phase products. Atmospheric Environment, 42 (27), 6589-98. 

Wells, J.R. (2005) Gas-phase chemistry of alpha-terpineol with ozone and OH radical rate constants and products. Environmental Science Gj Technology, 39, 6937-43. 

Terpenoid alcohols appeared early in the history of synthetic perfumery because several were readily available from inexpensive essential oils. Alpha-terpineol, citronellol and linalool shown in Figure 7 are important constituents of pine stump oil, citro-nella oil and rosewood oil, respectively. The fourth material listed, hydroxycitronellal, is a hydroxy aldehyde which perhaps has a questionable place in this discussion. It is included because it is one of the most important fragrance chemicals used today. "Hydroxy" is almost a perfume unto itself. Its soft flowery, linden blossom odor blends very well in many floral perfumes. 

The main products are monolitic terpenes such as alpha-terpineol 32. Minor amounts of bicyclic compounds (34), e.g. borneol 31, can be observed. Some of these products are of commercial importance as fragrances with lilac and nutmeg odor (monocyclic alcohols like alpha-terpineol or 1-terpinene-4-ol) or with campher-like and extremely delicate pepper odor (bicyclic compounds). In current industrial practice, the bicyclic alcohol borneol 31 is synthesized by a multi-step procedure. Much research has been done to develop clean processes which have high selectivity towards one of the products starting directly from alpha-pinene 30. 

The hydration/isomerization of alpha-pinene catalyzed by zeolite H-BEA is fast and leads mainly to monocyclic terpenes and alcohols with alpha-terpineol 32 as the principal product (up to 48%) (35). The selectivity to bicyclic products is about 26% which, while still too low, is significantly better than the 5% observed for H2SO4. 

Martin DM, Bohlmann J. Identification of Vitis vinifera (-)-alpha-terpineol synthase by in silico screening of full-length cDNA ESTs and functional characterization of recombinant terpene synthase. Phytochemistry 2004 65 1223-1229. 

C12H20O2 alpha-terpineol acetate 80-26-2 505.75 44.437 2 24691 C12H220 dicyclohexyl ether 4645-15-2 515.65 45.390 1.2... 

Various chemical processes of limonene, which lead to the obtainment of useful chemicals and some analytical methods, are based on these reactions. Many flavor chemicals are synthesized from limonene by reaction with water, sulfur and halogens, or hydrolysis, hydrogenation, boration, oxidation and epoxide formation (Thomas and Bessiere, 1989). Hydroperoxides have also been studied and isolated because of their effect on off-flavor development in products containing citrus oil flavoring agents (Clark et al., 1981 Schieberle et al., 1987). Hydration of d-limonene produces alpha-terpineol, a compound that gives off an undesirable aroma in citrus-flavored products. It is also possible to produce alpha-terpineol and other useful value-added compounds... 

CIC Ethyl butyrate contribute to the fruity, estery note linalool, alpha-terpineol, citronellol and damascenone support the floral, fruity ripe character and 1,8-cineol imparts the freshness. 4-methoxy-2-methyl-2-mercapto butane is responsible for typical catty sulphurous black currant note. Extracts of the black currant buds are more green, herbaceous but they also contain the sulphurous CIC. A similar note, 8-mercapto-p-menthan-3-one has been identified in buchu oil and is often used to imitate the catty black currant aspect. 

CIC The lemon like cold pressed lime oil is characterized by a relatively high citral content, balanced with beta-pinene, gamma-terpinene and neryl acetate. The distilled oil is a mixture of acid catalyzed breakdown products of terpenes 1,4-cineole, 1,8-cineole and alpha-terpineol are the backbones of this oil, rounded off with gamma-terpinene, other terpene hydrocarbons and alcohols. 

Dehydration Reactions. Alpha-terpineol can be formed by the dehydration of cis-terpin hydrate by Brevibacterium strains. 

The above mentioned studies showed that these actions are mainly due to the oxygenated fraction of the oil containing alcohols (mainly linalool and alpha-terpineol), corresponding esters and methyl chavicol, this last extracted from samples of Sardinian wild S. sclarea plants only. All these compounds, when administered separately, had a lesser effect than the essential oils in toto. These results suggest that the antiedematous effect is due to the synergistic action of the constituents of the essential oil. 

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