O -Phellandrene

Clover 2 has isolated a terpene from elemi oil, which he claims to be pure o-phellandrene, and which has an optical rotation of -i- 129-8°. 

Michael Orfanopoulos, Georgios C. Vougioukalakis and Manolis Stratakis TABLE 25. Photooxygenation of (R)-(—)-o -phellandrene in zeolite and in solution... 

Amylcyclopentenone Cam phene 3-Carene Didehydropinane d-Limonene dl-Limonene l-Limonene p-Menthadiene Myrcene Ocimene o-Phellandrene (+)-a-Phellandrene a-Pinene P-Pinene a-Terpinene y-Terpinene Terpinolene (CioHie)x Polydipentene CioHieBrN... 

An Elemi oil from SviUthern Nigeria has been found to contain luuch phellandrene and to have a spectfio gravity O bhSh and rotatioo +-. 70". 30",... 

The synthesis of the tetracyclic intermediate 49 was therefore studied in the hope that it might further cyclize to the desired lycorine skeleton. Birch reduction of o,p-dimethoxyphenethylamine led to the amine 50 which was converted into 51, giving rise in turn upon hydrolysis to 49. Its structure rests on physical data. Ordinary methods for nitro group reduction seemed to also destroy the 289-nm chromophore, but hydrogen transfer (a-phellandrene and Pd/C) gave a product which analyzed for the product of nitro reduction to amine in 49, the mass spectrometric data also being in agreement. The product was, however, not affected by diazotization, and, on the basis of spectral data, was... 

Composition The chemical composition of natural essential oils can be tremendously variable. A typical composition for this material may be 1,8-cineole 70-90°/o, with a-pinene, af-limonene, poro-cymene, a-phellandrene, camphene, a-terpinene. 

Several other dienes also react with the dicyano-O-tosyl compound 37. A few specific examples are shown in Scheme 2-XII. In some cases, the initial Diels-Alder adduct is unstable and on heating decomposes to a 2-cyanopyridine. This elimination can be effected cleanly in refluxing ethanol and provides a potentially useful pyridine synthesis. However, the methodology is severely limited by the fact that only very reactive dienes undergo the initial cycloaddition. For example, butadiene, 1,4-diphenylbutadiene, and phellandrene are unreactive. ... 

COj(C0)g(PBU3)21 and [HCo(CO)2(PBU3)2l are good catalysts for the hydrogenation of terpenes (o-terpinene, a-phellandrene and limonene) in and A -methenes . Micellar-promoted... 

Fig. 22.1. Storage of ground black pepper at room temperature - changes in the concentrations of odorants, (a) ( - ) 3-methylbutanal, (o-o) a-pinene, ( - ) myrcene, ( - ) a-phellandrene (b) (A-A) limonene, (A—A) 1,8-cineol, ( —T) linalool...

The oil contains Z-a-pinene, Z-phellandrene, sylvestrene, cadinene, and bornyl acetate. Bocker and Hahn have recently isolated from the oil an aldehyde of the formula CjjHjigO, an oxygenated body of the formula CjjHj O, the nature of which has not yet been determined, and a hody of the formula CgHj O, having the characteristic odour of the oil. This body is a cyclic compound, and has been named pumilone, having the general characters of a ketone. It has the following characters —... 

The following bodies have been detected in star aniseed oil Dextro-o-pinene, phellandrene (in several" modifications), cymene, cineol, di-pentene, Z-limonene, a-terpineol, methyl-chavicol, hydrokinone ethyl ether, safrol, a sesquiterpene, anise ketone CgH (OCH3)(CH3. CO. CHj), and anethol. 

Contains 60-75% phenols consisting mostly of carvacrol (13-74%) and thymol (139%), plus a- and P-pinene, thujone, camphene, carene, myrcene, terpinene, limonene, a-phellandrene, cw-O-ocimene, y-terpinene, and others. ... 

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