Chemistry of Natural Compounds

, Volume 19, Issue 2, pp 154–162 | Cite as

The oxymercuration-demercuration of caryophyllenes

  • A. V. Tkachev
  • Yu. V. Gatilov
  • I. K. Korobeinicheva
  • Zh. V. Dubovenko
  • V. A. Pentegova
Article
  • 35 Downloads

Abstract

The oxymercuration-demercuration of caryophyllene (I) at a molar ratio of olefin to mercury salt of 1:2 has been performed. Using various chromatographic methods, the following substances have been isolated from the crude product: clovene (II), 1%; caryophyllane 4,8-α-oxide (III), 52%; 9-epicaryophyllane 4,8-β-oxide (IV), 11%; caryolan-l-ol (V), 5.3%; dihydrocaryophyllen-4α-ol (VI), 11%; caryophyllan-4-ol 5,8-oxide (VII), 6.5%; the symmetrical mercury derivative of the 9-epi-4,8-β-oxide (VIII), 2.1%; and an unknown hydrocarbon, A, 1%. The structure of the oxide (IV) has been established by x-ray structural analysis.

Keywords

Oxide Mercury Organic Chemistry Hydrocarbon Structural Analysis 

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Copyright information

© Plenum Publishing Corporation 1983

Authors and Affiliations

  • A. V. Tkachev
  • Yu. V. Gatilov
  • I. K. Korobeinicheva
  • Zh. V. Dubovenko
  • V. A. Pentegova

There are no affiliations available

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