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Odoriferous constituents of Dictyopteris
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|Title:||Odoriferous constituents of Dictyopteris|
|Authors:||Pettus, John Anthony|
|Keywords:||Marine algae -- Analysis|
|Abstract:||The genus Dictyopteris is one of the few genera of seaweeds possessing odor. Its essential oil is composed of C11 hydrocarbons. The isolation and identification of eight hydrocarbons, viz. dictyopterene A [(+)-(R,R)-trans-l-(trans-hex-l'-enyl)-2-vinylcyclopropane (1)], dictyopterene B [(-)-(R,R)-trans-l-(trans,cis-hexa-l',3'-dienyl)- 2-vinylcyclopropane (2)], trans, cis, cis-undeca-l,3,5,8- tetraene (3), trans,trans,cis-undeca-l,3,5,8-tetraene (4), trans, cis-undeca-l,3,5-triene (5), trans,trans-undeca-l,3,5-triene (6), dictyopterene C' [(-)-(R)-6-butylcyclohepta-l,4-diene (7)], and dictyopterene D' [(+)-(S)-6-(cis-but-l'-enyl)-cyclohepta-l,4-diene (8)] are described.^(1,2,3,4) The compounds were separated by gradient chromatography on silver nitrate-silica gel and gas chromatography and were identified by spectroscopic and chemical methods. Biogenesis of the hydrocarbons is discussed. The thermal Cope rearrangements of 1→9 and 2→10 have been shown to be stereospecific and to involve a diradical intermediate. Compounds 9 and 10 were found to be identical in all respects except optical properties with 7 and 8 respectively.|
Thesis (Ph. D.)--University of Hawaii, 1971.
Bibliography: leaves -219.
xvi, 219 l illus., graphs, tables
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|Appears in Collections:||Ph.D. - Chemistry|
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