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On The Ozonisation of Humulone

โœ Scribed by M. Verzele; H. Depoorter

Publisher
Wiley (John Wiley & Sons)
Year
2010
Weight
140 KB
Volume
68
Category
Article
ISSN
0037-9646

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โœฆ Synopsis

Ozonisation oj the hop bitter acids humulone and Iupulone has been used to determine the localization of the double bonds in the sidechains of the ring (I). The resulting generally adopted structures for humulone and lupulone are I and II.

I 11

Ozonisation experiments on humulone and cohumulone by G. A. Howard and A. R. Tatchell(2) yielded, together with acetone, appreciable amounts oj acetaldehyde (up to 30%). This jact remained unexplained. W. Riedl and J . Nick1 (3) ascribed the acetaldehyde formation either to the presence in hops oj humulone analogues with P-methylbutenyl sidechains or to a hydrogenolysis of a possible ozonisation product of humulone according to the scheme,

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## Abstract It is shown that the composition of the mixture, obtained on hydrogenating humulone, is determined by the amount of absorbed hydrogen, the pH of the solution and the nature of the catalyst. A maximum tetrahydrohumulone yield of 84% is obtained in methanol solution at pH 5,1 with Pt as c