Cookies on this website

We use cookies to ensure that we give you the best experience on our website. If you click 'Accept all cookies' we'll assume that you are happy to receive all cookies and you won't see this message again. If you click 'Reject all non-essential cookies' only necessary cookies providing core functionality such as security, network management, and accessibility will be enabled. Click 'Find out more' for information on how to change your cookie settings.

The molecular geometry of the title compound, C15H22O, has been determined by X-ray diffraction. The double bonds in the 2,6,9,9-tetramethylcycloundeca-2,6,10-trienone ring have trans-stereochemistry. The conformation of the macrocycle differs from that found in several derivatives of humulene, C15H24, and is related to one of the low-energy conformations of cycloundecane. Force-field calculations indicate that this zerumbone conformation is of lower energy than the alternative humulene-like conformation. Crystallographic data are a = 12.619(2), b = 7.290(3), c = 23.422(3) Å, β = 98.06(1)°, 2 = 4, space group P21/c. Diffractometer intensity measurements were made with Cu-Kαradiation and least-squares adjustment of the atomic parameters converged at R 0.046 for 3 222 |F0| values.



Journal of the Chemical Society, Perkin Transactions 2

Publication Date



245 - 247