Constitution of Two New Terpenes, Menogene and Menogerene (C10H16 and C10H14).–The Mechanism of Cyclisation of Citronellal and Citral

Publisher Website
Google Scholar
Abstract
One of the writers (Horiuchi) has proposed a mechanism of the cyclisation which occurs in treatment of citronellal and citral with sulphuric acid. The constitutions of two new terpenes, C10H16 and C10H14, produced by the reaction, are cleared up and they are named menogene and menogerene respectively. The mechanism of cyclisation of citronellal and citral or generally of olefinic terpene aldehydes is largely cleared up. The intermediate state of these compounds in organisms is assumed. Not only the ring formation, but also the formation process of the terpenes is suggested. It is also shown that the semicyclic double bond is unstable and changes its position into the ring, taking the form of p-cymene. Especially these two olefinic terpene aldehydes show the same behavior; that is, water is not needed for the ring formation; the terpenes are formed by dehydration of the hydrate; and the forms and positions of the double bonds are completely corresponding. Their derivatives, menogene nitrosite and menogerene bromides, and 1-methyl-Δ-cyclohexadiene are formed and their natures are described.

This publication has 5 references indexed in Scilit: