Unsaturated Hydrocarbons with Fruity and Floral Odors

Abstract

Hydrocarbons usually do not exhibit odors of interest or well-defined character. However, certain cyclic alkenes have been associated with typical and pleasant notes, such as fruity, green, and floral. One of the best known examples is represented by the isomeric megastigmatrienes, endowed with a pleasant smell of tropical fruits. From the structures of these odorants, 24 analogues and homologues, most of them cyclic alkenes, but including also some open-chain alkenes, have been synthesized to define structural parameters related to the characteristic odors of these compounds. The number and position of double bonds, the substitution on the ring, and the size of the ring are the variables taken into account. Most of the new compounds present a mainly fruity character, associated in several cases with floral and green notes, producing an overall sensation described as "tropical fruit".