Abstract
As a part of research program for the synthesis of biologically active substances, the present study was undertaken to synthesize (Z) -9-tricosene (11), a sex pheromone of house fly (Musca domestica), and other related compounds, (Z) -13-heptacosene (12), (Z) -13-nonacosene (13) and (Z) -14-nonacosene (14). The starting materials including saturated aliphatic alcohols (1) (3) (C13 : 1-tridecanol, C14 1-tetradecanol, C15 : 1-pentadecanol) were processed with relatively simple procedures such as bromination, Grignard reaction and dehydration and the sex pheromones (11) (14) were obtained from compounds (1) (3), respectively with yields of 3944%. The IR, NMR, and MS spectra of alcoholic compounds (8) (10), precursors of the sex pheromone derivatives were also determined.
