Synthesis and characterization of all four isomers of methyl 2,4-decadienoate for an investigation of the pheromone components of Pityogenes chaicographus

Abstract

Methyl (2 E,4 Z)-2,4-decadienoate (1), an important pheromone component of Pityogenes chalcographus, and its three geometrical isomers (2–4) have been synthesized and obtained in 99 % isomeric purity. Urea inclusion complexes were used in the final purification procedures. Spectroscopic data (MS, 1H and 13C NMR) of all four isomers are discussed. A photoisomerization study of the decadienoates is presented.