Synthesis and biological activity of permethrinic acid analogs containing various substituents in position 2 of the cyclopropane ring

A number of permethrinic acid ethyl ester derivatives having various substituents [Et, Pr, Ph, Ph(CH2)n (n = 1, 2), etc.] in position 2 of the cyclopropane ring were synthesized, and their insecticidal acivity against typhoid flies, rice weevils, and bean aphides, as well as juvenoid activity on flour beetle chrysalises, was studied. The newly synthesized compounds turned out to exhibit weak insecticidal activity against standard insects but pronounced juvenile hormone activity, which differentiates them from permethrinic acid esters.