Propynyl benzyl ethers having juvenile hormone-like activity which are 4-halogen, lower alkyl, lower alkoxy or propynyloxy substituted or 3,4-lower alkylenedioxy substituted and which can also be 3,5- and/or .alpha.-substituted, and insecticide compositions that include at least one propynyl benzyl ether and that can also include a conventional insect-poison.
New phenoxy-phenyl ethers, their manufacture and use for the control of insects and representatives of the order acarina are disclosed. The compounds correspond to the formula ##STR1## wherein W represents --O--, --S--, R.sub.1 represents C.sub.1 --C.sub.6 -alkyl, C.sub.3 --C.sub.6 -cycloalkyl or C.sub.5 --C.sub.6 -cycloalkenyl, C.sub.2 --C.sub.4 -haloalkenyl, C.sub.3 --C.sub.5 -alkynyl, C.sub.2 --C.sub.4 -alkenyl or benzyl, R.sub.2 represents hydrogen, methyl or ethyl, R.sub.3 represents hydrogen or methyl, or R.sub.2 and R.sub.3 together with the chain represent a 5- or 6-membered saturated ring, and R.sub.4 and R.sub.5 each represent hydrogen or methyl.
A compound of the formula: ##STR1## wherein X is a hydrogen atom, a halogen atom, a C.sub.1 -C.sub.3 alkyl group or a C.sub.1 -C.sub.3 alkoxy group and Y is a hydrogen atom, a halogen atom, a cyano group, a formyl group, an ethylene-dioxymethyl group, a hydroxyl group, a hydroxymethyl group or a group of either one of the formulas: --CH.dbd.N--OR.sup.1, --COOR.sup.2, --CONH--R.sup.2 and --CH(OR.sup.3).sub.2 in which R.sup.1 is a hydrogen atom, a C.sub.1 -C.sub.3 alkyl group, a C.sub.3 -C.sub.5 alkenyl group, a C.sub.3 -C.sub.5 alkynyl group, a halo(C.sub.3 -C.sub.5)alkynyl group or a C.sub.1 -C.sub.3 alkyl group substituted with a phenyl group or a cyano group, R.sup.2 is a hydrogen atom, a C.sub.1 -C.sub.3 alkyl group, a C.sub.3 -C.sub.5 alkenyl group or a C.sub.3 -C.sub.5 alkynyl group and R.sup.3 is a C.sub.1 -C.sub.3 alkyl group, with the proviso that X and Y are not simultaneously hydrogen atoms, which is useful as a fungicidal agent against phytopathogenic fungi, particularly their strains resistant to benzimidazole or thiophanate fungicides and/or cyclic imide fungicides.