Synthesis and Pesticide Activity of some New Arylic and Pyridylic Oxime Ether Derivatives of Ionone

Some oxime ether derivatives of α-ionone (4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one) have been synthesized. Reaction of 4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-ketoxime with various chloro and fluoro aromatic and hetero aromatic compounds gave the corresponding oxime ether derivatives via aromatic nucleophilic substitution (SNAr). The structures of these compounds were elucidated by IR, 1H NMR, 19F NMR and 13C NMR spectroscopic methods. All the compounds were screened in vitro against the common pistachio psylla, Agonoscena pistaciae, fifth instar nymphs. Results showed that compound 3c (LC50 value of 227.76 mg l-1) was much more toxic to fifth instar nymphs ofcommon pistachio psylla than compound 3a (LC50 = 1539.14 mg l-1) and compound 3f (LC50 = 569.319 mg l-1).