PRIMARY ALKYL AMINOLYSIS OF O-(2,4-DINITROPHENYL)-P,P'DISUBSTITUTED BENZOPHENONE OXIMES IN BENZENE

The reactions of three O-aryl oximes ((C(6)H(4)X)(2)C = N - O - C6H3(NO2)(2); X = Cl-, F-, CH3O-) with three primary amines (n-butylamine, n-hexylamine and n-dodecylamine) have been studied at different temperatures (20-40 degrees C) in benzene. The aminolysis reactions have been found to be base-catalysed with an uncatalytic step and second order in amine. The occurrence of uncatalytic route has been explained due to intramolecular hydrogen bonding of ammonium proton to the oxygen of leaving group which finds support in the low energy of activation observed. The reaction rates decrease in the order BuNH(2) > HexNH(2) > DodNH(2) which has been explained in the light of steric hindrance.