ALKYLHYDRAZIDES AND THEIR PROTONATED FORMS - PHYSICAL METHODS AND AB-INITIO CALCULATIONS

The basicity of hydrazides of the highest aliphatic carboxylic acids R C(O)NHNH2 (R = CnH2n+1 n = 5-12) has been studied by potentiometric ti tration, and IR and IH NMR spectroscopy. Ab initio Hartree-Fock calcul ations using the 6-31G basis set with full optimization of geometry w ere carried out on the simplest acylhydrazines and their possible prot onated forms. Based on these calculations, and the IR and H-1 NMR spec tra, the tautomerism of alkylhydrazides and the structures of their pr otonated forms are discussed.