Abstract

Conformations and configurations were assigned to several aliphatic N-methylhydrazones from analysis of their 60-Mc NMR spectra. Interpretation of the vicinal spin-spin coupling constants, J H 1Hα , of the syn isomers (N-methylamino cis to hydrogen) of the aldehyde N-methylhydrazones in terms of rotamers I and II gave ΔH° values that are similar to those found in hydrazones, oximes, and oxime O-methyl ethers. The anisotropic effects of the CN double bond, the association between solute and solvent, several aspects of the chemical shifts, and other problems related to configurational isomerism about the CN double bond are discussed.

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