NUCLEAR MAGNETIC RESONANCE ANALYSIS OF 1- AND 2-METHYLBENZOTRIAZOLE

The NMR parameters of 1-methyl- and 2-methylbenzotriazole have been obtained from their high resolution spectra. LAOCOON III was used to iteratively refine the reported chemical shifts and coupling constants. Hückel molecular orbital calculations were performed in the hope of facilitating the choice of input parameters for the computer analysis of the complex ABCD spectrum of the 1-methylbenzotriazole. No useful correlation was found between the π-electron densities and chemical shifts of the aromatic protons. A deuteration experiment was performed to unambiguously assign the chemical shifts of the four protons. The NMR and MO data are tabulated and compared. © 1969.