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Updated: Jun 28, 2026

Syntheses, Crystallization, and Spectroscopic Characterization of 3,5-Lutidine N-Oxide Dehydrate
Published on: April 24, 2018
Solid-state structures and solution analyses of a phenylpropylpyridine N-oxide and an N-methyl phenylpropylpyridine
Isabella Richter1, Mark R Warren, Jusaku Minari
1Department of Chemistry, The University of Bath, Claverton Down, Bath, BA2 7AY, UK.
Abstract:
The crystal structures of phenylpropylpyridine-N-oxide and N-methyl-phenylpropylpyridinium iodide are compared, revealing that hydrogen bonding with the solvent molecule plays an important role in the N-oxide compound, whilst electrostatic interactions are predominant in controlling the solid-state orientation of the N-methylated compound. Fluorescence spectroscopy and NOESY indicate that in contrast to the previously reported pyridinium iodide, the N-oxide is not subject to intramolecular pi-stacking, as judged by excimer emission and a lack of corresponding cross peaks, respectively.
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