Article ID Journal Published Year Pages File Type
1406717 Journal of Molecular Structure 2010 7 Pages PDF
Abstract

Compound 2-chloro-4-(methoxymethyl)-6-methyl-5-nitropyridine-3-carbonitrile (2) has been obtained from 4-(methoxymethyl)-6-methyl-5-nitro-2-oxo-1,2-dihydropyridine-3-carbonitrile (1) by novel protocol using Vilsmeier–Haack chlorination and its solid state structure was analyzed using X-ray analysis. Structural features have been also studied by IR, NMR and electronic spectroscopy, and the optical properties were investigated by UV–vis absorption and fluorescence spectroscopy. Compound 2 crystallizes with two independent molecules in the asymmetric unit with almost identical geometric parameters. One CH⋯O hydrogen bond self-assembles one type of independent molecule into chains, while second type is linked by one weak aromatic π⋯π stacking interaction. The absorption and fluorescence maximum of compound 2 were observed at 290 nm and 480 nm, respectively. The effects of solvents were investigated and interpreted on the emission spectra in protic and aprotic solvents in the range 200–600 nm.

Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry
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