Chlorodifluoroacetyl azide, ClF 2CC(O)N 3: Preparation, properties, and decomposition

Abstract:

Chlorodifluoroacetyl azide, ClF <inf>2</inf>CC(O)N <inf>3</inf>, was prepared and characterized by IR (gas, Ar matrix), Raman (liquid), UV-vis (gas), and ¹⁹F, ¹³C NMR spectroscopy. The vibrational spectra were analyzed in terms of a single conformer, gauche-syn, where the Cl-C and the N <inf>α</inf>=N <inf>β</inf> bonds are gauche and syn to the C=O bond, respectively. The photo and thermal decomposition reactions of the azide were studied with the aid of matrix isolation. In both cases, a new isocyanate species ClF <inf>2</inf>CNCO was produced and characterized by matrix IR spectroscopy. The conformational properties and the Curtius rearrangement pathways of this new carbonyl azide were theoretically explored, which suggest the preference of a concerted over stepwise decomposition for the global minimum gauche-syn conformer. © 2012 American Chemical Society.

Año de publicación:

2012

Keywords:

Fuente:

scopus