Portal de Periódicos da CAPES

Chlorodifluoroacetyl Azide, ClF 2 CC(O)N 3 : Preparation, Properties, and Decomposition

2012; American Chemical Society; Volume: 77; Issue: 15 Linguagem: Inglês

10.1021/jo3009726

1520-6904

Luis A. Ramos, Xiaoqing Zeng, Sonia E. Ulic, Helmut Beckers, Helge Willner, Carlos O. Della Védova,

Advanced Chemical Physics Studies

Chlorodifluoroacetyl azide, ClF(2)CC(O)N(3), was prepared and characterized by IR (gas, Ar matrix), Raman (liquid), UV-vis (gas), and (19)F, (13)C NMR spectroscopy. The vibrational spectra were analyzed in terms of a single conformer, gauche-syn, where the Cl-C and the N(α)═N(β) 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(2)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.