info:eu-repo/semantics/article
Chlorodifluoroacetyl azide, ClF 2CC(O)N 3: Preparation, properties, and decomposition
Fecha
2012-08-16Registro en:
Ramos Guerrero, Luis Alejandro; Zeng, Xiaoqing; Ulic, Sonia Elizabeth; Beckers, Helmut; Willner, Helge; et al.; Chlorodifluoroacetyl azide, ClF 2CC(O)N 3: Preparation, properties, and decomposition; American Chemical Society; Journal of Organic Chemistry; 77; 15; 16-8-2012; 6456-6462
0022-3263
CONICET Digital
CONICET
Autor
Ramos Guerrero, Luis Alejandro
Zeng, Xiaoqing
Ulic, Sonia Elizabeth
Beckers, Helmut
Willner, Helge
Della Védova, Carlos Omar
Resumen
Chlorodifluoroacetyl azide, ClF 2CC(O)N 3, 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 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 2CNCO 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.