Chlorodifluoroacetyl Azide, ClF2CC(O)N3: Preparation, Properties, and Decomposition

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• 作者：Luis A. Ramos ; Xiaoqing Zeng ; Sonia E. Ulic ; Helmut Beckers ; Helge Willner ; Carlos O. Della V茅dova
• 刊名：The Journal of Organic Chemistry
• 出版年：2012
• 出版时间：August 3, 2012
• 年：2012
• 卷：77
• 期：15
• 页码：6456-6462
• 全文大小：314K
• 年卷期：v.77,no.15(August 3, 2012)
• ISSN：1520-6904

文摘

Chlorodifluoroacetyl azide, ClF₂CC(O)N₃, was prepared and characterized by IR (gas, Ar matrix), Raman (liquid), UV鈥搗is (gas), and ¹⁹F, ¹³C NMR spectroscopy. The vibrational spectra were analyzed in terms of a single conformer, gauche-syn, where the Cl鈥揅 and the N_伪鈺怤_尾 bonds are gauche and syn to the C鈺怬 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 ClF₂CNCO 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.