The “Extremely Explosive” Carbonyl Diazide Molecule X. Zeng, M. Gerken, H. Beckers, and H. Willner, “Synthesis and Characterization of Carbonyl Diazide, OC(N3)2,” Inorg Chem. Inorg. Chem 2010, 2010 49, 49 9694-9699. 9694 9699 Compare the bond lengths of sodium azide to hydrogen azide, NaN3 and HN3 A) HNN-N < NaNN-N < HN-NN B)) HNN-N < HN-NN < NaNN-N C) NaNN-N < HN-NN < HNN-N D) NaNN-N < HN-NN = HNN-N E) HN-NN = HNN-N < NaNN-N Thanks to Margret J. Geselbracht, Reed College - 6 6 6 6 6 2 ... 10 - 6 6 6 6 6 2 ... 11 - 6 6 6 6 6 2 ... 12 Wed, Sept 14 14-Sep p Ch 3 73-78 HW: Predict bond polarity; predict boiling points EH; relate electronegativity to structure - 6 6 6 6 6 2 ... 13 Propose at least three resonance structures for OC(N3)2 - 6 6 6 6 6 2 ... N H N N H N N N (-1) (-1) (+1) N N N C (+1) N (+1) N N N (-1) O (+1) N (-1) 14 N N C N N C N (+1) N N N C N (-1) (-1) (+1) N N O O (+1) N O (+1) N N N N (-1) (-1) - 6 6 6 6 6 2 ... 15 carbonyl diazide, OC(N3)2 The structure of carbonyl diazide, OC(N3)2 , is exactly what you would predict from Lewis structures and VSEPR theory. theory Use your skills to rank order the following bond angles: NNN, NNC, NCO A) NNN < NNC < NCO B)) NNC C < NCO CO < NNN C) NCO < NNN < NNC D) NCO = NCN < NNN 16 - 6 6 6 6 6 2 ... Electronegativity and size affect Bond Angles Rank the bond angles A)) ClSCl l l < FSF B) FSF < ClSSl - 6 6 6 6 6 2 ... 17 Which electron cloud picture corresponds to H2O? A B C D E - 6 6 6 6 6 2 ... 18 - 6 6 6 6 6 2 ... 19 - 6 6 6 6 6 2 ... 20