The “Extremely Explosive” Carbonyl DiazideMolecule

X. Zeng, M. Gerken, H. Beckers, and H. Willner, “Synthesis and Characterization of Carbonyl Diazide, OC(N3)2,” Inorg Chem 2010 49 9694 9699Inorg. Chem. 2010, 49, 9694-9699.

Compare the bond lengths of sodium azide to hydrogen azide, NaN3 and HN3

A) HNN-N < NaNN-N < HN-NNB) HNN-N < HN-NN < NaNN-N

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)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...

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Wed, Sept 14

14-Sep p

Ch 3 73-78

HW: Predict bond polarity; predict boiling points EH; relate electronegativity to structure

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Propose at least three resonance structures for OC(N3)2

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CN

N CN

N(+1)

(-1)

(+1)(+1)

(-1)

NN

NN

(+1)

HN

NN

HN

NN

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C NN

C NN(-1) (-1)

O

NN

O

NN

CN

NN

(+1)(+1)

(-1)

(-1)

N

O

NN

CN

NN

(+1)(+1)

(-1)

(-1)

N

O

NN

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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 structures and VSEPR theory.

Use your skills to rank order the following bond angles: NNN, NNC, NCO

A) NNN < NNC < NCOB) NNC < NCO < NNN

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) C COC) NCO < NNN < NNCD) NCO = NCN < NNN

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Electronegativity and size affect Bond Angles

Rank the bond angles

) l lA) ClSCl < FSFB) FSF < ClSSl

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Which electron cloud picture corresponds to H2O?ABCDE

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