Question #54618

What is hydrazoic acid? Why are the ionic azides more stable than the covalent azides
and hydrazoic acid

Expert's answer

Answer on Question #54618 – Chemistry – Inorganic Chemistry

Question:

What is hydrazoic acid? Why are the ionic azides more stable than the covalent azides and hydrazoic acid?

Answer:

Hydrazoic acid is hydrogen azide, chemical formula HN3HN_{3}. It has the following structure:



The difference in stability of ionic and covalent azides is in the structure of the azide anion. Azide anion can take different resonance structures:


N=N+=NNN+N2N2N+NN^{-} = N^{+} = N^{-} \rightleftarrows N \equiv N^{+} - N^{2-} \rightleftarrows N^{2-} - N^{+} \equiv N


These structures are symmetric, and the dipole moment is zero. For the covalent azides there is no such symmetry and the structure is a dipole (the second structure is dominant):


XNN+NXN=N+=NXN+N+N2X - N^{-} - N^{+} \equiv N \rightleftarrows X - N = N^{+} = N^{-} \rightleftarrows X - N^{+} \equiv N^{+} - N^{2-}


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