# What are the resonance structures of methyl azide?

I am supposed to construct the major resonance structures of methyl azide, $$\ce{CH3N3}$$. I know that in compounds such as the carbonate anion $$\ce{CO3^2-}$$, resonance can be depicted by interconverting single and double bonds:

Is something similar happening with methyl azide but with nitrogens instead of oxygens? e.g.

• You have the wrong structural isomer. – Jan Nov 13 '16 at 23:21
• Think about the azide again. Hint: Sodium azide ($\ce{NaN3}$ hydrolyzes to $\ce{Na+}$ and $\ce{N3-}$. At the moment, your methyl azide looks like a disfigured guanidine ;-) – Klaus-Dieter Warzecha Nov 14 '16 at 6:18

Your Y-shaped structures somewhat resemble guanidine, $\ce{HN=C(NH2)2}$. For an exercise on resonance structures, its protonated form, the guanidinium cation, would be an interesting case and you might want to give it a try too.
1. As the name suggests, there should be a methyl group, $\ce{CH3}$, and an azide group.
2. Draw the linear azide anion, $\ce{N3-}$.
3. Where would a "$\ce{CH3+}$" go?
Is methyl azide, $\ce{CH3N3}$, a linear molecule?