I have a few questions about the terminal nitrogen (highlighted in red) in diazomethane, $\ce{CH2N2}$.
Is that nitrogen $\mathrm{sp}$ or $\mathrm{sp^2}$ hybridised?
What type of orbitals do the lone pairs on that nitrogen reside in?
Does the negative charge on nitrogen undergo resonance?
Answer
In da wikipedia you can see that the C=N=N fragment is linear AND another resonance structure involves triple N-N bond. So, the answers
- it is sp in one resonance structure and probably sp2 in another resonance structure.
- depends on the resonance structure considered
- yep.
Diazomethane typically reacts with its negatively charged carbon, so this is of little consequence though.
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