Odyssey hybridization question

[510586]

Why is the N hybridization sp2? The explanation is that it resonates giving n a lot of sp2 character, but wouldn't that give the o a lot of sp3 character?

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[DAT Destroyer]

Why is the N hybridization sp2? The explanation is that it resonates giving n a lot of sp2 character, but wouldn't that give the o a lot of sp3 character?

Since both Oxygen and Nitrogen have a double bond character, they are both SP2.
Their hybridization is examined separately, not only during resonance.
Therefore, when a double bond is or can be present through resonance, hybridization is sp2.

Hope this helps.

 

[510586]

Since both Oxygen and Nitrogen have a double bond character, they are both SP2.
Their hybridization is examined separately, not only during resonance.
Therefore, when a double bond is or can be present through resonance, hybridization is sp2.

Hope this helps.

Yes it does thanks. What about esters oxygens?

 

[DAT Destroyer]

Yes it does thanks. What about esters oxygens?

The carbonyl oxygen is sp2, the oxygen between 2 carbons can have a double bond character, however the orbital overlap would be unstable and the resonance contribution to reactivity is very small.

 

[510586]

The carbonyl oxygen is sp2, the oxygen between 2 carbons can have a double bond character, however the orbital overlap would be unstable and the resonance contribution to reactivity is very small.

Thank you once again!