My professor sent out a review guide. One of the questions on this guide is
The carboxylic acid carbonyl oxygen is:
1. $\ce{sp^2}$
2. $\ce{sp^3}$
3. $\ce{H}$-bond donor
4. rapidly equilibrating between $\ce{sp^3}$ and $\ce{sp^2}$
5. 1 and 3
6. 1 and 4
I chose (4) because of the resonance that can be drawn with a negative oxygen and positive carbon. However apparently the answer is (6). I don't understand how something can be equilibrating between two states and still be one of those states.
Could anyone explain?
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