[CHEM]hybridization

[ippie]

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<Q1> What is the hybridization on the O and N?
<A1> sp2, sp2

<Q2> What is hybridization at C-2?
<A2> sp2

Do you understand these questions? I usually solve this kind of question without thinking of resonance. However, these questions in Destroyer explains that we have to consider the resonance. Kaplan, Achiever and Topscore have never mentioned about resonance in this kind of question. When do we have to consider resonance and when do not?

 

[klutzy1987]

The first question is an amide. An amide has resonance where the double bond is spread out betweeen the C-N and the O-N. Therefore both have a partial double bond character and will display SP2 hybridization.

The second question is a keto/enol tatumeric shift where both the C-C bond and the C-O bond have a partial double bond character and therefore display SP2 hybridization.

 

[alltheway]

I understand why the hybridization is sp2 for each one b/c of the resonance but why do we look at the resonance i.e. why is the resonance more preferred and therefore we determine hybridization according to it?

Let us say that in the second structure there wouldn't be lone pair of electrons on the second C but a "plus" charge. Then what would the hybridization be?

 

[IG0R]

guys is that the material from the 10th grade?