Question & Answer: Ok, so I am studying for my MCAT and on a practice EK test I have this question. They told…..

Ok, so I am studying for my MCAT and on a practice EK test I have this question. They told me I was wrong, but i am quite certain I am correct. Can someone help?

NH HN NHQUESTION:

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The correct hybridizations of the C and N in Uric Acid are?

MY ANSWER:

I put, C as sp2 because it only has three sigma bonds. Additionally, I put the Nitrogen as sp2 because it has only three sigma bonds, and only three because its lone pair is delocalized and participates in resonance?

THEIR ANSWER:

They said this was wrong and that you have to include the lone pair in the hybridization of N, so that the answer was C as sp2 and N as sp3?

Am I correct?

Expert Answer

Answer

1) Yes nitrogen is sp3 hybridised . nitrogen which has bonded with 3 things is an sp3 beacous 3 orbitals extend to the other molecules and 1 orbital composed out of a lone pair.

2) if putting the lone pair on nitrogen in ‘p’ orbital ,it stabilize the molecule i.e through a conjugated pi system.

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