Help: Organic Chem question!

[zxman270]

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Select only heterocyclic aromatic compounds where the unshared electron pair of nitrogen occupies an sp2 orbital in the plane of the ring.
I. Pyridine

II. Naphthalene

III. Pyrrole

A. III only B. II & III C. I & II D. I & III E. I, II & III

Answer is C. Why not A? Thanks

 

[jymezg]

If i recall naphthalene doesn't have a nitrogen in its molecular formula; so how could "C" be corect?

 

[loveoforganic]

The answer isn't there at all. Pyridine is the only molecule satisfying those requirements. Napthalene doesn't have a nitrogen, and the lone pair of nitrogen in pyrrole is in a p-orbital to give aromaticity.