Aromatic HydrocarbonshardNUMERICAL

In the electrophilic aromatic substitution of naphthalene at the (C-1) position, how many major resoAromatic Hydrocarbons Chemistry Question

Question

In the electrophilic aromatic substitution of naphthalene at the $\alpha$ (C-1) position, how many major resonance structures can be drawn for the intermediate arenium ion that maintain a fully intact, completely conjugated benzenoid ring?

Answer: 2

💡 Solution & Explanation

When an electrophile attacks naphthalene at the C-1 ($\alpha$) position, the positive charge is delocalized within the attacked ring. Exactly 2 of the resulting resonance structures allow the adjacent ring to remain a fully conjugated, intact benzenoid ring. This significantly lowers the energy of the transition state compared to $\beta$ -attack, which only has 1 such intact benzenoid structure.

💬
Still have doubts about this question?
Send it to our AI chemistry tutor on WhatsApp — gets answered in minutes
Ask on WhatsApp →

Practice 22,000+ questions like this

AI-adaptive practice, video lectures, and full NEET Chemistry content — all in one place.

JEE Advanced · JEE Mains · NEET · IChO · AP Chemistry