When 2-methylnaphthalene undergoes an irreversible electrophilic aromatic substitution, the electrophile predominantly attaches to the 1 position instead of the 3 position. This suggests that the arenium ion that is formed from attachment of the electrophile to the 1 position is more stable than the arenium ion formed from attachment of the electrophile to the 3 position. Explain why this is so. Hint: Simple resonance theory can explain why. CH3 CH3 CH3 + 2-Methylnaphthalene Major product

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