Naphthalene undergoes substitution preferable at 1 - carbon
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Answer:naphthalene, electrophilic substitution can occur at carbon-1 (alpha) or at carbon-2(beta) . The carbocation formed by the attack of electrophile at 1-position of naphthalene is much more stabilize by resonance.
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- Naphthalene undergoes electrophilic substitution reactions which are similar to benzene.
- In naphthalene, electrophilic substitution can occur at 1-Carbon (alpha carbon) as well as at 2-Carbon (beta carbon).
- The carbocation which is formed by the attack of electrophile at alpha-position is much more stabilized by resonance due to its four participating structures in which aromatic identity is conserved in one of the rings.
- The alpha position is more likely to reaction position in naphthalene because the intervening which is formed becomes more stable due to more diffusion of charges through the contiguous electrons.
- The carbocation which is formed by the attack of electrophile at beta-position has only two participating structures in which aromatic character is conserved in one of the rings.
Hence, Naphthalene undergoes substitution preferable at 1 - carbon.
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