Question

Naphthalene undergoes nitration with HNO3/H₂SO4 at 60°C to give mainly

Answer 1

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Answer 2

Naphthalene on treatment with nitric acid in presence of sulphuric acid at 60°C yields 1-Naphthol as the primary product.

• Naphthalenebelongs to the class of aromatic hydrocarbons, with a molecular formula $C_{10} H_{8}$.

• Nitration of naphthalene includes an electrophilic substitution mechanism.
• Nitration of naphthalene yields two types of products, 1-nitro naphthalene or α-nitro naphthalene and 2-nitro naphthalene or β-nitronaphthalene.
• The 1-nitro naphthalene is the favored product as there are more stable resonance contributors for the intermediates (a total of 7 structures and four of them retain aromaticity) than for 2-nitro naphthalene (which has 6 resonance intermediates and only two of them retain aromaticity) formation.