Youtor
131 Polycyclic Electrophilic Aromatic Substitution Naphthalene 1 vs 2Substitution
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The electrophilic aromatic substitution reactions of naphthalene with: • 1. Bromine • 2. Nitric and Sulfuric Acid • 3. Fuming Sulfuric Acid • 4. Acid Chloride and Aluminum Trichloride • are examined. The predominance of the 1-bromonaphthalene over the 2-bromonaphthalene is explained in terms of the naphthalenonium ion formed in the electrophilic aromatic substitution reaction mechanism for the formation of both products. The temperature dependence of the sulfonation reaction with fuming sulfuric acid is examined. • 04:45 Mechanism for 1 vs 2 Substitution on Naphthalene • 19:49 Sulfonation: Thermodynamic vs. Kinetic Control
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