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Grade 12th passOrganic Chemistry

What is the product of alkylation of Naphthalene?
Can methyl halide use in this reaction?

Profile image of Sachidananda Sharma
7 Years agoGrade 12th pass
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1 Answer

Profile image of Arun
7 Years ago
Naphthalene is a fused ring compound and more reactive than benzene due to greater pi-electron density. Thus it is difficult to control regioselectivity and polyalkylation. Even monoalkylation may give a mixture of 1- and 2-alkylated naphthalene. These monoalkylated derivatives are more reactive than naphthalene (directing effect), thus favouring further alkylation. However bulky groups like tert-butyl may give 2-naphthalene as a major product. Also, application of low temperatures may overcome the poly-substitution problem.