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JEE MainChemistryHydrocarbons

Consider the following reaction sequence: Anisole CH ₃ Cl, anhydrous AlCl ₃ Major product A conc. HNO ₃, conc. H ₂ SO ₄ Major product B The IUPAC name of the major product B is:

Options

  1. A4-Methyl-2-nitroanisole
  2. B4-Methyl-3-nitroanisole
  3. C2-Methyl-4-nitroanisole
  4. D2-Methyl-6-nitroanisole

Correct answer

A. 4-Methyl-2-nitroanisole

Step-by-step solution

Step 1: Friedel-Crafts alkylation of anisole with CH ₃ Cl and anhydrous AlCl ₃ yields 4-methylanisole as the major product A, because the - OCH ₃ group is an ortho/para director and the para position is sterically less hindered. Step 2: Nitration of 4-methylanisole involves a competition between two activating groups: the strongly activating - OCH ₃ group and the weakly activating - CH ₃ group. The stronger activating group ( - OCH ₃ ) dictates the orientation of the incoming electrophile ( NO ₂^+ ). Since the para

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