The number of possible monoalkylated products formed in the Friedel-Crafts reaction of anisole with… · ABC26OR0876

Subject: Organic Chemistry · Chapter: Reagents, Reaction Mechanisms & Named Reactions · Topic: Reagents, Reaction Mechanisms & Named Reactions – General · Exam: JAM 2005-2022 · Marks: 2 · Difficulty: Medium

The number of possible monoalkylated products formed in the Friedel-Crafts reaction of anisole with 2-chloro-3-methylbutane in the presence of anhydrous $\mathrm{AlCl}_{3}$ at $50^{\circ} \mathrm{C}$ is ____
Answer
Answer (as printed): 4

The options are missing from the source scan for this question, so there is nothing here for this letter to point at. The letter is what the book printed.

Explanation
Answer: 4 — The secondary 3-methyl-2-butyl cation partly rearranges by a 1,2-hydride shift to the tertiary tert-pentyl cation. Each cation alkylates anisole ortho and para: 2 × 2 = 4 monoalkylated products.

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