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Match each ether cleavage scenario with HI (hydrogen iodide):

A1-A, 2-B, 3-C
B1-B, 2-A, 3-C
C1-C, 2-B, 3-A
D1-A, 2-C, 3-B
Answer & Solution
Correct answer: A. 1-A, 2-B, 3-C
With 1° alkyls SN2 gives smaller iodide; with 3° alkyls SN1 gives tertiary iodide; anisole cleaves to phenol + methyl iodide.
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