Anisole on cleavage with HI gives :
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Answer
(4) [figure]
Solution
As per NCERT, in alkyl aryl ethers the O-Caryl bond is stronger (partial double bond character due to resonance), so cleavage occurs at the O-CH3 bond.
C6H5-O-CH3 + H-I C6H5- OH-CH3 + I
I attacks the less hindered CH3 (SN2) C6H5OH + CH3I
Phenol does not react further with HI to give iodobenzene.
Answer: (4)