Assertion (A): tert-Butyl phenyl ether reacts with one equivalent of $HI$ to give phenol and 2-iodo-2-methylpropane. Reason (R): Cleavage of aryl alkyl ethers by $HI$ always occurs by SN2 attack of iodide at the alkyl carbon.

ABoth A and R are true and R is the correct explanation of A
BBoth A and R are true but R is not the correct explanation of A
CA is true but R is false
DA is false but R is true

Answer: C

Protonation of the ether oxygen is followed by loss of the stable tert-butyl cation (SN1), which captures iodide, so A is true and phenol is the other product. R is false because with a tertiary alkyl group the mechanism is SN1, not SN2 (SN2 is observed for methyl/primary alkyl groups).

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Assertion (A): tert-Butyl phenyl ether reacts with one equivalent of HI to give phenol and 2-iodo-2-methylpropane. Reason (R): Cleavage of aryl alkyl ethers by HI always occurs by SN2 attack of iodide at the alkyl carbon.

Answer: C

More questions on Ethers: Williamson synthesis and cleavage

Assertion (A): tert-Butyl phenyl ether reacts with one equivalent of $HI$ to give phenol and 2-iodo-2-methylpropane. Reason (R): Cleavage of aryl alkyl ethers by $HI$ always occurs by SN2 attack of iodide at the alkyl carbon.