Question

Assertion (A): Tert-butyl methyl ether on treatment with $HI$ at $100°C$ gives a mixture of methyl iodide and tert-butyl alcohol.
Reason (R): This reaction occur via $S_{N}2$ mechanism.

• A. Both Assertion and Reason are true and Reason is correct explanation of Assertion.
• B. Assertion is true but Reason is false.
• C. Both Assertion and Reason are true but Reason is not the correct
  explanation of Assertion.
  
• D. Both Assertion and Reason are false.

Answer 1

The correct option is D Both Assertion and Reason are false.

Ether on reaction with HI undergoes $S_{N}2$ or $S_{N}1$ reaction depends on the nature of substrate. If any one group can form stable carbocation like tertiary butyl group then reaction follows $S_{N}1$ mechanism.
The above reaction is carried out through $S_{N}1$ mechanism to form methanol and t-butyl iodide.

Therefore, both Assertion and Reason are false.

Hence, option (d) is correct.