question_answer

tert-butyl methyl ether on heating with anhydrous HI in ether gives

A) \[C{{H}_{3}}OH+{{(C{{H}_{3}})}_{3}}Cl\]

B) \[C{{H}_{3}}I+{{(C{{H}_{3}})}_{3}}COH\]

C) \[C{{H}_{3}}I+{{(C{{H}_{3}})}_{3}}Cl\]

D) None of the above

Correct Answer: B

Solution :

Here, ether is the solvent. Being less polar, it favours \[{{\text{S}}_{\text{N}}}\text{2}\] reaction and the nucleophile \[{{\text{I}}^{-}}\] attacks the \[{{\text{1}}^{\text{o}}}\] carbon of \[\text{C}{{\text{H}}_{3}}.\]