question_answer

The major organic product in the reaction, CH3 — O — CH(CH3)2 + HI \[\to \] Product is : [AIPMT (S) 2006]

A) \[C{{H}_{3}}OH+{{(C{{H}_{3}})}_{2}}CHI\]            

B) \[IC{{H}_{2}}OCH{{(C{{H}_{3}})}_{2}}\]

C) \[C{{H}_{3}}O\,\,\underset{\begin{smallmatrix}  | \\  I \end{smallmatrix}}{\mathop{C}}\,{{(C{{H}_{3}})}_{2}}\]                                

D) \[C{{H}_{3}}I+{{(C{{H}_{3}})}_{2}}CHOH\] 

Correct Answer: D

Solution :

[d]

In case of unsymmertical ether, the alkyl halide is always formed from smaller alkyl group. This happen so, because  \[{{I}^{-}}\] ion being larger in size approaches smaller alkyl group to avoid steric hindrance.