question_answer

HBr reacts with \[C{{H}_{2}}CH-OC{{H}_{3}}\]under anhydrous condition at room temperature of give:

A) \[C{{H}_{3\,}}CHO\,\,and\,\,C{{H}_{3}}\,Br\]

B) \[Br\,C{{H}_{2}}CHO\,\,and\,\,C{{H}_{3}}OH\]

C) \[Br\,C{{H}_{2}}-C{{H}_{2}}-OC{{H}_{3}}\]

D) \[C{{H}_{3}}-CHBr-OC{{H}_{3}}\]

Correct Answer: D

Solution :

[d] \[C{{H}_{3}}-CHBr-OC{{H}_{3}}\] Addition of a proton to the terminal \[C{{H}_{2}}\] gives a carbonation which is stabilized by +R effect of \[OC{{H}_{3}}\] group.