A) \[C{{H}_{3}}CHO\]and\[C{{H}_{3}}Br\]
B) \[BrC{{H}_{2}}CHO\]and\[C{{H}_{3}}OH\]
C) \[BrC{{H}_{2}}C{{H}_{2}}OC{{H}_{3}}\]
D) \[{{H}_{3}}CCHBrOC{{H}_{3}}\]
Correct Answer: D
Solution :
Electrophilic addition reaction is more favorable \[C{{H}_{2}}=CH-O-C{{H}_{3}}\xrightarrow[{}]{HBr}\] \[C{{H}_{3}}-\underset{\begin{smallmatrix} | \\ Br \end{smallmatrix}}{\mathop{CH}}\,-O-C{{H}_{3}}\] First protonation occurs, two possible intermediates are \[\underset{+}{\mathop{C}}\,{{H}_{2}}->\underset{\begin{smallmatrix} | \\ H \end{smallmatrix}}{\mathop{CH}}\,->OC{{H}_{3}}\](I) (\[-I\]effect destabilises carbocation) and (+M effect stabilises carbocation) II, is more favourable Hence,\[B{{r}^{\text{O-}}}\]attacks, and product is \[C{{H}_{3}}-\underset{\begin{smallmatrix} | \\ Br \end{smallmatrix}}{\mathop{CH}}\,-O-C{{H}_{3}}\]You need to login to perform this action.
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