question_answer

Neopentyl bromide undergoes dehydro halogenation to give alkene even though it has no \[\beta \text{-}\]hydrogen. This is due to

A)  E2 mechanism

B)  E1 mechanism

C)  due to rearrangement of carbocation by E1 mechanism

D)  E1 CB mechanism

E)  Hermann elimination

Correct Answer: C

Solution :

                Neopentyl bromide undergoes dehydro-halogenation to give alkene even though it has no \[\beta \text{-}\]hydrogen atom. This is due to rearrangement of carbocation by \[{{E}_{1}}\]mechanism. \[C{{H}_{3}}-\underset{C{{H}_{3}}}{\overset{C{{H}_{3}}}{\mathop{\underset{\mathbf{|}}{\overset{\mathbf{|}}{\mathop{C}}}\,}}}\,-C{{H}_{2}}Br\xrightarrow[-B{{r}^{-}}]{}\]