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Neopentyl bromide undergoes dehydro halo...

Neopentyl bromide undergoes dehydro halogenation to give alkene even though it has no `beta-` hydrogen. This is due to `:`

A

`E2` mechanism

B

by direct dehydrohalogenation

C

rearrangement of carbocation by `E1` mechanism

D

E1cB mechanism

Text Solution

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The correct Answer is:
3

Neopentyl bromide undergoes dehydro`-` halogenation to give alkene even through it has no `beta-` hydrogen atom. This is due to rearrangment of carbocation by `E_(1)` mechanism.
`CH_(3)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)(C)-CH_(2)-Br underset(-BrƟ)(rarr)underset("(less stable)")underset(1^(@)" carbocation")(CH_(3)-underset(CH_(2))underset(|)overset(CH_(3))overset(|)(C)-overset(oplus)(C)H_(2)) overset(1, 2.Me^(Ɵ))underset("Shiffting")(rarr) underset("(more stable)")underset(3^(@)" carbocation")(CH_(3)-underset(oplus)overset(CH_(3))overset(|)(C)-underset(H)underset(|)(CH)-CH_(3)) overset(OH^(Ɵ))(rarr)underset("2-methyl-2-butene")(CH_(3)-overset(CH_(3))overset(|)(C)=CH-CH_(3)+H_(2)O`
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RESONANCE ENGLISH-ALKYL HALIDE, ALCOHOL, PHENOL, ETHER-ORGANIC CHEMISTRY(Alkyl Halide, Alcohol,Phenol,Ether)
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