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The main product in the dehydration of :...

The main product in the dehydration of :
`(CH_(3))_(3) C underset(OH)underset(|)(CH)CH_(2)CH_(3)` in the presence of conc. `H_(2)SO_(4)` at `170^(@)C` is :

A

`(CH_(3))_(3) C CH = CHCH_(3)`

B

`(CH_(3))_(2)C = underset(CH_(3))underset(|)(C)CH_(2)CH_(3)`

C

`(CH_(3))_(2)CH underset(CH_(3))underset(|)(C) = CHCH_(3)`

D

`(CH_(3))_(3)C CH_(2)CH = CH_(2)`

Text Solution

Verified by Experts

The correct Answer is:
B

The intermediate carbocation `(CH_(3))_(3)C - underset(oplus)(CH) - CH_(2) - CH_(2)` undergoes rearrangement by methyl shift to form stable tertiary carbocation as :
`CH_(3) - underset(CH_(3))underset(|)overset(CH_(3))overset(|)(C) - underset(oplus)(CH) - CH_(2) - CH_(3) overset("Rearrangement")harr CH_(3) - underset(oplus)overset(CH_(3))overset(|)(C) - underset(CH_(3))underset(|)(CH) - CH_(2) - CH_(3)`
This carbonium ion loses `H^(+)` to form `(CH_(3))_(2) C = underset(CH_(3))underset(|)(C) - CH_(2) - CH_(3)` as the main product.
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