1.

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 :

Answer»

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

Solution :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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