1.

Which of the following is the most stable intermdiate formed during the acid catalysed dehydration of neopentyl alcohol

Answer»

`(CH_(3))_(3)Coverset(o+)(C)H_(2)`
`CH_(3)overset(o+)(C)HCH_(2)CH_(3)`
`(CH_(3))_(2)overset(o+)(C)CH_(2)CH_(3)`
all the THREE are equally stable.

Solution :The NEOPENTYL alcohol gives more stable `3^(@)` carbocation as an intermediate via rearrangement INVOLVING methyl shift.
`(CH_(3))_(3)C CH_(2)OH underset(-H_(2)O)overset(H^(+))rarr (CH_(3))_(3)C CH^(o+) overset("Methyl shift")rarr underset(3^(@)-"carbocation")((CH_(3))_(3)overset(o+)(C)CH_(2)CH_(3))`


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