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Question
Write structures of various carbocations that can be obtained from 2-methylbutane. Arrange these carbocations in order of increasing stability.
Solution
(i) | \[\begin{array}{cc} \ce{CH3 - CH - CH2 - \overset{+}{C}H2}\\ |\phantom{.......}\\ \ce{CH3}\phantom{......} \end{array}\] |
(ii) | \[\begin{array}{cc} \ce{CH3 - CH - \overset{+}{C}H - CH2}\\ |\phantom{.......}\\ \ce{CH3}\phantom{......} \end{array}\] |
(iii) | \[\begin{array}{cc} \ce{CH3 - \overset{+}{C} - CH2 - CH3}\\ |\phantom{.......}\\ \ce{CH3}\phantom{......} \end{array}\] |
(iv) | \[\begin{array}{cc} \ce{\overset{+}{C}H2 - CH - CH2 - CH3}\\ |\phantom{.......}\\ \ce{CH3}\phantom{......} \end{array}\] |
The stability order is found to be: (III) > (II) > (I) > (IV)
This is because (III) is tertiary carbocation, (II) is secondary carbocation, (I) and (IV) are primary.
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