What is the correct order of the following carbocations from most stable to least stable? I) CH3−⊕CH−CH3 II) CH3−⊕CH−OCH3 III) CH3−⊕CH−CH2−OCH3.
A
II>I>III
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B
II>III>I
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C
III>I>II
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D
I>II>III
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Solution
The correct option is BII>III>I Structure-II is the most stable carbocation since −OCH3 (methoxy) is present nearer to the carbocation. The Methoxy group is an electron-withdrawing group. Generally, the electron-withdrawing group stabilizes the carbocation. The effect of the electron-withdrawing and releasing groups can be studied on the basis of inductive effect ( -I effect).
Structure -III is the second most stable carbocation since the methoxy group is present at a small distance from carbocation. Structure -II is more stable than structure-III since the inductive effect is the distance-dependent effect. When an electron-withdrawing group is close to carbocation, then it is more stable. As distance increases, then stability will get decreases.
Structure -I is the least stable carbocation since two methyl groups are present nearer to the carbocation. Methyl groups are electron releasing groups and it destabilizes carbocation.