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Question

Consider the following carbanions.


Correct decreasing order of stability is:

A
II>III>IV>I
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B
III>IV>I>II
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C
IV>I>II>III
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D
I>II>III>IV
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Solution

The correct option is A II>III>IV>I
Electron withdrawing group at ortho and para position in aromatic ring increases the stability of carbanion whereas electron donating group bonded at ortho and para position decreases the stability of carbanion.
NO2 group is -R showing group and is present at para position in II. OCH3 group is +R showing group and is present at para position in I. CH3 group is also electron donating group through hyperconjugation and is present at para position in structure IV. Hence order of stability of carbanions will be:
II>III>IV>I

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