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Question
The correct stability order of the anions formed due to the deprotonation of the following molecules is:
The correct stability order of the anions formed due to the deprotonation of the following molecules is:
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Solution
The correct option is A III > IV > II > I
The carbanions formed after the deprotonation,respectively, are:
Structure III and IV carboxylate ions are more stable than the structure I and structure II phenoxides ions because of the delocalisation of negative charge on O with the C=O bond in structure III and IV.
The −I effect of −Cl makes the carboxylate ion of structure II more stable than that of structure I.
On the other hand, the hyperconjugation effect of the −CH3 group makes the carboxylate ion of structure IV less stable than that of structure III.
Therefore, the correct order of the carboxylate ion stability is:
III > IV > II > I
The carbanions formed after the deprotonation,respectively, are:
Structure III and IV carboxylate ions are more stable than the structure I and structure II phenoxides ions because of the delocalisation of negative charge on O with the C=O bond in structure III and IV.
The −I effect of −Cl makes the carboxylate ion of structure II more stable than that of structure I.
On the other hand, the hyperconjugation effect of the −CH3 group makes the carboxylate ion of structure IV less stable than that of structure III.
Therefore, the correct order of the carboxylate ion stability is:
III > IV > II > I
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