Question 9

Which of the two: OO2NCH2CH2O-   or   CH3CH2O- is expected to be more stable and why?

Answer

NO2 group is an electron-withdrawing group. Hence, it shows -I effect. NO2 group decreases the negative charge on the compound by withdrawing electrons towards it and stabilising it. On the other hand, ethyl group is an electron-releasing group. Hence, the ethyl group shows +I effect. This increases the negative charge on the compound, thereby destabilising it. Hence, O2NCH2CH2O- is expected to be more stable than CH3CH2O-.

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