Which of the two: O2NCH2CH2O or CH3CH2O is expected to be more stable and why?


NO2 is the electron withdrawing group. Hence, it shows –I effect. By withdrawing the electrons toward it, the NO2 group decreases the negative charge on the compound, thereby stabilising it, as as shown below:



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 CH2CH2O-.



9
1