Medium
Which of the two: $O_2NCH_2CH_2O^{-}$ or $CH_3CH_2O^{-}$ is expected to be more stable and why?
(A) $NO_2$ group is an electron-withdrawing group. Hence,it shows $-I$ effect.
By withdrawing the electrons toward it,the $NO_2$ group decreases the negative charge on the compound,thereby stabilising it.
On the other hand,the ethyl group $(CH_3CH_2-)$ is an electron-releasing group. Hence,the ethyl group shows $+I$ effect.
This increases the negative charge on the compound,thereby destabilising it.
Hence,$O_2NCH_2CH_2O^{-}$ is expected to be more stable than $CH_3CH_2O^{-}$.
By withdrawing the electrons toward it,the $NO_2$ group decreases the negative charge on the compound,thereby stabilising it.
On the other hand,the ethyl group $(CH_3CH_2-)$ is an electron-releasing group. Hence,the ethyl group shows $+I$ effect.
This increases the negative charge on the compound,thereby destabilising it.
Hence,$O_2NCH_2CH_2O^{-}$ is expected to be more stable than $CH_3CH_2O^{-}$.
Explore More
Similar Questions
Which of the following represents the hyperconjugation effect?
Match column $-I$ and column $-II$ with the correct electronic effect relation:
Column $-I$ Column $-II$ $(i)$ $C_6H_5NH_2$ $(p)$ $-R$ effect $(ii)$ $C_6H_5OH$ $(q)$ $+R$ effect $(iii)$ $C_6H_5NO_2$ $(r)$ $+I$ effect $(iv)$ $CH_3CH_2Cl$ $(s)$ $-I$ effect
| Column $-I$ | Column $-II$ |
|---|---|
| $(i)$ $C_6H_5NH_2$ | $(p)$ $-R$ effect |
| $(ii)$ $C_6H_5OH$ | $(q)$ $+R$ effect |
| $(iii)$ $C_6H_5NO_2$ | $(r)$ $+I$ effect |
| $(iv)$ $CH_3CH_2Cl$ | $(s)$ $-I$ effect |
Medium
View SolutionDetermine the correct order of stability for the following carbocations:
In the compound given below,the correct order of the acidity of the positions $(X)$,$(Y)$ and $(Z)$ is:
DifficultIIT 2004
View SolutionThe decreasing order of $-I$ (inductive) effect power for the given groups is:
$A. -CN$
$B. -NO_2$
$C. -NH_2$
$D. -F$
$A. -CN$
$B. -NO_2$
$C. -NH_2$
$D. -F$
Medium
View SolutionVedclass Products
For Students
Vedclass Test Series
Mock tests in real JEE/NEET style with performance analysis. 5-day free trial.
Start Free TrialFor Teachers
Exam Paper Generator
Generate Set A/B/C/D exam papers from 7.5L+ questions in 2 minutes. 3 chapters free.
Try FreeFor Institutes
Online Exam Module
Live online exams with unlimited students, 360° analytics & white-label branding.
See Demo