Which of the following compounds will not exist as a resonance hybrid? Give a reason for your answer.
$(a)$ $CH_3OH$
$(b)$ $RCONH_2$
$(c)$ $CH_3CH=CHCH_2NH_2$

Vedclass pdf generator app on play store
Vedclass iOS app on app store
(A AND C) $CH_3OH$ does not contain $\pi$-electrons and hence it cannot be regarded as a resonance hybrid.
$(b)$ The structure of $RCONH_2$ contains a conjugated system involving the lone pair on $N$ and the $C=O$ $\pi$-bond,allowing for resonance.
$(c)$ $CH_3CH=CHCH_2NH_2$ contains a $\pi$-bond,but it is not in conjugation with the lone pair on $N$ due to the presence of the $sp^3$ hybridized $CH_2$ group,which acts as an insulator. Thus,it does not exhibit resonance.
Therefore,both $(a)$ and $(c)$ do not exist as resonance hybrids.

Explore More

Similar Questions

Resonance structures of propenal are given below. Which of these resonating structures is more stable? Give reason for your answer.
$CH_2=CH-CH=O$ $(I)$ $\leftrightarrow$ $\stackrel{+}{CH_2}-CH=CH-\stackrel{-}{O}$ $(II)$

In the anion $HCOO^-$,the two carbon-oxygen bonds are found to be of equal length. What is the reason for it?

In benzene, the $C-C$ bond lengths are equal between all carbons because of...

Difficult
View Solution

Assertion : Energy of resonance hybrid is equal to the average of energies of all canonical forms.
Reason : Resonance hybrid cannot be presented by a single structure.

Identify the correct statement.

Vedclass Products

For Students

Vedclass Test Series

Mock tests in real JEE/NEET style with performance analysis. 5-day free trial.

Start Free Trial
For Teachers

Exam Paper Generator

Generate Set A/B/C/D exam papers from 7.5L+ questions in 2 minutes. 3 chapters free.

Try Free
For Institutes

Online Exam Module

Live online exams with unlimited students, 360° analytics & white-label branding.

See Demo