The correct order of C=O bond length in ethyl | vedclass

Name: Exam Paper Generator | JEE NEET Paper Generator | Vedclass
Brand: Vedclass
Rating: 5 (35 reviews)

Question

(B) The bond length of the $C=O$ bond depends on the extent of resonance. Greater resonance character increases the single bond character of the $C=O$

Vedclass · Accepted Answer

$III > II > I$

Vedclass · Answer

(B) The bond length of the $C=O$ bond depends on the extent of resonance. Greater resonance character increases the single bond character of the $C=O$ bond,thereby increasing its bond length.$I$: Ethyl propanoate has no conjugation with the $C=O$ group.$II$: Ethyl propenoate has conjugation between the $C=C$ double bond and the $C=O$ group,which increases the single bond character of $C=O$.$III$: Ethenyl propanoate has conjugation between the lone pair of the oxygen atom and the $C=O$ group (back-bonding),which significantly increases the single bond character of $C=O$.Comparing the resonance effects:In $III$,the lone pair on the oxygen atom is directly conjugated with the $C=O$ group,leading to a strong resonance effect that makes the $C=O$ bond more like a single bond.In $II$,the $C=C$ double bond is conjugated with the $C=O$ group.In $I$,there is no such conjugation.Thus,the extent of single bond character is $III > II > I$.Therefore,the order of $C=O$ bond length is $III > II > I$.

The correct order of $C=O$ bond length in ethyl propanoate $(I)$,ethyl propenoate $(II)$ and ethenyl propanoate $(III)$ is

Similar Questions

Resonance effect is not observed in

Identify the site,where attack of $H^{+}$ is most favourable.

Which of the following stability order comparisons for resonating structures is incorrect?

Which of the following species does not exert a resonance effect?

Draw other resonance structures related to the following structure and find out whether the functional group present in the molecule is ortho,para directing or meta directing.

Vedclass Test Series

Exam Paper Generator

Online Exam Module