The decreasing order of acidic strengths of t | vedclass

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

Question

(D) The acidic strength of a compound depends on the stability of its conjugate base formed after the removal of a proton $(H^+)$.$(x)$ Cyclopentadien

Vedclass · Accepted Answer

$z > x > y$

Vedclass · Answer

(D) The acidic strength of a compound depends on the stability of its conjugate base formed after the removal of a proton $(H^+)$.$(x)$ Cyclopentadiene: Upon losing a proton,it forms a cyclopentadienyl anion,which is aromatic ($6 \pi$ electrons,Huckel's rule).$(y)$ Cycloheptatriene: Upon losing a proton,it forms a cycloheptatrienyl anion,which is anti-aromatic ($8 \pi$ electrons,unstable).$(z)$ $5-$cyanocyclopentadiene: Upon losing a proton,it forms a cyclopentadienyl anion substituted with a $-CN$ group. The $-CN$ group is a strong electron-withdrawing group ($-I$ and $-M$ effect),which further stabilizes the already aromatic anion through resonance and inductive effects.Comparing the stabilities of the conjugate bases:$1$. The anion of $(z)$ is the most stable due to the $-CN$ group.$2$. The anion of $(x)$ is aromatic and stable.$3$. The anion of $(y)$ is anti-aromatic and highly unstable.Therefore,the order of acidic strength is $z > x > y$.

The decreasing order of acidic strengths of the following compounds is:

Similar Questions

The correct order of the electron-donating or withdrawing effect (inductive/mesomeric effect) for the groups $-NH_2, -OCH_3, -C_6H_5$,and $-NO_2$ is:

Define the electromeric effect and describe its types.

Which types of electronic effects are seen in the structure of a molecule?

Which of the following is the most correct electron displacement for a nucleophilic reaction to take place?

The decreasing order of $-I$ (inductive) effect power for the given groups is:
$A. -CN$
$B. -NO_2$
$C. -NH_2$
$D. -F$

Vedclass Test Series

Exam Paper Generator

Online Exam Module