Which of the following is most stable?

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

Question

(C) The stability of a carboxylate ion $(R-COO^-)$ is increased by electron-withdrawing groups $(EWG)$ and decreased by electron-donating groups $(EDG

Vedclass · Accepted Answer

$3,5-$Dinitro$-4-$cyanobenzoate ion

Vedclass · Answer

(C) The stability of a carboxylate ion $(R-COO^-)$ is increased by electron-withdrawing groups $(EWG)$ and decreased by electron-donating groups $(EDG)$ attached to the benzene ring.$1.$ The $-NO_2$ group is a strong electron-withdrawing group ($-I$ and $-M$ effect).$2.$ The $-CN$ group is also an electron-withdrawing group ($-I$ and $-M$ effect).$3.$ The $-CH_3$ group is an electron-donating group ($+I$ and hyperconjugation).Comparing the options:- Option $A$ has one $-NO_2$ group.- Option $B$ has one $-CN$ group.- Option $C$ has two $-NO_2$ groups and one $-CN$ group,all of which are strong electron-withdrawing groups. This combination significantly disperses the negative charge on the carboxylate group,making it the most stable.- Option $D$ has a $-CH_3$ group,which destabilizes the carboxylate ion.Therefore,the ion with the most electron-withdrawing groups is the most stable.

Similar Questions

Oxalic acid reacts with concentrated $H_2SO_4$ to give a mixture of two gases. When this mixture is passed through caustic potash,one of the gases is absorbed. What is the product formed by the absorbed gas with caustic potash?

Which of the following is the correct order of acidic strength?

$CH_3COOC_2H_5$ with excess of $C_2H_5MgBr$ and hydrolysis gives:

Assertion $(A)$: Carboxylic acids are more acidic than Phenols.
Reason $(R)$: Resonance structures of carboxylate ion are equivalent,while resonance structures of phenoxide ion are not equivalent.

Which of the following acids will form an $(a)$ anhydride on heating and $(b)$ an acid imide on strong heating with ammonia?

Vedclass Test Series

Exam Paper Generator

Online Exam Module