Ionic species are stabilized by the dispersal | vedclass

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

Question

(D) The stability of a carboxylate ion $(R-COO^-)$ is increased by the presence of electron-withdrawing groups (EWGs) attached to the alpha carbon. Th

Vedclass · Accepted Answer

$F_2CH-COO^-$

Vedclass · Answer

(D) The stability of a carboxylate ion $(R-COO^-)$ is increased by the presence of electron-withdrawing groups (EWGs) attached to the alpha carbon. These groups stabilize the negative charge through the inductive effect ($-I$ effect) by dispersing the charge density. Comparing the given options: $A$: $CH_3-COO^-$ (contains an electron-donating methyl group,which destabilizes the ion). $B$: $Cl-CH_2-COO^-$ (contains one $Cl$ atom,which has a $-I$ effect). $C$: $F-CH_2-COO^-$ (contains one $F$ atom,which has a stronger $-I$ effect than $Cl$). $D$: $F_2CH-COO^-$ (contains two $F$ atoms,which exert a much stronger combined $-I$ effect than a single $F$ or $Cl$ atom). Since the $-I$ effect is additive and distance-dependent,the presence of two fluorine atoms provides the greatest dispersal of the negative charge,making $F_2CH-COO^-$ the most stable carboxylate ion.

Ionic species are stabilized by the dispersal of charge. Which of the following carboxylate ions is the most stable?

Similar Questions

Acetic acid reacts with sodium metal at room temperature to produce

Which of the following is more acidic than phenol?

The most suitable reagent for the given conversion is

Which is incorrect about Hunsdiecker reaction?

Consider the following molecules $:$
$(p) \ CH_3-CH_2-COCl$
$(q) \ CH_3-CH_2-CO-O-COCH_3$
$(r) \ CH_3-CH_2-CO-OCH_2-CH_3$
$(s) \ CH_3-CH_2-CONH_2$
The correct order of rate of hydrolysis is $:$

Vedclass Test Series

Exam Paper Generator

Online Exam Module