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

What is the correct order of increasing acidic strength for the following compounds?
$I. CH_3CO_2H$
$II. MeOCH_2CO_2H$
$III. CF_3CO_2H$
$IV. (CH_3)_2CHCO_2H$

Bouveault-Blanc reduction reaction involves:

$R-CO-OR' \xrightarrow{LiAlH_4} B + C$. Both $B$ and $C$ give a positive iodoform test. $R$ and $R'$ can be:

Select the acid with the highest $K_a$ (i.e.,lowest $pK_a$).

What are the products formed when oxalic acid is dehydrated by concentrated $H_2SO_4$?

Vedclass Test Series

Exam Paper Generator

Online Exam Module