Arrange the following compounds in increasing | vedclass

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(D) The acidic strength is directly proportional to the stability of the resulting conjugate base (anion) formed after the removal of an $\alpha$-hydr

Vedclass · Accepted Answer

$II < III < I < IV$

Vedclass · Answer

(D) The acidic strength is directly proportional to the stability of the resulting conjugate base (anion) formed after the removal of an $\alpha$-hydrogen.$(I)$ Cyclohexane$-1,3-$dione: The $\alpha$-hydrogens are between two carbonyl groups,making the resulting anion highly stabilized by resonance.$(II)$ $\delta$-Valerolactone: The $\alpha$-hydrogens are adjacent to one carbonyl group and an oxygen atom,which is less acidic than a $\beta$-dicarbonyl system.$(III)$ Tetrahydropyran$-4-$one: The $\alpha$-hydrogens are adjacent to only one carbonyl group.$(IV)$ Methyl $2,6-$dioxocyclohexanecarboxylate: This compound has a highly acidic hydrogen between two carbonyl groups,and the presence of the ester group further enhances the acidity due to the electron-withdrawing effect.Comparing the stability of the anions:- Compound $(II)$ has the least acidic $\alpha$-hydrogens.- Compound $(III)$ is more acidic than $(II)$ due to the inductive effect of the oxygen.- Compound $(I)$ is a $\beta$-diketone,which is significantly more acidic.- Compound $(IV)$ is the most acidic due to the presence of an additional ester group,which provides extra resonance and inductive stabilization to the anion.Thus,the increasing order of acidic strength is: $II < III < I < IV$.

Arrange the following compounds in increasing order of their acidic strength:

Similar Questions

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