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JEE Main 2005
LEVELJEE Main

Animated Solution for Chemistry - Organic Chemistry: The highest electrical conductivity from the following aqueous solutions is of

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Visualized Solution

\text{Electrical Conductivity and Ionization}

  • \text{Electrical conductivity} \propto \text{Concentration of ions}
  • \text{Concentration of ions} \propto \text{Degree of ionization } (\alpha)

\text{Acidic Strength}

  • \text{Degree of ionization } (\alpha) \propto \text{Acidic strength } (K_a)
  • \text{Acidic strength} \propto \text{Stability of conjugate base}

\text{Inductive Effect (-I)}

  • \text{Stability of conjugate base} \propto \text{-I effect of substituents}

\text{Comparing Substituents}

  • \text{-I effect order: } -\text{F} > -\text{Cl}
  • \text{Two } -\text{F groups} > \text{One } -\text{F group}

\text{Conclusion}

  • \text{Difluoroacetic acid is the strongest acid.}
  • \text{Highest } \alpha \implies \text{Highest conductivity.}

\text{The Way Forward}

  • \text{What if we had trifluoroacetic acid } (\text{CF}_3\text{COOH})?

The Sigma Insight: Bond Fission, Electronic Displacement and Hyperconjugation

Solution Diagram

The Power of the Inductive Effect

Unlocking Electrical Conductivity
When we are asked to determine which aqueous solution has the highest electrical conductivity among a set of weak acids, we are essentially being asked to find the strongest acid. But why is that? Let's embark on a journey to understand the beautiful relationship between molecular structure and macroscopic properties like conductivity.

The Connection Between Conductivity and Ionization

Electrical conductivity in a solution is driven by the presence and movement of free ions. The more ions you have, the better the solution conducts electricity.
For weak acids, which do not dissociate completely in water, the concentration of ions depends entirely on their degree of ionization, denoted by .
Therefore, our quest to find the highest conductivity translates directly into finding the acid that ionizes the most.

Acidic Strength and Conjugate Base Stability

The degree of ionization is a direct reflection of the acid's strength, quantified by its acid dissociation constant, . A stronger acid will push the equilibrium forward, releasing more ions into the solution.
But what makes one acid stronger than another? The secret lies in the stability of its conjugate base. When an acid donates its proton (), it leaves behind a negatively charged anion. If this resulting anion is highly stable, the acid is more willing to give up its proton in the first place.

The Role of the Inductive Effect (-I)

How does a molecule stabilize a negative charge? Imagine you are holding a heavy weight; it's much easier if someone helps you pull it. In chemistry, this "help" comes from electron-withdrawing groups via the Inductive Effect (-I).
Highly electronegative atoms, like halogens, pull electron density towards themselves through the sigma bonds. This pulling effect disperses the negative charge on the oxygen atom of the carboxylate group, significantly stabilizing the conjugate base.

Comparing the Options

Let's evaluate the given options based on their electron-withdrawing power:
1. Fluoroacetic acid vs. Chloroacetic acid: Fluorine is more electronegative than Chlorine. Therefore, the effect of is stronger than that of . Fluoroacetic acid is stronger than chloroacetic acid. 2. Difluoroacetic acid vs. Fluoroacetic acid: The inductive effect is additive. Two Fluorine atoms will exert a much stronger combined pull on the electron density than a single Fluorine atom.

Final Conclusion

Because difluoroacetic acid has two highly electronegative fluorine atoms, its conjugate base is the most stabilized by the effect. Consequently, it is the strongest acid among the choices, possesses the highest degree of ionization , and ultimately exhibits the highest electrical conductivity.

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