Which is most acidic compound? (A) CH3-COOH (B) CH3-ΘN H3 (C) CH2-COOH (D) CH2-COOH

Name: Problem 3, Chapter 9: Problems and Solutions in Organic Chemistry for JEE MAIN AND ADVANCED
Uploaded: 2022-02-20T14:05:06-08:00
Duration: 1 min 1 s
Channel: Narayan Hari
Description: Which is most acidic compound? (A) CH3-COOH (B) CH3-ΘN H3 (C) CH2-COOH (D) CH2-COOH

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Which is most acidic compound? (A) CH3-COOH (B) CH3-ΘN H3...

Which is most acidic compound?
(A) $\mathrm{CH}_{3}-\mathrm{COOH}$
(B) $\mathrm{CH}_{3}-\stackrel{\Theta}{\mathrm{N}} \mathrm{H}_{3}$
(C) $\mathrm{CH}_{2}-\mathrm{COOH}$
(D) $\mathrm{CH}_{2}-\mathrm{COOH}$

Key Concepts

Acid Strength (pKa)

Acid strength is quantified by the pKa value, with a lower pKa indicating a stronger acid. This concept is crucial as it provides a numerical method to compare how readily different compounds donate protons based on their molecular structure.

Resonance Stabilization

Resonance stabilization involves the delocalization of electrons in a conjugate base, which reduces energy and increases stability. A more stabilized conjugate base corresponds to a stronger acid, as it better accommodates the negative charge after proton loss.

Inductive Effects

Inductive effects occur when electron-withdrawing or electron-donating groups in a molecule influence the electron density through sigma bonds. Electron-withdrawing groups enhance the stability of a conjugate base by dispersing negative charge, thereby increasing the acidity of the molecule.

Functional Groups

Different functional groups, such as carboxyl or ammonium groups, exhibit distinct acid-base characteristics. Their inherent tendencies to donate or accept protons are fundamental in determining the overall acidity and reactivity of organic compounds.

Conjugate Base Stability

The stability of a conjugate base plays a pivotal role in determining acid strength. Various structural factors, including resonance and inductive effects, contribute to how effectively the negative charge can be stabilized following proton donation, thereby influencing the original acid's strength.

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