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Applying the DNP (Distance, Number, Power) rule of the inductive effect, identify the strongest carbGOC and Organic Chemistry Basics Chemistry Question

Question

Applying the DNP (Distance, Number, Power) rule of the inductive effect, identify the strongest carboxylic acid from the following isomers:

Answer: A

💡 Solution & Explanation

The stabilization of the conjugate base prioritizes Distance over Power. Although $-NO_2$ is a stronger $-I$ group than $-Cl$, the chlorine atom in 2-chlorobutanoic acid is adjacent ($\alpha$ -carbon) to the carboxylate, exerting a far stronger stabilizing pull than a distant $-NO_2$ group.

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