Applying the DNP (Distance, Number, Power) rule of the inductive effect, identify the strongest carb — GOC 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.
💬Ask on WhatsApp →
Still have doubts about this question?
Send it to our AI chemistry tutor on WhatsApp — gets answered in minutes