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CHM 102 Fundamentals of Amines: Nomenclature, Isomerism, and Synthesis Objective Question
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Question

Why are aromatic amines weaker bases than aliphatic amines?
Options
A The lone pair on nitrogen is delocalized into the aromatic ring
Correct Answer
B Aromatic rings are electron-withdrawing by induction
C Aromatic amines are less soluble
D Aromatic amines form stronger hydrogen bonds
Correct Answer

Option A is the correct answer.

Detailed Explanation

In aniline, the nitrogen lone pair participates in resonance with the benzene ring, making it less available for protonation, thus decreasing basicity.

Hint

Resonance stabilizes the free base.

Question Info

Course: CHM 102
Topic: Fundamentals of Amines: Nomenclature, Isomerism, and Synthesis
Type: Objective
Difficulty: Not specified
Question 260 of 1999
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