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CHM 102 Practice Questions Objective Question
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Question

Acetamide is a much weaker base than ammonia. This is because
Options
A the electron withdrawing effect of the C=O group makes the lone pair of electrons on nitrogen atom less available for protonation.
Correct Answer
B the electron withdrawing effect of the C=O group makes the lone pair of electrons on nitrogen atom more available for protonation.
C the presence of CH3 group sterically hinders the protonation of the NH2 group.
D an H atom from the nitrogen is less easily lost from CH3CONH2 than from NH3.
Correct Answer

Option A is the correct answer.

Detailed Explanation

Amides are much weaker bases than amines because the carbonyl group (C=O) is electron-withdrawing and delocalizes the nitrogen lone pair through resonance, making it less available for protonation.

Hint

How does the carbonyl group affect the basicity of amides?

Question Info

Course: CHM 102
Topic: Practice Questions
Type: Objective
Difficulty: Not specified
Question 1436 of 1999
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