Amines
Which of the following is the correct decreasing order of basic strength in aqueous solution?
Select the correct option:
Solution
Dimethylamine>Ethylamine>Ammonia>Aniline
In water, aliphatic amines are generally more basic than ammonia due to +I effect of alkyl groups. Among lower amines, secondary amines are often strongest in aqueous medium because they combine favorable +I effect with effective solvation. Aniline is least basic here because the lone pair on nitrogen is delocalized into the benzene ring by resonance, making it less available for protonation. Therefore the order is dimethylamine > ethylamine > ammonia > aniline.
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About This Question
- Subject
- chemistry
- Chapter
- organic compounds containing nitrogen
- Topic
- amines
- Difficulty
- Medium
- Year
- 2025
Solution
Correct Answer:
Dimethylamine>Ethylamine>Ammonia>Aniline
In water, aliphatic amines are generally more basic than ammonia due to +I effect of alkyl groups. Among lower amines, secondary amines are often strongest in aqueous medium because they combine favorable +I effect with effective solvation. Aniline is least basic here because the lone pair on nitrogen is delocalized into the benzene ring by resonance, making it less available for protonation. Therefore the order is dimethylamine > ethylamine > ammonia > aniline.
This medium difficulty chemistry question is from the chapter organic compounds containing nitrogen, covering the topic of amines. It appeared in the 2025 exam.
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