Q45 / 71 · NTA Abhyas (JEE Main) 2020 · Chemistry · Amines
Arrange the following anilines in decreasing order of basicity
- A4 > 1 > 2 > 3
- Correct answerB4 > 3 > 1 > 2
- C1 > 2 > 3 > 4
- D4 > 3 > 2 > 1
Solution
group is inductively electron-donating and base-strengthening from all position. Moreover, if is attached to benzene ring (or if R has benzylic H), it is electron-donating by hyper-conjugation from the ortho and para positions. Because of ortho effect, o-substituted aniline become less basic than aniline. Thus,
(hyper-conjugation and induction) > (induction) > (ortho effect).
(hyper-conjugation and induction) > (induction) > (ortho effect).
Hence, the correct answer is option: 'B'.