Question:

What will be the increasing order of basic strength of the following compounds: \(\text{C}_2\text{H}_5\text{NH}_2, (\text{C}_2\text{H}_5)_2\text{NH},(\text{C}_2\text{H}_5)_3\text{N},\text{C}_6\text{H}_5\text{NH}_2\)

Updated On: Oct 29, 2024
  • \(\text{C}_2\text{H}_5\text{NH}_2 < (\text{C}_2\text{H}_5)_2\text{NH} < (\text{C}_2\text{H}_5)_3\text{N} < \text{C}_6\text{H}_5\text{NH}_2\)
  • \(\text{C}_6\text{H}_5\text{NH}_2 < \text{C}_2\text{H}_5\text{NH}_2 < (\text{C}_2\text{H}_5)_3\text{N} < (\text{C}_2\text{H}_5)_2\text{NH}\)
  • \((\text{C}_2\text{H}_5)_3\text{N} < (\text{C}_2\text{H}_5)_2\text{NH} < \text{C}_6\text{H}_5\text{NH}_2 < \text{C}_2\text{H}_5\text{NH}_2\)
  • \((\text{C}_2\text{H}_5)_2\text{NH} < (\text{C}_2\text{H}_5)_3\text{N} < \text{C}_2\text{H}_5\text{NH}_2 < \text{C}_6\text{H}_5\text{NH}_2\)
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The Correct Option is B

Solution and Explanation

The basic strength of amines depends on the availability of the lone pair of electrons on nitrogen for donation. Alkyl groups increase the electron density on nitrogen due to their +I (inductive effect), while the phenyl group (in aniline) withdraws electrons due to its -R (resonance effect).Correct order: \(\text{C}_6\text{H}_5\text{NH}_2 < \text{C}_2\text{H}_5\text{NH}_2 < (\text{C}_2\text{H}_5)_3\text{N} < (\text{C}_2\text{H}_5)_2\text{NH}\).
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