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Question: Answered & Verified by Expert
Arrange the following in the order of decreasing basicity
$\begin{array}{ccc}\mathrm{RN}=\mathrm{CHR}^1 & \mathrm{RC} \equiv \mathrm{N} & \mathrm{RNH}_2 \\ \text { I } & \text { II } & \text { III }\end{array}$
ChemistryAminesTS EAMCETTS EAMCET 2023 (14 May Shift 2)
Options:
  • A I $>$ III $>$ II
  • B III $>$ I $>$ II
  • C II $>$ III $>$ I
  • D II $>$ I $>$ III
Solution:
1932 Upvotes Verified Answer
The correct answer is: III $>$ I $>$ II
In $\mathrm{RNH}_2, \mathrm{~N}$ atom is $\mathrm{sp}^3$ hybridised. In $\mathrm{RN}=\mathrm{CHR}$, $\mathrm{N}$ atom is $\mathrm{sp}^2$ hybridised whereas in $\mathrm{RC} \equiv \mathrm{N}, \mathrm{N}$ atom is sp hybridised. The sp hybridised $\mathrm{N}$ atom is most electronegative due to maximum s character. More electronegative element has less tendency to donate electrons and therefore is least basic.
The order of basicity of aliphatic amines should be primary $>$ secondary $>$ tertiary.
Thus, the order of basicity will be:

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