See image β GOC and Organic Chemistry Basics Chemistry Question
Question
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π‘ Solution & Explanation
# Solution: Arranging Amines by Increasing pKb **Key Principle:** Higher basicity = Lower pKb. Basicity of amines depends on: - Electron density on nitrogen - Alkyl group stabilization of conjugate acid --- **Analysis of each amine:** **(a) $HC \equiv C-CH_2-NH_2$ (Propargylamine)** - Alkyne is strongly electron-withdrawing (sp-hybridized carbon) - Reduces electron density on $NH_2$ - **Least basic β Highest pKb** β 8.4 **(b) $CH_2=CH-CH_2-NH_2$ (Allylamine)** - Alkene is weakly electron-withdrawing - Intermediate electron density on $NH_2$ - **Moderately basic** β pKb β 9.7 **(c) $CH_3-CH_2-CH_2-NH_2$ (Propylamine)** - Only alkyl groups (electron-donating) - Highest electron density on $NH_2$ - Alkyl groups stabilize the conjugate acid effectively - **Most basic β Lowest pKb** β 10.6 --- **Order of basicity:** c > b > a **Order of pKb:** a > b > c β **c < b < a** **The answer is (A) c < b < a** β