Question

Consider the given compounds
$\left(\right.1\left.\right)$ $CH_{3}-CH_{2}-NH_{2}$
$\left(\right.2\left.\right)$ $CH_{3}-CH=NH$
$\left(\right.3\left.\right)$ $CH_{3}-C\equiv N$
$\left(\right.4\left.\right)$ $C_{2}H_{5}-NH-C_{2}H_{5}$
Arrange basicity of these compounds in decreasing order:

• A. 4 > 1 > 2 > 3
• B. 1 > 2 > 3 > 4
• C. 1 > 4 > 2 > 3
• D. 4 > 1 > 3 > 2

Answer 1

Answer: (A)

Here the correct order of basic nature is as follows
$\text{C}_{\text{2}} \text{H}_{\text{5}} \, \text{-} \, \text{NH} \, \text{-} \, \text{C}_{\text{2}} \text{H}_{\text{5}} \, \text{>} \, \text{CH}_{\text{3}} \, \text{-} \, \text{CH}_{\text{2}} \, \text{-} \, \text{NH}_{\text{2}} \, \text{>} \, \text{CH}_{\text{3}} \, \text{-} \, \text{CH} \, \text{=} \, \text{NH} \, \text{>} \, \text{CH}_{\text{3}} \, \text{-} \, \text{C} \equiv \text{N}$
$\left(\right.i\left.\right)$ Secondary amine is more basic than primary amine.
$\left(\right.ii\left.\right)$ $CH_{3}-CH=\underset{s p^{2}}{N}H$
$\left(\text{iii}\right) \, \left(\text{CH}\right)_{\text{3}} - \text{C¹} \equiv \underset{\text{sp}}{\text{N}}$