Organic Chemistry Basics 2 Question 38
38. The correct order of basicities of the following compounds is
(1)
$\left(\mathrm{CH}{3}\right){2} \mathrm{NH}$
(3)
(a) $2>1>3>4$
(c) $3>1>2>4$
(b) $1>3>2>4$
(d) $1>2>3>4$
$\mathrm{CH}{3} \mathrm{CH}{2} \mathrm{NH}_{2}$
(2)
$\mathrm{CH}{3} \mathrm{CONH}{2}$
(4)
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Solution:
- I is most basic due to formation of resonance stabilised conjugate acid.
resonance stabilised conjugate acid
IV is amide, least basic.
Also, among alkyl amines, $2^{\circ}$ is more basic than $1^{\circ}$ amine. Hence, overall order of basic strength is
$$ 1>3>2>4 $$
