MCQ
Correct order of basicity of various nitrogen in $LSD$ is
  • A
    $1 > 2 > 3$
  • $2 > 1 > 3$
  • C
    $ 2 > 3 > 1$
  • D
    $3 > 2 > 1$

Answer

Correct option: B.
$2 > 1 > 3$
b
Nitrogen $2$ is most basic because there is no resonance to tie up their electrons and also $3\, R$-groups are electron donating (inductive effect).

Nitrogen $3$ is least basic because the lone pair on $N$ is in resonance with $C = O$ double bond of carbonyl group.

$1$ is less basic than $2$ because in $1$ , the lone pair on $N$ is in resonance with benzene ring as well as with the double bond.

Correct order of basicity of various nitrogen in LSD (lysergic acid diethylamide) is $2\,>\,1\,>\,3$.

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