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Question

Correct order of basicity of various nitrogen in LSD is :

504343_73da9c55b8dc44ce9d6b33e73ba85bee.png

A
1>2>3
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B
2>1>3
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C
2>3>1
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D
3>2>1
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Solution

The correct option is C 2>1>3

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.

Option B is correct.

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