Nicotine present in tobacco has the following structure. Which nitrogen is more basic and explain your choice. CH3 2 ○ N1 is more basic as it is sp2 hybridized and more electronegative because of less S character. O N2 is more basic as it is sp3 hybridized and less electronegative because of less S character. ON1 is more basic as its lone pair has resonance.

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter4: Polar Bonds, Polar Reactions
Section: Chapter Questions
Problem 13E: For each molecule below, draw the conjugate acid or conjugate base or both if the molecule hasboth a...
Question
Nicotine present in tobacco has the following structure. Which nitrogen is more basic and
explain your choice.
CH3
2
○ N1 is more basic as it is sp2 hybridized and more electronegative because of less
S character.
O N2 is more basic as it is sp3 hybridized and less electronegative because of less S
character.
ON1 is more basic as its lone pair has resonance.
Transcribed Image Text:Nicotine present in tobacco has the following structure. Which nitrogen is more basic and explain your choice. CH3 2 ○ N1 is more basic as it is sp2 hybridized and more electronegative because of less S character. O N2 is more basic as it is sp3 hybridized and less electronegative because of less S character. ON1 is more basic as its lone pair has resonance.
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