JEE Main Chemistry question
Which one of the following compounds, (A) C_6H_5-NH-CH_2CH_2-NH-CH_2CH_2-NH-C_6H_5 linked further to a third ring with an end (B is the central secondary amine nitrogen, C is the terminal amide nitrogen), is most basic? [UP SEE 2004]
Answer: (B)
Solution
Nitrogen (A), directly attached to a benzene ring, has its lone pair delocalised into the aromatic ring (aniline-type nitrogen) and is therefore a weak base. Nitrogen (C) is an amide nitrogen, whose lone pair is strongly delocalised into the adjacent carbonyl group, making it an even weaker base
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