Question

Why aniline is less basic than cyclohexylamine?

Answer 1

heya....4.20am

#.....In cyclohexylamine, the electron donating group is attached to sp3 hybridized cyclohexane ring while in case of

aniline

it is attached with sp2 hybridized carbon containing benzene ring.

Due, to more s -character in benzene ring, here becomes the de localization of π-electrons in the ring and further the NH2 -group donates more electron to the ring so that it reduces the +ve charge centers and stabilizes the ring and makes it less acidic means the basicity increases.

While , in case of cyclohexylamine, the lone pair of electron donating NH2 -group is not de- localized over cyclohexane ring and is available for donation, which makes the compound more basic than aniline.......#


tysm..................#kundan