1.

(CH_(3))_(3) N is basicbut (CF_(3))_(3)N is not basic.Explain why ?

Answer»

SOLUTION :N has a LONE pair of electrons. But DUE to higher electronegativity of C `(2.5)` than that of `H(2.1)`, `CH_(3)` acts as an electron-donating group. It increasesthe electron density on N in `(CH_(3))_(3)N`.As a result, the lone pair of electrons on N in `(CH_(3))_(3)N` in easily availablefor potenationand hence`(CH_(3))_(3)N`acts a base.
In CONTRAST,due to muchhigher electronegativityof `F(4.0)` than that of `(2.5)`, `CF_(3)`acts a strong electron-withdrawinggroup.It considerably decreasesthe electron density of N in `(CF_(3))_(3)N`.As a result, the lone pairof electrons on N in `(CF_(3))_(3)N`is not available for protonationand hence `(CF_(3))_(3)N` does not act as a base.


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