Pls answer this: - Chemistry - Basic Principles of Organic Chemistry

Question

Pls answer this:

Devansh Shah · Accepted Answer

Dear Student,

For compound 1, the two methyl groups contribute to +I effect on
the nitrogen of the amine group However, the nitrogen is attached
to a benzene ring which has two electron withdrawing nitro groups
at the meta position This leads to delocalization of the lone pair
on the nitrogen atom Thus, compound 1 has very low basic
strength

For compound 2, the nitrogen is bonded to a cyclohexane group which
provides +I effect Thus, this compound has high basic strength

For compound 3, the nitrogen which is double bonded should have a
higher basicity However, the nitrogen atoms attached to the double
bonded carbon lead to -I effect, thus decreasing the overall charge
density on the carbon Also, double bond conjugation is possible in
the system , which can lead to decrease in the basic strength of
the amine Thus, this compound is more basic than (I) but less basic
than (II)

For compound 4, basicity is similar to that of (II) because of +I
effect of the alkyl groups However, the nucleophilicity of the
compound is a little less because of steric hindrance by the alkyl
groups Thus, it is more basic than (III) but less basic than
(II)

Thus, the correct order of basic strength is (a)

(II) > (IV) > (III) > (I)

Hope it helps

Regards