Increasing order of basicity of CH_3CH_2CH_2NH_2 (n-propylamine), H_2C=CH-CH_2NH_2 (allylamine) and HC C-CH_2NH_2 (propargylamine) is

JEE Main Chemistry question

Increasing order of basicity of CH_3CH_2CH_2NH_2 (-propylamine), (allylamine) and (propargylamine) is

(A)CH_3CH_2CH_2NH_2 < HC\equiv CCH_2NH_2 < H_2C=CHCH_2NH_2
(B)CH_3CH_2CH_2NH_2 < H_2C=CHCH_2NH_2 < HC\equiv CCH_2NH_2
(C)HC\equiv CCH_2NH_2 < H_2C=CHCH_2NH_2 < CH_3CH_2CH_2NH_2Correct
(D)HC\equiv CCH_2NH_2 < CH_3CH_2CH_2NH_2 < H_2C=CHCH_2NH_2

Answer: (C)

Solution

The electron-withdrawing inductive effect (and hence the carbon's effective electronegativity) of an adjacent carbon increases with its -character: . An -hybridised carbon (as in the triple bond of propargylamine) withdraws electron density from the adjacent

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Question ID VK-150327