See image — AITS & Test Series Chemistry Question

💡 Solution & Explanation

(A) (electronegative nitrogen become more electronegative because chlorine atoms pull electron density away from nitrogen than methyl group in N(CH3)3, creating electron defficient N, and destabililising the T.S) (B) N Cl Cl Cl N Cl Cl Cl N Cl Cl Cl : : : sp3 sp2 sp3 After charge separation due to shifting of electron  (1) 2 aromatic ring stabilised by resonance. (2) 2 aromatic ring more stable than (1) due to extra resonance 1 aromatic ring (3) 1 anti - aromatic ring required more energy for charge separation Bond rotation energy is III > I > II Bond rotation order II > I > III (C) Least basic due to amine inversion N Et Et Et Less basic due to - I of 2nd N most basic No amine inversion N N N AITS-CRT-III (Paper-2)-PCM(Sol.)-JEE (Advanced)/2021 FIITJEE Ltd., FIITJEE House, 29-A, Kalu Sarai, Sarvapriya Vihar, New Delhi -110016, Ph 46106000, 26569493, Fax 26513942 website: www.fiitjee.com 9 O COOEt COOEt O COOEt EtCOO CO2Et O O (D) Stability of conjugate base Acidic nature of conjugate acid  (stability order of C.B.)