Haloalkanes and Haloarenes — JEE Main · 2026 · 24 Jan 2026 · Shift 1 Question with Solution

Given below are two statements :
Statement I: 'C-Cl' bond is stronger in

CH_{2} = CH - Cl

than

CH_{3} - CH_{2} - Cl

Statement II : The given optically active molecule, (see structure) on hydrolysis gives a solution that can rotate the plane polarized light.
In the light of the above statements, choose the correct answer from the options given below

(A)Statement I is false but Statement II is true
(B)Both Statement I and Statement II are true
(C)Both Statement I and Statement II are false
(D)Statement I is true but Statement II is false✓ Correct

Answer: (D)

Solution

C H_{2} = CH - Cl

a lone pair on chlorine conjugates with the

π

bond, giving the

C - Cl

linkage partial double-bond character, so it is shorter and stronger than the pure single bond in

C H_{3} - C H_{2} - Cl

; Statement I is correct. The chiral substrate

C_{6} H_{5} - CCl (C H_{3}) (C_{2} H_{5})

is a tertiary benzylic halide that hydrolyses by

S_{N} 1

through a planar carbocation; attack from both faces gives a racemic mixture, which is optically inactive and does not rotate plane-polarised light, so Statement II is false. Statement I is true but Statement II is false.

JEE Main · 2026 · 24 Jan 2026 · Shift 1 · Single correct option

JEE Main · 2026 · 24 Jan 2026 · Shift 1 · Haloalkanes and Haloarenes

Solution

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