Given below are two statements:
Statement I: 'C - Cl' bond is stronger in $$CH_{2}=CH-Cl\text{ and }CH_{3}-CH_{2}-Cl$$
Statement II: The given optically active molecule, 

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

Correct Answer: Statement I is true but Statement II is false.

• Statement I is True: In $$CH_2=CH-Cl$$ (vinyl chloride), the lone pair on the chlorine atom is in conjugation with the $$\pi$$-bond: $$CH_2=CH-\ddot{Cl}: \longleftrightarrow {}^{-}CH_2-CH=\ddot{Cl}{}^{+}$$ This resonance resonance gives the $$C-Cl$$ bond partial double bond character, making it shorter and stronger than the pure single $$C-Cl$$ bond (attached to an $$sp^3$$ carbon) in $$CH_3-CH_2-Cl$$.


• Statement II is False: The given tertiary benzylic halide, $$Ph-C(Me)(Et)-Cl$$, undergoes hydrolysis via an $$S_N1$$ mechanism. It proceeds through a planar carbocation intermediate $$[Ph-C(Me)(Et)]^{+}$$. Nucleophilic attack occurs with equal probability from both faces, yielding a racemic mixture that is optically inactive and cannot rotate plane-polarized light.