Question

Statement-I : $\text{CH}_2=\text{CH}-\text{Cl}$ is having stronger $\text{C}-\text{Cl}$ bond then $\text{CH}_3-\text{CH}_2-\text{Cl}$.
Statement-II : $\text{Ph}-\text{C}(\text{Et})(\text{Me})-\text{Cl}$ will rotate the plane polarised light after solvation.

• A. Both statements-I and II are correct
• B. Both statements-I and II are incorrect
• C. Statement-I is correct and statement-II is incorrect
• D. Statement-I is incorrect and statement-II is correct.

Hint:

Resonance often strengthens bonds by imparting double bond character. Optical activity requires chirality; while a chiral molecule rotates light, the effect of solvation on rotation (like racemization in $S_N1$ solvent) is complex and context-dependent.

Answer 1

The Correct Option is C

Statement I: In vinyl chloride ($\text{CH}_2=\text{CH}-\text{Cl}$), the $\text{C}$ atom is $sp^2$ hybridized, and the $\text{C}-\text{Cl}$ bond acquires partial double bond character due to resonance.
Double bonds are shorter and stronger than single bonds ($\text{C}_{sp^3}-\text{Cl}$). Statement I is Correct.
Statement II: The compound $\text{Ph}-\text{C}(\text{Et})(\text{Me})-\text{Cl}$ is chiral (has an asymmetric carbon). Thus, its solution is optically active and rotates plane polarized light.
However, the statement phrasing links rotation to the process of solvation. Since optical activity is an intrinsic molecular property, the statement is technically imprecise or interpreted as incorrect in the context of racemization/solvation effects by the setter. Statement II is considered Incorrect.