Given:
- Statement I compares the strength of the C–Cl bond in CH2=CH−Cl and CH3−CH2−Cl.
- Statement II asks whether hydrolysis of the given optically active molecule gives a solution that can rotate plane polarized light.
Find: The correct option.
- Analyse Statement I
In vinyl chloride CH2=CH−Cl, the chlorine atom is attached to an sp2 hybridized carbon.
Because of resonance, the C–Cl bond acquires partial double bond character.
This makes the bond shorter and stronger than the C–Cl bond in ethyl chloride CH3−CH2−Cl, where chlorine is attached to an sp3 hybridized carbon.
So, Statement I is true.
- Analyse Statement II
The molecule is stated to be optically active.
On hydrolysis, substitution gives a chiral alcohol without loss of chirality.
Therefore, the product solution remains optically active and can rotate plane polarized light.
So, Statement II is true.
- Conclude
Both statements are true.
Hence, the correct option is C, that is, option (3).