Given below are two statements:
Statement I: '
bond is stronger in
than
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
Text Solution
Verified by ExpertsD
Statement I : In vinyl chloride
, the
bond involves an
hybridized carbon, while in ethyl chloride
, it involves an
carbon. The
carbon has greater s-character, forming a shorter and stronger
bond. Additionally, resonance stabilization from the Cl atom's p -orbital overlapping with the
system further strengthens the vinyl
bond. Statement I is TRUE.
Statement II: The optically active molecule shown has a stereogenic center bearing
, and Cl groups. Upon hydrolysis via nucleophilic substitution (typically SN1 for tertiary or secondary centers), the C-Cl bond breaks to form an alcohol. SN1 mechanism generates a carbocation intermediate, allowing nucleophilic attack from both faces, producing a racemic mixture of the alcohol product. A racemic solution cannot rotate polarized light as the d- and l-enantiomers cancel each other's rotations. Statement II is FALSE.
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