Concept:Hybridisation of carbon and resonance effects determine the nature of the carbon-chlorine bond.
Explanation:In methyl chloride,
CH3​Cl, the carbon is
sp3 hybridised.
Hence, the
C−Cl bond is a normal single bond.
In chlorobenzene,
C6​H5​Cl, the chlorine atom is attached to an
sp2 hybridised carbon of the benzene ring.
The lone pair on chlorine participates in resonance with the benzene ring, giving the
C−Cl bond some partial double bond character.
A bond with partial double bond character is shorter and stronger than a pure single bond.
Therefore, the
C−Cl bond in chlorobenzene is shorter and stronger than that in methyl chloride.
So, the
C−Cl bond in methyl chloride is longer and weaker.
Answer:C−Cl bond in methyl chloride is longer and weaker.
Correct option: D.