Practicing Success

Target Exam

CUET

Subject

Chemistry

Chapter

Organic: Haloalkanes and Haloarenes

Question:

C–Cl bond of chlorobenzene in comparison to C–Cl bond in methyl chloride is

Options:

Shorter and weaker

Shorter and stronger

Longer and weaker

Longer and stronger

Correct Answer:

Shorter and stronger

Explanation:

The correct answer is option 2. shorter and stronger.

The C–Cl bond in chlorobenzene is shorter than the C–Cl bond in methyl chloride because the chlorine atom in chlorobenzene is delocalized over the benzene ring, which gives it a partial double bond character. This makes the C–Cl bond in chlorobenzene shorter and stronger.

Here is a diagram showing the delocalization of electrons in chlorobenzene:

The electrons in the chlorine atom are delocalized over the benzene ring, which gives the chlorine atom a partial positive charge. This partial positive charge attracts the partial negative charge of the carbon atom, which shortens the C–Cl bond.

The stronger C–Cl bond in chlorobenzene makes it more difficult to break, which is why chlorobenzene is less reactive than methyl chloride.