Question

Among the following which one has weakest carbon-halogen bond?

Options

• Benzyl bromide

• Bromobenzene

• Vinyl bromide

• Benzyl chloride

Answer 1

Benzyl bromide

Explanation: 

The c-X bond in benzyl bromide is much weaker than in vinyl bromide and bromobenzene since the benzyl cation left after the removal of the bromide ion is stabilised by resonance. Further, the C-Br bond is weaker than the C-Cl bond. Therefore, C₆H₅CH₂Br has the weakest C-X bond.