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

Question

Among the following which one has weakest carbon-halogen bond? (A) Benzyl bromide (B) Bromobenzene (C) Vinyl bromide (D) Benzyl chloride

Tardigrade Admin · Accepted Answer

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 stabilized by resonance. Further, C-Br is weaker than C-Cl bond. Therefore, C6H5CH2Br has the weakest C-X bond.

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

Benzyl bromide

Bromobenzene

Vinyl bromide

Benzyl chloride

$C - X$ 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 stabilized by resonance. Further, $C - B r$ is weaker than $C - Cl$ bond. Therefore, $C_{6} H_{5} C H_{2} B r$ has the weakest $C - X$ bond.

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

Benzyl bromide

Bromobenzene

Vinyl bromide

Benzyl chloride

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 stabilized by resonance. Further, C−Br is weaker than C−Cl bond. Therefore, C6​H5​CH2​Br has the weakest C−X bond.

$C - X$ 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 stabilized by resonance. Further, $C - B r$ is weaker than $C - Cl$ bond. Therefore, $C_{6} H_{5} C H_{2} B r$ has the weakest $C - X$ bond.