Carbon-halogen bond is most susceptible to cleave in

Options

A. Benzyl bromide
B. Bromobenzene
C. Vinyl bromine
D. Benzyl chloride

Explanation

To determine which carbon-halogen bond is most susceptible to cleavage, we need to analyze the structures of the given compounds and the nature of their carbon-halogen bonds.

### Step-by-Step Solution:

1. **Identify the Compounds**: The compounds we are considering are:
- Benzyl bromide (C6H5CH2Br)
- Bromobenzene (C6H5Br)
- Vinyl bromide (C2H3Br)
- Benzyl chloride (C6H5CH2Cl)

2. **Draw the Structures**:
- **Benzyl bromide**: A benzene ring attached to a CH2 group, which is further attached to a bromine atom.
- **Bromobenzene**: A bromine atom directly attached to the benzene ring.
- **Vinyl bromide**: A double bond between two carbon atoms, with a bromine atom attached to one of the carbons.
- **Benzyl chloride**: Similar to benzyl bromide, but with a chlorine atom instead of bromine.

3. **Analyze the Cleavage of Carbon-Halogen Bonds**:
- **Benzyl bromide**: The bond between carbon and bromine (C-Br) is a single bond with no double bond character, making it susceptible to nucleophilic attack and cleavage.
- **Bromobenzene**: The C-Br bond has partial double bond character due to resonance with the benzene ring, making it stronger and less susceptible to cleavage.
- **Vinyl bromide**: Similar to bromobenzene, the C-Br bond has partial double bond character due to the presence of the double bond between carbon atoms, making it less susceptible to cleavage.
- **Benzyl chloride**: Like benzyl bromide, the C-Cl bond is a single bond with no double bond character, making it susceptible to cleavage.

4. **Conclusion**:
- The most susceptible carbon-halogen bonds to cleavage are found in benzyl bromide and benzyl chloride.
- Between these two, benzyl bromide has a bromine atom, which is larger and less electronegative than chlorine, making the C-Br bond weaker than the C-Cl bond. Thus, benzyl bromide is the most susceptible to cleavage.

### Final Answer:
The carbon-halogen bond that is most susceptible to cleavage is found in **benzyl bromide (C6H5CH2Br)**.