(C–Cl) bond in `CH_2`= CH–Cl(vinyl chloride) is stabilized in the same ways as in

Options

A. benzyl chloride
B. ethyl chloride
C. chlorobenzene
D. allyl chloride

Answer

To determine how the C–Cl bond in vinyl chloride (CH₂=CH–Cl) is stabilized and to find a similar stabilization in the provided options, we can analyze the resonance structures and stability of the C–Cl bond in each compound.

### Step-by-Step Solution:

1. **Understanding Vinyl Chloride**:
- Vinyl chloride has the structure CH₂=CH–Cl. The C–Cl bond can participate in resonance due to the presence of the chlorine atom, which has lone pairs of electrons.
- The resonance structures can be drawn by moving the lone pair from chlorine to form a double bond with carbon, resulting in a positive charge on chlorine.

2. **Analyzing the C–Cl bond in Vinyl Chloride**:
- The resonance leads to partial double bond character in the C–Cl bond, which increases its stability. This is the key feature we will look for in the other compounds.

3. **Option 1: Benzyl Chloride (C6H5–CH2Cl)**:
- The structure of benzyl chloride shows a C–Cl bond that is a single bond.
- For resonance to occur, a carbocation would need to form, but the C–Cl bond is relatively weak and does not exhibit significant resonance stabilization.
- **Conclusion**: The C–Cl bond in benzyl chloride is not stabilized by resonance.

4. **Option 2: Ethyl Chloride (CH3–CH2Cl)**:
- Ethyl chloride has a simple structure with a C–Cl single bond.
- There are no resonance structures possible here, as there are no adjacent double bonds or lone pairs that can participate in resonance.
- **Conclusion**: The C–Cl bond in ethyl chloride is not stabilized by resonance.

5. **Option 3: Chlorobenzene (C6H5Cl)**:
- Chlorobenzene has a chlorine atom attached to a benzene ring.
- The lone pairs on chlorine can participate in resonance with the π system of the benzene ring, leading to multiple resonance structures.
- This results in a partial double bond character in the C–Cl bond, enhancing its stability.
- **Conclusion**: The C–Cl bond in chlorobenzene is stabilized by resonance.

6. **Option 4: Allyl Chloride (CH2=CH–CH2Cl)**:
- Allyl chloride has a C–Cl bond adjacent to a double bond.
- While there is potential for resonance, the C–Cl bond does not exhibit significant stabilization because the chlorine can easily leave, forming a carbocation.
- **Conclusion**: The C–Cl bond in allyl chloride is not stabilized by resonance.

### Final Answer:
The C–Cl bond in vinyl chloride is stabilized in the same way as in **Chlorobenzene** (Option 3).