`S_(N)1` characteristics would be exhibited in the hydrolysis of

Options

A. chlorobenzene
B. 1-chloronapthalne
C. propenly chloride
D. 2-chloro-1-propene

Answer

To determine which alkyl halide exhibits characteristics of an \( S_N1 \) reaction during hydrolysis, we need to analyze the stability of the carbocation formed during the reaction. The \( S_N1 \) mechanism involves two main steps: the formation of a carbocation intermediate and the subsequent attack of a nucleophile. Here’s a step-by-step solution to the question:

### Step 1: Understanding the \( S_N1 \) Mechanism
The \( S_N1 \) (Substitution Nucleophilic Unimolecular) mechanism involves two key steps:
1. Formation of a carbocation intermediate when the leaving group (halide) departs.
2. Nucleophilic attack on the carbocation by water (in the case of hydrolysis), resulting in the formation of an alcohol.

### Step 2: Identify the Alkyl Halides
Consider the given options for alkyl halides. We need to evaluate their structures to determine which one can form a stable carbocation upon the departure of the halide.

### Step 3: Analyze Carbocation Stability
Carbocation stability is influenced by:
- **Inductive effects**: Electron-donating groups can stabilize the positive charge.
- **Resonance effects**: If the carbocation can be stabilized by resonance, it will be more stable.

### Step 4: Evaluate Each Option
1. **Chloro Benzene**: The carbocation formed is not stabilized by resonance due to the aromatic system.
2. **1-Chloro Naphthalene**: Similar to chloro benzene, the carbocation is not stabilized effectively.
3. **2-Chloro-1-propene**: The carbocation formed here can be stabilized by resonance due to the adjacent double bond, making it more stable.
4. **Propionyl Chloride**: The carbocation formed here is also stabilized by resonance, but the overall structure is less favorable compared to 2-chloro-1-propene.

### Step 5: Conclusion
Among the options, **2-chloro-1-propene** exhibits the characteristics of an \( S_N1 \) reaction during hydrolysis due to the stability of the carbocation formed through resonance.

### Final Answer
The alkyl halide that exhibits \( S_N1 \) characteristics in hydrolysis is **2-chloro-1-propene**.