A dihaloalkane on alkaline hydrolysis produces a ketone with formula `C_(3)H_(6)O`. The dihaloalkane can be

Options

A. 2, 2-dichloropropane
B. 1, 1-dichloropropane
C. 1, 2-dichloropropane
D. 1, 3-dichloropropane

Answer

To solve the problem of identifying the dihaloalkane that produces a ketone with the formula C₃H₆O upon alkaline hydrolysis, we can follow these steps:

### Step 1: Understand the Problem
We need to find a dihaloalkane that, when subjected to alkaline hydrolysis, yields a ketone with the molecular formula C₃H₆O.

### Step 2: Identify the Structure of the Ketone
The ketone with the formula C₃H₆O can be represented as:
- **Acetone (2-propanone)**: CH₃C(=O)CH₃

### Step 3: Analyze the Dihaloalkanes
We have four dihaloalkanes to consider:
1. **2,2-Dichloropropane (A)**: CH₃C(Cl)(Cl)CH₃
2. **1,1-Dichloropropane (B)**: CH₂(Cl)CH(Cl)CH₃
3. **1,2-Dichloropropane (C)**: CH₂(Cl)CH(Cl)CH₃
4. **1,3-Dichloropropane (D)**: CH₂(Cl)CH₂(Cl)CH₃

### Step 4: Determine the Hydrolysis Products
We will perform alkaline hydrolysis on each compound to see which one yields a ketone.

1. **For 2,2-Dichloropropane (A)**:
- Reaction: CH₃C(Cl)(Cl)CH₃ + 2OH⁻ → CH₃C(=O)CH₃ + 2Cl⁻
- Product: Acetone (C₃H₆O) - a ketone.

2. **For 1,1-Dichloropropane (B)**:
- Reaction: CH₂(Cl)CH(Cl)CH₃ + OH⁻ → CH₃C(=O)H + Cl⁻
- Product: Propanal (C₃H₆O) - an aldehyde.

3. **For 1,2-Dichloropropane (C)**:
- Reaction: CH₂(Cl)CH(Cl)CH₃ + OH⁻ → CH₃C(=O)H + Cl⁻
- Product: Propanal (C₃H₆O) - an aldehyde.

4. **For 1,3-Dichloropropane (D)**:
- Reaction: CH₂(Cl)CH₂(Cl)CH₃ + OH⁻ → CH₃C(=O)H + Cl⁻
- Product: Propanal (C₃H₆O) - an aldehyde.

### Step 5: Conclusion
Based on the analysis, only **2,2-Dichloropropane (A)** yields a ketone (acetone) upon alkaline hydrolysis. Therefore, the dihaloalkane that produces a ketone with the formula C₃H₆O is:

**Answer: 2,2-Dichloropropane (A)**

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