Acetic chloride cannot be obtained by treating acetic acid with

Options

A. `CHCl_(3)`
B. `SOCl_(2)`
C. `PCl_(3)`
D. `PCl_(5)`

Answer

To determine which reagent cannot produce acetic chloride (acetyl chloride) when treated with acetic acid, we will analyze each option step by step.

### Step 1: Treating Acetic Acid with Phosphorus Pentachloride (PCl5)
- **Reaction:**
\[ \text{CH}_3\text{COOH} + \text{PCl}_5 \rightarrow \text{CH}_3\text{COCl} + \text{POCl}_3 + \text{HCl} \]
- **Products:** Acetic chloride (CH3COCl), phosphoryl chloride (POCl3), and hydrochloric acid (HCl) are formed.

### Step 2: Treating Acetic Acid with Phosphorus Trichloride (PCl3)
- **Reaction:**
\[ \text{CH}_3\text{COOH} + \text{PCl}_3 \rightarrow \text{CH}_3\text{COCl} + \text{H}_3\text{PO}_4 \]
- **Products:** Acetic chloride (CH3COCl) and phosphoric acid (H3PO4) are formed.

### Step 3: Treating Acetic Acid with Thionyl Chloride (SOCl2)
- **Reaction:**
\[ \text{CH}_3\text{COOH} + \text{SOCl}_2 \rightarrow \text{CH}_3\text{COCl} + \text{SO}_2 + \text{HCl} \]
- **Products:** Acetic chloride (CH3COCl), sulfur dioxide (SO2), and hydrochloric acid (HCl) are formed.

### Step 4: Treating Acetic Acid with Chloroform (CHCl3)
- **Reaction:**
\[ \text{CH}_3\text{COOH} + \text{CHCl}_3 \rightarrow \text{No Reaction} \]
- **Products:** No reaction occurs; thus, acetic chloride (CH3COCl) cannot be formed.

### Conclusion
From the above steps, we observe that acetic chloride can be produced by treating acetic acid with PCl5, PCl3, and SOCl2, but **not with chloroform (CHCl3)**. Therefore, the correct answer is:

**Acetic chloride cannot be obtained by treating acetic acid with chloroform (Option 1).**

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