Which of the following does not produce salt with hydrochloric acid ?

Options

A. Ethylamine
B. aniline
C. Acetamide
D. phenol

Answer

To solve the question "Which of the following does not produce salt with hydrochloric acid?", we need to analyze each of the given compounds and their reactions with hydrochloric acid (HCl).

### Step-by-Step Solution:

1. **Identify the Compounds**: The options provided are:
- Ethylamine
- Aniline
- Acetamide
- Phenol

2. **Analyze Ethylamine**:
- Ethylamine (C2H5NH2) is a primary amine.
- When ethylamine reacts with HCl, the nitrogen atom, which has a lone pair of electrons, will accept a proton (H+).
- The reaction can be represented as:
\[ \text{C}_2\text{H}_5\text{NH}_2 + \text{HCl} \rightarrow \text{C}_2\text{H}_5\text{NH}_3^+ \text{Cl}^- \]
- This produces ethylammonium chloride, which is a salt.

3. **Analyze Aniline**:
- Aniline (C6H5NH2) is an aromatic amine.
- When aniline reacts with HCl, the lone pair on the nitrogen also accepts a proton:
\[ \text{C}_6\text{H}_5\text{NH}_2 + \text{HCl} \rightarrow \text{C}_6\text{H}_5\text{NH}_3^+ \text{Cl}^- \]
- This produces phenylammonium chloride, which is also a salt.

4. **Analyze Acetamide**:
- Acetamide (CH3C(O)NH2) is an amide.
- When acetamide reacts with HCl, the nitrogen again accepts a proton:
\[ \text{CH}_3\text{C(O)NH}_2 + \text{HCl} \rightarrow \text{CH}_3\text{C(O)NH}_3^+ \text{Cl}^- \]
- This results in acetamidinium chloride, which is a salt.

5. **Analyze Phenol**:
- Phenol (C6H5OH) contains a hydroxyl group.
- When phenol reacts with HCl, it does not form a salt. Instead, the reaction can be represented as:
\[ \text{C}_6\text{H}_5\text{OH} + \text{HCl} \rightarrow \text{C}_6\text{H}_5\text{OH} + \text{H}_2\text{O} + \text{Cl}^- \]
- The oxygen in the hydroxyl group can form a temporary bond with the proton, but it does not lead to the formation of a salt. The reactants essentially remain unchanged.

6. **Conclusion**:
- Ethylamine, aniline, and acetamide all produce salts when reacted with hydrochloric acid.
- Phenol does not produce a salt with hydrochloric acid.

### Final Answer:
**Phenol does not produce salt with hydrochloric acid.**