Which of the following compound has the highest boiling point?

Options

A. `CH_(3)CH_(2)COOCH_(3)`
B. `CH_(3)CH_(2)CH_(2)CONH_(2)`
C. `CH_(3)COOCOCH_(3)`
D. `CH_(3)CH_(2)COCl`

Explanation

To determine which of the given compounds has the highest boiling point, we will analyze the compounds based on their functional groups and the factors that influence boiling points.

### Step-by-Step Solution:

1. **Identify the Compounds and Their Functional Groups**:
- **Option A**: An ester (CH3-CH2-C(=O)-O-CH3)
- **Option B**: An amide (CH3-CH2-C(=O)-NH2)
- **Option C**: An acid anhydride (CH3-CH2-C(=O)-O-C(=O)-CH3)
- **Option D**: An acyl chloride (CH3-CH2-C(=O)-Cl)

2. **Count the Number of Carbon Atoms**:
- Each of the compounds has 4 carbon atoms except for the acid anhydride which has 5 carbon atoms. This is important because, generally, an increase in the number of carbon atoms leads to an increase in boiling point due to greater Van der Waals forces.

3. **Analyze the Functional Groups**:
- **Ester (Option A)**: Esters typically have lower boiling points compared to amides due to the absence of hydrogen bonding.
- **Amide (Option B)**: Amides can form hydrogen bonds due to the presence of the nitrogen atom bonded to hydrogen. This significantly increases their boiling point.
- **Acid Anhydride (Option C)**: Acid anhydrides can also participate in some degree of hydrogen bonding but are generally lower than amides.
- **Acyl Chloride (Option D)**: Acyl chlorides can exhibit dipole-dipole interactions but lack the ability to form hydrogen bonds.

4. **Consider Hydrogen Bonding**:
- Hydrogen bonding is a strong intermolecular force. The amide (Option B) can form hydrogen bonds due to the presence of the NH2 group, which provides a significant increase in boiling point compared to the other compounds.

5. **Compare the Boiling Points**:
- Based on the analysis, the amide (Option B) will have the highest boiling point due to the presence of strong hydrogen bonding, which is not present in the other compounds.

### Conclusion:
The compound with the highest boiling point among the given options is **Option B (Amide)**.

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