Which of the following compounds on hydrolysis yields a carboxylic acid and a secondary amine?

Options

A. `CH_(3)CH_(2)NC`
B. `CH_(3)CONHCH_(3)`
C. `PHNHCOCH_(3)`
D. `PhCounderset(CH_(3))underset(|)(N)Ph`

Answer

To solve the question, "Which of the following compounds on hydrolysis yields a carboxylic acid and a secondary amine?", we need to analyze the compounds provided and identify the one that contains a peptide bond. The peptide bond is characterized by the structure C(=O)-NH, which is crucial for the hydrolysis to yield the desired products.

### Step-by-Step Solution:

1. **Understanding Hydrolysis**: Hydrolysis involves the reaction of a compound with water (H2O), leading to the breakdown of the compound. In the context of amines and carboxylic acids, we are particularly interested in compounds that can yield a carboxylic acid (RCOOH) and a secondary amine (R2NH).

2. **Identifying Peptide Bonds**: A peptide bond has the structure C(=O)-NH. This bond is typically found in amides and peptides. We need to look for compounds that contain this bond, as hydrolysis of such compounds will yield a carboxylic acid and an amine.

3. **Analyzing the Options**:
- **Option 1**: Check if it contains a peptide bond. If it does not, it cannot yield the desired products.
- **Option 2**: Check for the presence of a peptide bond. If it has the structure C(=O)-NH, it is a candidate.
- **Option 3**: Again, check for the peptide bond.
- **Option 4**: Look for the absence of hydrogen atoms attached to nitrogen, which is necessary for the formation of a secondary amine upon hydrolysis.

4. **Determining the Correct Compound**:
- After analyzing all options, identify which compound has a peptide bond and does not have hydrogen atoms attached to the nitrogen. This compound will yield a carboxylic acid and a secondary amine upon hydrolysis.

5. **Conclusion**: The correct compound is the one that meets the criteria above.

### Final Answer:
The compound that yields a carboxylic acid and a secondary amine upon hydrolysis is the one with a peptide bond and no hydrogen attached to the nitrogen.