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, we need to identify which compound, upon hydrolysis, yields a carboxylic acid and a secondary amine. Let's go through the steps systematically.

### Step-by-Step Solution:

1. **Understanding Hydrolysis**: Hydrolysis is a chemical reaction involving the breaking of a bond in a molecule using water. In the context of amines, we are particularly interested in the hydrolysis of amides (which contain a C-O-N bond) to yield a carboxylic acid and an amine.

2. **Identifying the Products**: When an amide undergoes hydrolysis, it produces a carboxylic acid (RCOOH) and an amine. For our case, we need to ensure that the amine produced is a secondary amine, which has the structure R2NH (where R can be any alkyl or aryl group).

3. **Analyzing the Options**: We need to look at the given compounds and identify which one contains an amide bond (C-O-N) that can yield a secondary amine upon hydrolysis.

4. **Examining Each Compound**:
- **Option 1**: Check if it has an amide bond and if hydrolysis yields a secondary amine.
- **Option 2**: Check for the presence of an amide bond and analyze the resulting amine.
- **Option 3**: Same as above.
- **Option 4**: Same as above.

5. **Determining the Correct Compound**:
- If we find a compound that has the structure RCO-NHR', where R and R' are such that R' is an alkyl or aryl group (and not just hydrogen), hydrolysis will yield a carboxylic acid (RCOOH) and a secondary amine (R2NH).

6. **Conclusion**: After analyzing the options, we find that the compound which fits this criterion is the one that contains a structure yielding a secondary amine upon hydrolysis.

### Final Answer:
The compound that yields a carboxylic acid and a secondary amine upon hydrolysis is the one with the amide bond structured as RCO-NHR', where R' is not just hydrogen.