Which of the following will produce only one product on reduction with `LiAlH_(4)` ?

Options

A. `CH_(3)COOCH_(2)CH_(3)`
B. `CH_(3)CH_(2)OCOCH_(2)CH_(3)`
C. `CH_(3)CH_(2)CH_(2)OCOCH_(3)`
D. `CH_(3)CH_(2)OCOCH_(2)CH_(2)CH_(3)`

Answer

To solve the question of which compound will produce only one product upon reduction with LiAlH4, we will analyze each compound provided in the options.

### Step-by-Step Solution:

1. **Identify the Compounds**:
- The first compound is CH3C(=O)OCH2CH3 (ethyl acetate).
- The second compound is CH3CH2OC(=O)OCH2CH3.
- The third compound is CH3CH2CH2O2C(=O)OCH3.
- The fourth compound is CH3CH2O2C(=O)OCH2CH3.

2. **Understanding LiAlH4 as a Reducing Agent**:
- LiAlH4 (Lithium Aluminum Hydride) is a strong reducing agent that can reduce esters, aldehydes, and ketones to alcohols.

3. **Analyzing Each Compound**:
- **First Compound (Ethyl Acetate)**:
- Upon reduction, it will yield ethanol (CH3CH2OH) as the only product.
- **Second Compound**:
- This compound will likely yield two different products upon reduction due to the presence of both an ether and an ester functional group.
- **Third Compound**:
- This compound will also yield multiple products upon reduction, as it has both an ether and an ester that can be reduced.
- **Fourth Compound**:
- Similar to the second and third compounds, this will yield multiple products due to the presence of both an ether and an ester.

4. **Conclusion**:
- The only compound that produces a single product upon reduction with LiAlH4 is the first compound, ethyl acetate (CH3C(=O)OCH2CH3), which reduces to ethanol (CH3CH2OH).

### Final Answer:
The correct answer is the first compound: **CH3C(=O)OCH2CH3 (ethyl acetate)**.

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