Which oxime on acetylation followed by reaction with `Na_(2)CO_(3)` would give propane nitrile ?

Options

A.
B.
C.
D.

Explanation

To determine which oxime, upon acetylation followed by a reaction with sodium carbonate, would yield propane nitrile, we can follow these steps:

### Step 1: Understand the structure of propane nitrile
Propane nitrile, also known as propionitrile, has the chemical formula C2H5CN. It consists of a three-carbon chain (propane) with a nitrile (−C≡N) functional group attached to the terminal carbon.

### Step 2: Analyze the oxime options
We need to analyze the given oxime options to see which one can lead to the formation of propane nitrile after undergoing acetylation and a subsequent reaction with sodium carbonate.

### Step 3: Acetylation of the oxime
Acetylation involves treating the oxime with acetic anhydride (or acetyl chloride), which will replace the hydroxyl group (−OH) of the oxime with an acetyl group (−OCOCH3). This step is crucial because it prepares the oxime for the next reaction.

### Step 4: Reaction with sodium carbonate
After acetylation, the oxime is treated with sodium carbonate (Na2CO3), which acts as a base. The base will facilitate the removal of a proton (H+) from the carbon atom that is double-bonded to nitrogen (C=N). This will lead to the formation of a carbon-nitrogen triple bond (−C≡N), which is characteristic of nitriles.

### Step 5: Identify the correct oxime
1. **Option A**: This oxime has the structure that allows for the formation of propane nitrile. After acetylation, the reaction with sodium carbonate will lead to the formation of C2H5CN.
2. **Option B**: This oxime does not lead to propane nitrile but rather to ethane isonitrile.
3. **Option C**: This oxime has four carbons, which would lead to a nitrile with more than three carbons, thus not yielding propane nitrile.
4. **Option D**: Similar to option C, this oxime also has four carbons and cannot yield propane nitrile.

### Conclusion
Based on the analysis, the only oxime that can yield propane nitrile upon acetylation and reaction with sodium carbonate is **Option A**.

### Final Answer
**The correct oxime that gives propane nitrile upon acetylation and reaction with Na2CO3 is Option A.**

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