Which of the following compounds does not react with `NaHSO_(3)`?

Options

A. `H - overset(O)overset(||)(C ) - H`
B. `CH_(3) - overset(O)overset(||)(C )-H`
C.
D.

Answer

To determine which compound does not react with NaHSO₃ (sodium bisulfite), we need to analyze the reactivity of the given compounds with respect to nucleophilic addition reactions. NaHSO₃ acts as a nucleophile and typically reacts with carbonyl compounds (aldehydes and ketones).

### Step-by-Step Solution:

1. **Identify the Compounds**:
We need to look at the given compounds and identify their structures. The compounds typically include aldehydes, ketones, or other functional groups.

2. **Understand the Mechanism**:
NaHSO₃ dissociates into Na⁺ and HSO₃⁻. The HSO₃⁻ ion acts as a nucleophile and attacks the electrophilic carbon in carbonyl compounds (C=O).

3. **Evaluate Reactivity**:
- **Aldehydes** (e.g., HCHO): Aldehydes have a carbonyl group that is highly electrophilic and will react with NaHSO₃.
- **Ketones** (e.g., CH₃C(=O)OH): Ketones also have a carbonyl group and will react similarly.
- **Bulky Groups**: If a compound has bulky groups around the carbonyl carbon, steric hindrance can prevent the nucleophile from approaching the electrophilic carbon.
- **Electron Donating Groups**: If the carbonyl carbon is surrounded by electron-donating groups, this can reduce its electrophilicity, making it less reactive.

4. **Analyze Each Option**:
- **Option 1**: HCHO (formaldehyde) - Reacts with NaHSO₃.
- **Option 2**: CH₃C(=O)OH (acetone) - Reacts with NaHSO₃.
- **Option 3**: CH₃C(=O)CH₂CH₃ (butan-2-one) - Reacts with NaHSO₃.
- **Option 4**: CH₃CH₂COOCH₂CH₃ (ethyl acetate) - This compound has an ester functional group and does not have a carbonyl carbon that is electrophilic enough to react with NaHSO₃.

5. **Conclusion**:
The compound that does not react with NaHSO₃ is **Option 4: CH₃CH₂COOCH₂CH₃ (ethyl acetate)**.