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

Options

A. `HCHO`
B. `C_(6)H_(5)COCH_(3)`
C. `CH_(3)COCH_(3)`
D. `CH_(3)CHO`

Answer

To determine which of the following compounds does not react with sodium bisulfite (NaHSO3), we need to analyze the nature of the compounds provided in the options. Sodium bisulfite reacts with carbonyl compounds (aldehydes and ketones) through a nucleophilic addition mechanism, where the bisulfite ion (HSO3-) acts as a nucleophile.

### Step-by-Step Solution:

1. **Understanding the Reactivity of Carbonyl Compounds**:
- Carbonyl compounds include aldehydes and ketones.
- Sodium bisulfite reacts with carbonyl compounds to form a bisulfite adduct.
- The reaction is favored in compounds with less steric hindrance.

2. **Identifying the Types of Carbonyl Compounds**:
- Aldehydes generally have less steric hindrance since they have one alkyl group and a hydrogen atom attached to the carbonyl carbon.
- Ketones have two alkyl groups attached to the carbonyl carbon, which can create steric hindrance.

3. **Reactivity of Aromatic vs. Aliphatic Ketones**:
- Aliphatic ketones can react with sodium bisulfite due to lower steric hindrance.
- Aromatic ketones, such as acetophenone, typically do not react with sodium bisulfite due to increased steric hindrance from the aromatic ring.

4. **Analyzing the Given Options**:
- **Option 1: Formaldehyde** (an aldehyde) - Will react with NaHSO3.
- **Option 2: Acetophenone** (an aromatic ketone) - Will NOT react with NaHSO3.
- **Option 3: Acetone** (an aliphatic ketone) - Will react with NaHSO3.
- **Option 4: Acetaldehyde** (an aldehyde) - Will react with NaHSO3.

5. **Conclusion**:
- The only compound that does not react with sodium bisulfite is **Option 2: Acetophenone**.

### Final Answer:
**Acetophenone does not react with NaHSO3.**