Which of the following will not undergo cannizzaro's reaction on heating with an alkali solution?

Options

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

Explanation

To determine which compound will not undergo Cannizzaro's reaction when heated with an alkali solution, we need to understand the conditions required for Cannizzaro's reaction and the characteristics of the compounds involved.

### Step-by-Step Solution:

1. **Understanding Cannizzaro's Reaction**:
Cannizzaro's reaction occurs with aldehydes that do not have alpha-hydrogens. In this reaction, one molecule of the aldehyde is oxidized to a carboxylic acid, while another molecule is reduced to an alcohol in the presence of a strong base (like sodium hydroxide).

2. **Identifying the Options**:
The question provides several options, one of which is CCl3CHO (trichloroacetaldehyde). We need to analyze whether this compound has alpha-hydrogens or not.

3. **Analyzing CCl3CHO**:
- The structure of CCl3CHO shows that it has a carbonyl group (CHO) and three chlorine atoms attached to the same carbon.
- Importantly, the carbon adjacent to the carbonyl (the alpha carbon) is fully substituted with chlorine atoms, meaning it does not have any hydrogen atoms attached to it.

4. **Conclusion**:
Since CCl3CHO does not have any alpha-hydrogens, it cannot undergo Cannizzaro's reaction. Instead, it will react with the base to form chloroform (CCl3H) and sodium formate (HCOONa) through a different pathway.

5. **Final Answer**:
Therefore, the compound that will not undergo Cannizzaro's reaction is **CCl3CHO**.