Which of the following compounds would undergo aldol condensation or the Cannizzaro reaction, or neither? Writer the structures of expected products of aldol condensation and Cannizzaro reaction.
i. Methanal ii. 2-Methylpentanal
iii. Benzaldehyde iv. Benzophenone
v. Cyclohexanone vi. 1-Phenylpropanone
vii. Phenylacetaldehye viii. Butan-1-ol
ix. 2,2-Dimethylbutanal

Explanation

To determine which of the given compounds undergo aldol condensation, Cannizzaro reaction, or neither, we will analyze each compound based on the presence of alpha hydrogens and the functional groups involved.

### Step-by-Step Solution:

1. **Methanal (Formaldehyde, HCHO)**:
- **Reaction Type**: Cannizzaro reaction.
- **Reason**: Methanal has no alpha hydrogen, so it cannot undergo aldol condensation. It will undergo the Cannizzaro reaction in the presence of a strong base.
- **Expected Products**: Methanol (CH₃OH) and formic acid (HCOOH).
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