Post Laboratory Questions:
1. Determine the oxidation state of the carbonyl carbon in 4-chlorobenzaldehyde and the corresponding carbon atoms in 4-chlorobenzyl alcohol and 4-chlorobenzoic acid.
2. What is the solid that is formed after the benzaldehyde has been allowed to react with aqueous potassium hydroxide solution?
3. A mixture of benzaldehyde and formaldehyde is reacted with concentrated potassium hydroxide solution followed by acidification of the reaction mixture. Identify all formed products (structure and name).
4. How would propanal and 2,2-dimethylpropanal react with concentrated aqueous potassium hydroxide solution under the conditions of this experiment? Write the names and structures of all products.
5. After completion of the Cannizzaro reaction of 4-chlorobenzaldehyde, the mixture was extracted with dichloromethane. Write the structure of the products that were dissolved in the organic and aqueous layer, respectively.
6. The Cannizzaro reaction is an example of a general class of reactions known as disproportionation reactions. Explain how this term applies to the Cannizzaro reaction.
7. After separating the organic and aqueous layers, the dichloromethane layer is first washed with two portions of saturated aqueous sodium chloride solution prior to drying with anhydrous sodium sulfate. What is the purpose for these washes?