E. Reactions of the Aldehydes and Ketones with Sodium Hydroxide
Objective:
• To determined what physical and chemical changes happen to Aldehydes and Ketones as it react with the Sodium Hydroxide
Procedures:
1. Prepare 5 clean and dry test tubes
2. Label the first 3 tubes and place 2 ml 40% NaOH solution
3. Label the remaining test tubes 4 and 5 and place 2 ml of 10% NaOH solution
4. Transfer 10 drops of the following samples: tube 1- formaldehyde, tube 2- benzaldehyde, tube 3 & 4 acetaldehyde and in tube 5 acetone
5. Transfer all tubes in a boiling water bath for 10 minutes: Note for the following changes:
6. Place some 6N HCl in tube 2 after acidification
7. Record all of your observation
Results:
Tube Sample NaOH Observations
Formaldehyde 40% Foul smell
Benzaldehyde 40% White precipitate, yellow oil on the surface of the solution
Acetaldehyde 40% Dark Orange solution with dark resin
Acetaldehyde 10% Orange Solution with red Precipitate
Acetone 10% Viscous colorless Solution
Interpretation of Results:
After adding
Reagents used:
• Sodium Hydroxide solution
• HCl
a.) State the function of the sodium hydroxide in the test
b.) What are the principles involved in the test? What is its purpose
• Cannizzaro reaction is a redox reaction in which two molecules of an aldehyde are reacted to produce a primary alcohol and a carboxylic acid using a hydroxide base. It involves a reaction with aldehydes which have no alpha hydrogen atoms
Aldol Condesation is an organic reaction in whichan enolate ion reacts with a carbonyl compound to form a β-hydroxyaldehyde or β-hydroxyketone, followed by dehydration to give a conjugated enone
•
c.) Provide the type equation used in the test
d.) Show the sample equations involved in the reaction between:
• 40% Sodium Hydroxide and your samples which gave a positive result
• 10% Sodium Hydroxide and your samples which gave a positive result
e.) Provide a possible explanation for
• Positive result obtained with your sample
• Negative results obtained with your samples
f.) What is the purpose of acidification with HCL
HCl is used to neutralize the excess base and to re-protonate one of the products
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