Aldehydes and ketones Flashcards
How do you make Tollens’ reagent?
- Add silver nitrate solution (colourless) to a test tube
- Add NaOH to same test tube - pale brown precipitate forms
- Add a few drops of ammonia until precipitate dissolves
How do you use the Tollens’ reagent?
Add aldehyde / ketone to Tollens’ and place in hot water bath (don’t use Bunsen burner as aldehydes / ketones are flammable)
What does the reduction of aldehydes and ketones form?
Primary and secondary alcohols
What can be used to reduce aldehydes and ketones?
NaBH₄ dissolved in methanol and water
What nucleophile is produced from the reducing agent?
H⁻
What mechanism occurs when an aldehyde or ketone is reduced?
Nucleophilic addition
How do you form hydroxynitriles?
Potassium cyanide reacting with carbonyl compounds
What is the nucleophile used in the production of a hydroxynitrile?
:CN⁻ (from HCN or KCN)
What are the risks of using KCN?
- It is an irritant
- When it reacts with moisture, forms a toxic gas (HCN)
How can you reduce the risks of KCN?
- Wear gloves
- Wear safety goggles
- Wear a lab coat to prevent contamination
- Use a fume cupboard