Aldehydes + ketones Flashcards
What type of compounds are aldehydes and ketones?
- carbonyl
C=O
What are the properties of aldehydes and ketones?
- don’t hydrogen bond with themsleves as they don’t have a polar O-H bond.
- therefore they have low boiling points
- small ketones and aldehydes can dissolve in water.
How can aldehydes and ketones dissolve in water?
- Since they don’t have polar OH group, the lone pair on the oxygen atom be used to form hydrogen bonds.
How can you test for the presence of an aldehyde?
Tollens reagent - colourless solution of silver nitrate dissolved in aqueous ammonia. If it is heated with an aldehyde, a silve rmirror forms.
Fehling’s solution -
Blue solution of copper (II) ions dissolved in sodium hydroxide.
Brick - red precipitate of copper oxide
Benedict - dissolve in sodium carbonate instead
Acidified dischromate ions.
What are aldehydes and ketones reduced to?
What is the reducing agent?
aldehyde - primary alcohol
ketones - secondary alcohol
reducing agent - LiALH4 (lithiumm aluminium hydride) in dry ether.
very violent (bursts into flames)
What is the test for carbonyls?
2,4 dinitrophenylhydrazine
- is dissolved in methanol and concentrated sulfuric acid.
- it reacts to form a bright orange precipitate if carbonyl present.
Melting point - mp of precipitate identifies the carbonyl group
What carbonyls react wih iodine?
- carbonyls that contain a methyl group react when heated with iodine in the presence of an alkali. If there is a methyl carbonyl group, you get a yellow precipitate.
methyl carbonate must be ethanal or a ketone with one methyl group.
What is th formula for potassium dichromate?
K2Cr2O7
What is the reaction from acidified potassium dichromate?
Cr2O7^2- + 14H^+ +6e^- produces 2Cr^3+ + 7H2O
What is the reaction equation for Tollens reagent?
Ag(NH3)2(aq)^+ + e^- produces Ag(s) + 2NH3(aq)
What is the equation for the oxidation of copper ions in Fehling’s/ Benedict’s?
Cu^2+(aq) +e- produces Cu+
What does potassium cynaide produce when it reacts with carbonyls?
hydroxynitiriles