Organic Chemistry 2 Flashcards
7What group do aldehyde and ketone contain?
A carbonyl group
Why can’t aldehyde and ketone form hydrogen bonds with each other?
Because they don’t have a polar O-H bond
Can aldehyde and ketone hydrogen bond with water?
Yes, because although they don’t have polar OH groups, they have a lone pair of electrons on the O of the C=O group
How can you test for an aldehyde with tollen’s reagent?
- Tollens reagent is a colourless solution of silver nitrate dissolved in aqueous ammonia.
- If it’s heated in a test tube with an aldehyde, a silver mirror forms after a few minutes
What is the colour change when you heat an aldehyde with acidification potassium dichromate ions?
Colour change from orange to green
What can an aldehyde be reduced back to?
A primary alcohol
What reducing agent is needed for the reduction of an aldehyde to a primary alcohol?
LiAlH4 in dry ether ([H])
What can a ketone be reduced to?
A secondary alcohol
What type of reaction is the reduction of an aldehyde to a primary alcohol?
A nucleophillic addition reaction
What does hydrogen cyanide react with carbonyl compounds to give?
Hydroxynitriles
What are hydroxynitriles?
Molecules with a CN and an OH group
What type of reaction is the reaction between hydrogen cyanide and carbonyls?
Nucleophilic addition
Draw the mechanism for the reaction between hydrogen cyanide and a carbonyl
In book
How do you test for a carbonyl group using 2,4-DNPH?
-The 2,4-DNPH is dissolved in methanol and conc sulfuric acid.
- It reacts to form a bright orange precipitate of a carbonyl group
Which type of carbonyl react with iodine?
Those that contain a methyl carbonyl group
What happens when carbonyl with a methyl carbonate group react with iodine?
You get a yellow precipitate of CHI3 and an antiseptic smell
RCOCH3 + 3I2 + 4OH- ->
RCOO- + CHI3 + 3I- + 3H20