6.1 - Isomerism and Carbonyl Compounds Flashcards
What is optical isomerism?
A type of stereoisomerism where the molecule has a chiral carbon atom. This allows the molecule to be arranged differently in space and therefore causes two enantiomers to be produced.
How does an optical isomer change light?
Optical isomers rotate plane polarised light.
One enantiomer rotates light in a clockwise direction, the other in an anti-clockwise direction.
What is a racemic mixture?
A mixture that contains equal quantities of each enantiomer.
How does a racemic mixture affect light?
Racemic mixtures are optically inactive and therefore do not affect light passing through.
How does an aldehyde differ from a ketone?
An aldehyde has a carbonyl (C=O) group on the end of its carbon chain whereas a ketone has a carbonyl group in the middle of its carbon chain.
How does Tollens’ reagent distinguish between an aldehyde and a ketone?
Aldehyde - a silver mirror forms.
Ketone - No visible change.
How does Fehling’s solution distinguish between an aldehyde and a ketone?
Aldehyde - Turns brick-red from blue.
Ketone - No visible change.
What is an aldehyde reduced to?
A primary alcohol.
What is a ketone reduced to?
A secondary alcohol.
What chemical can be used to reduce an aldehyde or a ketone?
Sodium tetrahydridoborate(III) - NaBH4.
What is a hydroxynitrile?
A molecule that contains a hydroxyl group (OH) and a nitrile group (CN).
How are hydroxynitriles produced?
Reacting an aldehyde or ketone with acidified potassium cyanide.
Why can hydroxynitriles produce racemic mixtures.
Double bonds are planar and so nucleophiles can attack from either side of the double bond.
How is an ester produced?
Heating a carboxylic acid with an alcohol in the presence of a strong acid catalyst.
How is an ester named?
Name the alcohol side first (the single bond O) and then name the carboxylic acid side (double bond 0).
What are the two types of hydrolysis for an ester?
Acid hydrolysis and base hydrolysis.