AQA A-Level Chemistry 7405
Atomic Structure
Amount of Substance
Bonding
Energetics and Thermodynamics
Kinetics
Chemical Equilibria
Redox and Electrochemistry
Acids and Bases
Periodicity and Group Chemistry
Period 3 Elements and Their Oxides
Transition Metals
Introduction to Organic Chemistry
Hydrocarbons
Halogenoalkanes, Alcohols and Organic Analysis
Carbonyls, Carboxylic Acids and Derivatives
Aromatic Chemistry and Amines
Polymers, Amino Acids, Proteins and DNA
Organic Synthesis, NMR and Chromatography
Carbonyls, Carboxylic Acids and Derivatives
Hazards of KCN and Formation of Enantiomers
- 3 things to know
- Papers 2 and 3
Overview
The hazards of using KCN, and why attack on a planar carbonyl gives a racemic mixture.
What you need to know
Answer each one before you reveal it.
When an aldehyde reacts with KCN followed by dilute acid, what type of product mixture is formed?
When an unsymmetrical ketone reacts with KCN followed by dilute acid, what type of product mixture is formed?
Questions from this subtopic
Each one with the model answer underneath.
- 1
What is the main hazard associated with using KCN in organic reactions?
Model answer
KCN is highly toxic.
- 2
When an aldehyde reacts with KCN followed by dilute acid, what type of product mixture is formed?
Model answer
A mixture of enantiomers (a racemic mixture).
- 3
When an unsymmetrical ketone reacts with KCN followed by dilute acid, what type of product mixture is formed?
Model answer
A mixture of enantiomers (a racemic mixture).
- 4
Why does the reaction of an aldehyde with KCN followed by dilute acid produce a mixture of enantiomers?
Model answer
The planar carbonyl group can be attacked equally from either side by the cyanide nucleophile, producing both enantiomers in equal amounts.
- 5
What structural feature is created in the hydroxynitrile product that leads to enantiomer formation?
Model answer
A chiral centre (asymmetric carbon atom) is created at the former carbonyl carbon.
- 6
Why is the carbonyl carbon in an aldehyde attacked equally from both sides by the cyanide nucleophile?
Model answer
The carbonyl group is planar, so there is no steric or electronic preference for attack from one side over the other.
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