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
Introduction to Organic Chemistry
E-Z Stereoisomerism and CIP Priority Rules
- 3 things to know
- Papers 2 and 3
Overview
Why restricted rotation causes E-Z isomerism, and assigning priority by the CIP rules.
What you need to know
Answer each one before you reveal it.
Why does restricted rotation around a carbon-carbon double bond lead to stereoisomerism?
What does the CIP priority system stand for?
Questions from this subtopic
Each one with the model answer underneath.
- 1
What structural feature is required for E-Z stereoisomerism to occur in alkenes?
Model answer
Each carbon of the carbon-carbon double bond must have two different groups attached to it.
- 2
Why does restricted rotation around a carbon-carbon double bond lead to stereoisomerism?
Model answer
The pi bond prevents rotation around the double bond, so groups attached to the double bond carbons are fixed in position relative to each other.
- 3
What does the CIP priority system stand for?
Model answer
Cahn-Ingold-Prelog priority rules.
- 4
How are priorities assigned to atoms directly attached to a double bond carbon in the CIP system?
Model answer
By atomic number, with higher atomic number giving higher priority.
- 5
If two atoms directly attached to a double bond carbon are identical, how is priority determined?
Model answer
By examining the atoms attached to those identical atoms, continuing outward until a difference is found.
- 6
What defines the E isomer in E-Z nomenclature?
Model answer
The higher priority groups on each carbon of the double bond are on opposite sides (E from German 'entgegen' meaning opposite).
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