OCR A-Level Chemistry B H433
Development of Practical Skills in Chemistry
Elements of Life
Developing Fuels
Elements From the Sea
The Ozone Story
What's in a Medicine?
The Chemical Industry
Polymers and Life
Oceans
Developing Metals
Colour by Design
Chemical Literacy
Mathematical Skills in Chemistry
Mathematical Skills in Chemistry
Chiral centres, E/Z isomerism and optical activity
- 3 things to know
- Components 01, 02 and 03
Overview
Recall questions on identifying a chiral centre, the condition for E/Z isomerism, how optical isomers differ, and why a racemic mixture does not rotate light.
What you need to know
Answer each one before you reveal it.
What structural feature is required for a molecule to show E/Z isomerism?
Which of but-1-ene and but-2-ene shows E/Z isomerism, and why?
Questions from this subtopic
Each one with the model answer underneath.
- 1
In a three-dimensional structural representation, what do a solid wedge and a dashed line indicate?
Model answer
A solid wedge shows a bond pointing out of the plane of the paper towards the viewer, and a dashed line shows a bond pointing behind the plane of the paper.
- 2
What is a chiral centre, and how is one identified in a structure?
Model answer
It is a carbon atom carrying four different groups, identified by checking each of the four attached groups and confirming that no two are the same.
- 3
Does 2-hydroxypropanoic acid, CH₃CH(OH)COOH, contain a chiral centre? Justify your answer.
Model answer
Yes, because the middle carbon carries four different groups: H, OH, CH₃ and COOH.
- 4
Does propan-2-ol contain a chiral centre? Justify your answer.
Model answer
No, because the central carbon carries two identical methyl groups as well as H and OH, so only three different groups are attached.
- 5
What structural feature is required for a molecule to show E/Z isomerism?
Model answer
There must be restricted rotation about a C=C double bond, and each of the two carbon atoms of that bond must carry two different groups.
- 6
Which of but-1-ene and but-2-ene shows E/Z isomerism, and why?
Model answer
But-2-ene does, because each double-bonded carbon carries a methyl group and a hydrogen; but-1-ene does not, because one of its double-bonded carbons carries two hydrogen atoms.
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