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AQA: a-level chemistry
organic
7. optical isomers
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Amal Azab
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Cards (37)
What is optical isomerism a form of?
Stereoisomerism
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What do optical isomers have in common?
Same
structural formula
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What distinguishes optical isomers from each other?
Different arrangement of
atoms
in space
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What is a chiral carbon?
A carbon with
four
different groups attached
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What are enantiomers?
Mirror images
of each other
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What does non-superimposable mean in the context of enantiomers?
They cannot be placed on top of each other
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How can we visualize optical isomerism using hands?
Hands are
mirror images
and
non-superimposable
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What is the significance of a mirror line in optical isomerism?
It shows the relationship between
enantiomers
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What shape should chiral centers be drawn in?
Tetrahedral
3D shape
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What is required to identify a chiral center?
Four
different groups surrounding a
carbon
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What is the purpose of drawing 3D representations of molecules?
To visualize their
spatial arrangement
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What happens when a chiral compound is placed in plane polarized light?
It
rotates
the light
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What is plane polarized light?
Light
oscillating
in one direction
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How do enantiomers affect plane polarized light?
One rotates it
clockwise
, the other
counterclockwise
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What is a racemic mixture?
An equal amount of both
enantiomers
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What happens to plane polarized light in a racemic mixture?
It
does
not
rotate
the
light
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Why is it important to be cautious about non-rotation of light in exams?
It doesn't mean no
chiral center
is present
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How can you distinguish between two enantiomers in a solution?
By observing their rotation of
plane polarized light
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What is a racemic mixture?
A
50/50
mix of
enantiomers
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Why does a racemic mixture not rotate plane polarized light?
Because
enantiomers
rotate light in opposite directions
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What should you be careful about when interpreting light rotation in a sample?
It may still contain
optically active
compounds
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How can a racemic mixture of a chiral product be formed?
By reacting two
non-chiral
substances
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What happens when two non-chiral substances react?
They can form a
chiral center
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What is the significance of the hydrogen atoms in the reaction with halogens?
They can be replaced to form
enantiomers
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What is thalidomide known for?
Causing
deformities
in children
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Why is it important to control enantiomer production in pharmaceuticals?
To avoid
harmful side effects
from
one enantiomer
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What can happen if a drug contains both enantiomers?
One may be
effective
while the other is harmful
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What is the role of cost-benefit analysis in drug development?
To evaluate the
economic
viability
of a drug
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What types of bonds can lead to racemic products?
Double bonds in
alkenes
and carbonyl groups
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How does the attack of a nucleophile on a carbonyl group lead to enantiomer formation?
It can attack from
above
or
below
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What determines the type of enantiomer formed during a nucleophilic attack?
The direction of the
nucleophile's
attack
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Why do racemic mixtures not rotate plane polarized light?
Rotation
cancels out due to
equal amounts
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What is the importance of understanding optical isomerism in chemistry?
It helps in
drug development
and safety
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What are the key terms related to optical isomerism that students should know?
Racemic mixture
Enantiomers
Chiral center
Nucleophile
Carbonyl group
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What are the implications of producing both enantiomers in pharmaceuticals?
One enantiomer may be effective
The other may cause side effects
Regulatory
considerations for drug safety
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What is the process of forming a racemic mixture from a reaction?
React two non-chiral substances
Form a
chiral center
Produce equal amounts of
enantiomers
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What factors influence the production of enantiomers in a reaction?
Direction of
nucleophile
attack
Structure of the
reactants
Reaction conditions
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