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A level chemistry
Organic II
Optical Isomerism
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Cards (34)
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?
Carbon with
four
different groups attached
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What does the term "enantiomers" refer to?
Mirror images of
chiral
molecules
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Why are enantiomers considered non-superimposable?
They cannot
perfectly
overlap
each other
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How can we visualize optical isomers using hands?
Hands are
mirror images
and
non-superimposable
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What shape should chiral centers be drawn in?
Tetrahedral
3D shape
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What is the significance of the mirror line in optical isomerism?
It shows the relationship between
enantiomers
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What is required to identify a chiral center?
Four
different groups around a
carbon
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What does it mean for a molecule to be optically active?
It rotates
plane polarized
light
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What is plane polarized light?
Light
oscillating
in one direction
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How does a chiral compound affect plane polarized light?
It rotates the light either
direction
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How do enantiomers differ in their effect on plane polarized light?
One rotates
clockwise
, the other
anti-clockwise
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What is a racemic mixture?
Equal amounts of both
enantiomers
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What happens to plane polarized light in a racemic mixture?
No
rotation
occurs
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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
exists
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What can be concluded if a sample does not rotate plane polarized light?
It may still contain
optically active
compounds
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What is a racemic mixture?
An equal amount of each
enantiomer
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Why do racemic mixtures not rotate plane polarized light?
Because
enantiomers
rotate light in opposite directions
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What should you be careful about when analyzing plane polarized light in a sample?
It may still contain
optically active
compounds
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What happens when two non-chiral substances react?
They
can
form
a
chiral
center
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What is produced when an alkene reacts with bromine?
A
chiral
compound with two
enantiomers
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How can a racemic mixture be formed from a reaction?
By having equal chances of forming each
enantiomer
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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 is the significance of cost in drug development?
It affects the
feasibility
of producing the 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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What happens when a nucleophile attacks a carbonyl group in an unsymmetrical ketone?
It can
form
two
different
enantiomers
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How does the attack of a nucleophile on a carbonyl group lead to a racemic mixture?
It has an
equal
chance
of
attacking
from
either side
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What is the result of a racemic mixture on plane polarized light?
It does not
rotate
plane
polarized
light
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What are the key terms related to optical isomerism that students should know?
Racemic
mixture
Enantiomers
Chiral
center
Plane
polarized
light
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What are the implications of producing both enantiomers in drug development?
One enantiomer may be effective
The other may cause side effects
Cost-benefit analysis
is crucial
Regulatory
considerations are important
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What is the process of forming a racemic mixture from a reaction?
React non-chiral substances
Form a
chiral center
Nucleophile attacks from either side
Produce equal amounts of
enantiomers
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