Optical Isomerism Flashcards

1
Q

what is an optical isomer (enantiomers)

A

a pair of non-superimposable mirror images

found in organic molecules that contain a chiral centre

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2
Q

what is a chiral centre

A

a chiral centre (carbon) is a carbon atom with four different groups attached
(indicated by an asterik)

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3
Q

what has each chiral centre got

A

a pair of optical isomers/ enantiomers

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4
Q

what are the 2 ways enantiomers can be synthesised

A

1. Natural Synthesis - molecules produced naturally by enzymes, will only be present as a single optical isomer
2. Synthetic Laboratory Synthesis - molecules prepared synthetically in the laboratory often contain a mixture of both optical isomers, usually leading to a racemic mixture

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5
Q

what is a racemic mixture

A

equal 50/50 mixture of entaniomers

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6
Q

what is plane-polarised light

A

when light waves vibrate in only one direction

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7
Q

why are enantiomers optically active

A

they can rotate the plane of polarised light - one enantiomer rotates it one direction and the other enantiomer rotates it by the same amount in the opposite direction

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8
Q

why are racemates optically inactive

A

they have no effect on the plane of the light

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9
Q

how do you distinguish between 2 enantiomers

A
  • dissolve enantiomer in solution
  • shine plane polarised light on the sample
  • observe the degree of rotation
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10
Q

explain why a racemic mixture is produced

A
  • carbonyl group is planar
  • equal chance of attack from CN-
  • from either side
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