3.7 Optical Isomerism Flashcards

1
Q

What form of isomerism is optical?

A

Stereoisomerism

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2
Q

What is optical isomerism?

A

They have the same molecular formula and same structural formula but a different arrangement of atoms in space

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3
Q

What are significant features of optical isomers?

A

They are mirror images but are non-superimposable on each other
They have a chiral carbon atom

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4
Q

What is a chiral carbon atom?

A

It has 4 DIFFERENT functional groups attached to it

Called the chiral centre

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5
Q

How can the chiral centre be shown?

A

*

will be next to the carbon

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6
Q

What are two optical isomers also called?

A

Enantiomers

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7
Q

Why is optical isomerism possible?

A

The isomers are 3D structures

Therefore can only be truly shown by 3D representation

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8
Q

What is the difference between white light and plane polarised light?

A

White light has many vibrations of all light

Plane polarised light has all the vibrations cut out but one plane

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9
Q

What do you pass white light through to polarise it?

A

A Polaroid

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10
Q

How do optical isomers affect plane polarised light?

A

They affect the rotation of the plane polarised light differently i.e one clockwise and one anti-clockwise

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11
Q

What is the process of testing optical isomers with plane polarised light?

A

Polarised light is passed through 2 solutions of the same concentration each containing a different optical isomer of the same substance
One solution rotates the plane of polarisation through an angle clockwise: + isomer
And the other by the same angle anti-clockwise: - isomer

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12
Q

How is optical rotations measured?

A

Using a polarimeter

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13
Q

What mixture is specific to optical isomers?

A

A 50/50 mixture of two optical isomers of the same substance is called a racemate or racemic mixture

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14
Q

What is specific about a racemate?

A

It is not optically active as the effects of the 2 isomers cancel out

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15
Q

How is a racemate formed?

A

By mixing equal amounts of enantiomeric substances

Or

Formed when achiral substances are converted into chiral ones

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17
Q

What is the issue of optical isomers in the drug industry?

A

In many cases only 1 isomer of the two is effective therefore if a racemate has been produced to acquire the isomer it becomes a problem

18
Q

What can be done in the drug industry if a racemate is present?

A

Separate the 2 isomers (but this is difficult and expensive as they have similar properties)

Sell the mixture of a drug (it is wasteful as half of it will be inactive)

Design an alternative synthesis of the drug that makes only the required isomer