Isomerism Flashcards

1
Q

What is a structural isomer

A

Compounds with same molecular formula but different structural formulas so atoms are joined in a different order

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2
Q

3 types of structural isomers

A

Chain
Positional
Functional group

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3
Q

What are chain structural isomers

A

Different arrangements of carbon chain

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4
Q

What are position isomers

A

Same functional group but in different positions

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5
Q

What are functional group structural isomers

A

Different functional groups

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6
Q

What is a stereoisomer

A

Molecules with same structural formula but different 3d orientations of atoms in space

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7
Q

Two types of stereoisomers

A

Geometric and optical

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8
Q

What are geometric stereoisomers

A

Occur around double bonds due to restricted rotation of double bond the molecules do not readily inter convert

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9
Q

What are optical isomers

A

Molecules which are isomers which are non superimposable mirror images of each other

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10
Q

What does non superimposable mean

A

You can tell them apart in mirror images

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11
Q

What is a chiral carbon

A

A carbon atom that bonds to 4 different atoms or groups of atoms

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12
Q

Why does a chiral protein suggest it can have optical isomers

A

It will be asymmetrical so will be non superimposable with other molecules the same

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13
Q

What is a key property of optical isomers

A

They rotate the plane of plane polarised light, each isomer will rotate the light by the same amount but in opposite directions

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14
Q

What happens to plane of polarised light in a racemic mixture

A

It doesn’t get rotated as opposite rotations cancel each other out

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15
Q

What is a racemic mixture

A

A 50:50 mix of optical isomers

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16
Q

What happens in sn1 mechanism with optical isomers

A

Tertiary halogenoalkane
Slow and fast step
Go from tetrahedral to planar carbocation and back to tetrahedral

17
Q

What happens in sn2 mechanism with optical isomers

A

Primary halogenoalkane
Two species in slow step
Have a transition state where Nucleophile is opposite to halogen with temporary bonds and is all in a negative charge