3.3.1.3 Isomerism Flashcards

Students should be able to: define the term structural isomer draw the structures of chain, position and functional group isomers define the term stereoisomer draw the structural formulas of E and Z isomers apply the CIP priority rules to E and Z isomers.

1
Q

What is an Isomer?

A

Molecules that have the same molecular formula, but have a different arrangement of the atoms in space

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2
Q

If two separate molecules with the same molecular formula have been rotated / rotate around particular bonds, are they isomers of one another?

A

No

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3
Q

What is structural isomerism?

A

Atoms are arranged in completely different orders

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4
Q

What are the three types of structural isomerism?

A
  1. Chain
  2. Position
  3. Functional
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5
Q

Define Chain Isomerism

A

Isomers that have the capacity for carbons to branch

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6
Q

Define Position Isomerism

A

The basic carbon skeleton remains unchanged BUT important groups are moved around on the skeleton

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7
Q

Should you mix Chain and Position Isomerism when asked to draw Isomers in exams?

A

Yes

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8
Q

What is Functional Group Isomerism?

A

Isomers that contain different functional groups. They belong to different homologous series

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9
Q

After Functional Group Isomerism what will Alcohols become?

A

Ethers

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10
Q

What will Aldehydes become?

A

Ketones

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11
Q

What will Acids become?

A

Ethers

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12
Q

What will 1’amines become?

A

2’ (or 3’)

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13
Q

What is Stereoisomerism?

A

The atoms making up the isomers are joined up in the same order but still manage to have a different spatial arrangement

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14
Q

Is Stereoisomerism a form of Geometric isomerism?

A

No– vice versa

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15
Q

How does Geometric isomerism arise?

A

Occurs when there is restricted rotation within a molecule- so could never happen in alkanes for example

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16
Q

How can you make sure Geometric isomerism has occurred as opposed to rotation of the molecule?

A

Two different groups on the left-hand end of the bond and Two different groups on the right-hand end. It doesn’t matter whether the left-hand groups are the same as the right-hand ones or not.

17
Q

How should structural formulae including double bonds be drawn?

A

Double bond should have correct bond degree angles– 120º– to easily identify CIS & TRANS geometric isomers

18
Q

What is a CIS Geometric isomer?

A

Two atoms of the functional group are locked on the same side of the isomer

19
Q

What is a TRANS Geometric isomer?

A

Two atoms of the same functional group are locked on opposite sides of the double bond

20
Q

Compare the B.P. & M.P of CIS & TRANS geometric isomers

A

CIS: >BP
TRANS: >MP