Organic Synthesis (AQA A Level Chemistry): Revision Note

Exam code: 7405

Stewart Hird

Written by: Stewart Hird

Reviewed by: Richard Boole

Updated on

Organic synthesis

  • A wide range of organic products can be made from just a few starting compounds, given the right reagents and conditions.

  • Understanding how different organic functional groups interconvert is key to designing synthetic routes.

  • The main functional groups you need to know are:

    • Alkanes

    • Alkenes

    • Halogenoalkanes

    • Alcohols

    • Carbonyls (aldehydes & ketones)

    • Carboxylic acids and derivatives

    • Amines

    • Nitriles

    • Arenes

Aliphatic reaction pathways

  • The key transformations between these functional groups are summarised in the diagram and table below:

Flowchart of organic chemistry reactions showing conversions between alkanes, haloalkanes, alcohols, ketones, carboxylic acids, esters, and more.
Main reaction pathways in aliphatic chemistry

Aliphatic reactions table

Reaction

Reagent

Conditions

Mechanism

Reaction type

1

Halogen

UV light

Free radical

Substitution

2

Conc. NH3

Heat, under pressure

Nucleophilic

Substitution

3

Dilute HCl

Room temperature

Acid–base

4

Halogenoalkane

Heat

Nucleophilic

Substitution

5

Halogenoalkane

Heat

Nucleophilic

Substitution

6

Halogenoalkane

Heat

Nucleophilic

Substitution

7

NaOH in ethanol

Heat

Elimination

Elimination

8

Hydrogen halide

Room temperature

Electrophilic

Addition

9

NaOH (aq)

Heat under reflux

Nucleophilic

Substitution

10

KCN in ethanol

Heat under reflux

Nucleophilic

Substitution

11

LiAlH4 in dry ether

Heat

Reduction

12

Halogen

Room temperature

Electrophilic

Addition

13

Steam + H2SO4

Heat

Hydration

14

Al2O3 or Conc. acid

Heat

Elimination

Dehydration / Elimination

15

NaOH (aq)

Heat under reflux

Nucleophilic

Substitution

16

K2Cr2O7 / H2SO4

Heat

Oxidation

17

NaBH4 (aq)

Heat

Reduction

18

K2Cr2O7 / H2SO4

Heat

Oxidation

19

NaBH4 (aq)

Heat

Reduction

20

Dilute HCl

Heat

Hydrolysis

21

K2Cr2O7 / H2SO4

Heat under reflux

Oxidation

22

LiAlH4 in dry ether

Heat

Reduction

23

Alcohol, H2SO4

Heat

Esterification / Condensation

24

Alcohol

Room temperature

Nucleophilic

Addition–elimination / Acylation

25

NaOH (aq)

Room temperature

Acid–base

26

H2O

Room temperature

Hydrolysis

27

Amines

Room temperature

Nucleophilic

Addition–elimination / Acylation

28

KCN followed by dilute acid

Room temperature

Nucleophilic

Addition

Aromatic reaction pathways

  • The most important reactions of aromatic compounds are summarised below:

Chemical reaction flowchart showing transformations starting from benzene, with intermediates like benzaldehyde, nitrobenzene, and final products like azo dye.
Key reaction pathways in aromatic chemistry

Aromatic reactions table

Reaction

Reagent

Conditions

Mechanism

Reaction Type

1

Ethanoyl chloride + AlCl3

Heat

Electrophilic

Substitution

2

Chloroethane + AlCl3

Heat

Electrophilic

Substitution

3

Chlorine

UV

Free radical

Substitution

4

Chloromethane + AlCl3

Heat

Electrophilic

Substitution

5

Conc. HNO3 + H2SO4

25–60°C

Electrophilic

Substitution

6

Conc. HNO3 + H2SO4

25–60°C

Electrophilic

Substitution

7

Sn + conc. HCl

Heat

Reduction

8

NaNO2 / HCl

Below 10°C

Diazotisation

9

Phenol

Heat

Coupling

Choosing a reaction pathway

  • Chemists often have several possible ways to make a target molecule

    • The best route balances efficiency, safety, and sustainability

Diagram illustrating the twelve principles of green chemistry, including accident prevention, waste prevention, atom economy, less hazardous synthesis.
The twelve principles of green chemistry
  • Choosing a route with fewer steps reduces waste and energy use

    • This is better for the environment and more cost-effective

  • Reactions with high atom economy are preferred

    • They maximise the use of starting materials

  • Safer solvents and less hazardous reagents are also key considerations

Designing a reaction pathway

  • The compound you are trying to make is called the target molecule

  • Synthetic routes are designed to make it as efficiently as possible from a given starting molecule

  • Start by drawing both structures

  • Check whether the target has more carbon atoms than the starting material:

    • If so, a nitrile group can be introduced via nucleophilic substitution to lengthen the chain

  • Then:

    • Work out what molecules the starting compound can be converted int

    • Work out what molecules can be converted into the target

    • Look for overlap

      • Match functional groups and map out the reagents and conditions

Examiner Tips and Tricks

You could be asked to design a synthesis with up to four steps

Worked Example

Suggest how the following syntheses could be carried out:

  1. Chloroethane to ethanoic acid

  2. Ethene to 1-aminopropane

Answer 1:

Chemical reaction pathway from CH3CH2Cl to CH3COOH via CH3CH2OH using NaOH and K2Cr2O7 with H2SO4 under heat and reflux.

 

Answer 2:

Chemical reaction pathway from ethene to propylamine, involving reactions with HCl, KCN, and LiAlH4, highlighting intermediate compounds and conditions.
  • Being able to combine these reactions in multi-step syntheses is a key exam skill

    • Practise working backwards from target molecules

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Stewart Hird

Author: Stewart Hird

Expertise: Chemistry Content Creator

Stewart has been an enthusiastic GCSE, IGCSE, A Level and IB teacher for more than 30 years in the UK as well as overseas, and has also been an examiner for IB and A Level. As a long-standing Head of Science, Stewart brings a wealth of experience to creating Topic Questions and revision materials for Save My Exams. Stewart specialises in Chemistry, but has also taught Physics and Environmental Systems and Societies.

Richard Boole

Reviewer: Richard Boole

Expertise: Chemistry Content Creator

Richard has taught Chemistry for over 15 years as well as working as a science tutor, examiner, content creator and author. He wasn’t the greatest at exams and only discovered how to revise in his final year at university. That knowledge made him want to help students learn how to revise, challenge them to think about what they actually know and hopefully succeed; so here he is, happily, at SME.