36.1 Organic Synthesis


2026 Syllabus Objectives

By the end of these notes, you should be able to:

  1. Identify organic functional groups in molecules that contain more than one functional group, using the chemical reactions from the syllabus — and predict their properties and reactions.
  2. Plan multi-step synthetic routes — meaning you can work out a series of steps to make a target organic molecule from a starting material.
  3. Analyse a given synthetic route — meaning you can look at each step in a route and state the type of reaction, the reagents and conditions used, and any possible by-products formed.

Part 1 — Identifying Functional Groups in Complex Molecules

What is a functional group?

A functional group is a specific atom or group of atoms within an organic molecule that is responsible for the chemical reactions that molecule undergoes. Different functional groups react in different, predictable ways.

When a molecule contains more than one functional group, it can undergo more than one type of reaction — one for each functional group present.


How to identify functional groups using chemical reactions

The table below summarises the key functional groups, their identifying tests or reactions, and what you observe:

Functional GroupExampleIdentifying Reaction / TestObservation
Alkene (C=C)EtheneAdd bromine water (Br₂ in water)Orange/brown bromine water is decolourised
Halogenoalkane (C–X, where X = Cl, Br, I)ChloroethaneAdd aqueous silver nitrate (AgNO₃) after heating with NaOH(aq)White/cream/yellow precipitate of silver halide
Alcohol (–OH)EthanolAdd acidified potassium dichromate(VI) (K₂Cr₂O₇)Orange solution turns green (if oxidation occurs); primary and secondary alcohols are oxidised, tertiary are not
Aldehyde (–CHO)EthanalAdd Tollens' reagent (ammoniacal silver nitrate) OR Fehling's solutionTollens': silver mirror forms; Fehling's: brick-red precipitate
Ketone (C=O in chain)PropanoneTollens' or Fehling's — no reaction; use 2,4-DNPHOrange/yellow precipitate with 2,4-DNPH confirms carbonyl (C=O) group
Carboxylic acid (–COOH)Ethanoic acidAdd Na₂CO₃ or NaHCO₃Effervescence (bubbles of CO₂ gas)
Amine (–NH₂)EthylamineSmell (fishy odour); turns damp red litmus blue; reacts with acidAlkaline; forms a salt with acids
Amide (–CONH₂)EthanamideHydrolyse with hot aqueous acid or alkaliProduces carboxylic acid/carboxylate + ammonia or amine
Ester (–COO–)Ethyl ethanoateDistinctive fruity smell; hydrolyse with acid or alkaliProduces alcohol + carboxylic acid (or carboxylate salt)
Phenol (–OH attached to benzene ring)PhenolReact with FeCl₃ solutionViolet/purple colour formed
Benzene ring (arene)Benzene, phenolReact with Br₂ in presence of a halogen carrier catalyst (e.g. AlBr₃)Electrophilic substitution; HBr gas produced

Remember: When a molecule has multiple functional groups, each group reacts independently. You must consider all groups present and predict all the reactions that could occur.

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