OCR A-Level Chemistry H432
Foundations in Chemistry
Bonding and Structure
Periodic Table and Energy
Enthalpy Changes
Chemical Equilibrium
Basic Concepts of Organic Chemistry
Core Organic Chemistry
Alkenes
Organic Synthesis
How Fast?
Physical Chemistry and Transition Elements
Acids, Bases and Buffers
Redox and Electrode Potentials
Transition Elements
Aromatic Compounds
Organic Chemistry and Analysis
Spectroscopy
Aromatic Compounds
- 6 subtopics
- 11 things to know
- Components 02 and 03
What Aromatic Compounds covers
Benzene's delocalised structure and the evidence for it, electrophilic substitution and the directing effects of substituents, and phenol, which reacts far more readily than benzene and shows why.
Where it is assessed
Components 02 and 03
Synthesis and Analytical Techniques, then the unified paper.
Check the OCR specification ↗The 6 subtopics
Each one has its own page.
- The delocalised model of benzene and the evidence for itRecall questions on the Kekulé and delocalised models, the overlapping p-orbitals, and the bond length and hydrogenation enthalpy evidence.Open →
- Nitration, halogenation and Friedel-Crafts reactions of benzeneRecall questions on the reagents for each, the nitronium ion and the halogen carrier, and why benzene resists bromination where an alkene does not.Open →
- The reactions of phenol, and directing effectsRecall questions on phenol with sodium hydroxide, with carbonates and with bromine water, and on which positions electron-donating and electron-withdrawing groups direct to.Open →
- Electrophilic substitution and directing effectsRecall questions on why substitution is favoured over addition, and on planning the order of steps in a disubstituted synthesis from the directing effects.Open →
- Phenol: acidity, bromination and nitrationRecall questions on the neutralisation with sodium hydroxide, distinguishing phenol from a carboxylic acid, and the mild conditions its bromination and nitration need.Open →
- Why phenol is more reactive than benzene, and planning a synthesisRecall questions on the oxygen lone pair donated into the ring, its effect on electron density, and using directing effects to sequence a multi-step synthesis.Open →
What you need to know
Answer each one before you reveal it.
What is required for the halogenation of benzene, which species is the electrophile in nitration, and how does phenol react with sodium hydroxide?
What forms when phenol reacts with bromine water, is a catalyst needed, and what forms when phenol reacts with dilute nitric acid?
Give two examples of electron-donating groups and state which positions they direct substitution to.
What is the characteristic reaction mechanism of aromatic compounds?
If a nitro group (–NO₂) is attached to a benzene ring at position 1, at which positions would a second substituent most likely be introduced?
What are 3-directing groups and which positions do they direct substitution to?
How can phenol be told apart from a carboxylic acid, does phenol need a halogen carrier to react with bromine water, and what temperature is needed?
What concentration of nitric acid nitrates phenol, is a concentrated sulfuric acid catalyst needed, and which type of orbital holds the oxygen lone pair that activates the ring?
What does the donated oxygen lone pair do to the ring, and are the OH and NH₂ groups electron-donating or withdrawing?
To which position does an electron-withdrawing group such as NO₂ direct incoming electrophiles?
Take Aromatic Compounds further
The same content, four other ways.
Commonly confused
Pairs that lose marks when they are blurred together.
Aliphatic compound vs Aromatic compound
Aliphatic compound: a carbon compound without an aromatic ring. Aromatic compound: a compound containing a stable delocalised ring system.
Electrophilic addition vs Electrophilic substitution
Electrophilic addition: an electron-pair acceptor adding across a multiple bond. Electrophilic substitution: an electron-pair acceptor replacing a hydrogen atom on an aromatic ring.
Questions from this topic
Each one with the model answer underneath.
- 1
What structure did Kekulé propose for benzene?
Model answer
A hexagonal ring with alternating single and double carbon-carbon bonds.
- 2
In the delocalised model of benzene, how do the p-orbitals on each carbon atom interact?
Model answer
The p-orbitals from each carbon atom overlap above and below the plane of the ring.
- 3
What type of system is formed when the p-orbitals in benzene overlap, and how is the electron density distributed?
Model answer
A delocalised π-system is formed, with electron density distributed equally around the ring.
- 4
What are the two ways benzene can be represented in structural diagrams?
Model answer
As a hexagon with a circle inside, or as a hexagon with alternating double bonds.
- 5
What is the carbon-carbon bond length in benzene, and how does this provide evidence for delocalisation?
Model answer
All C-C bond lengths are equal at 0.139 nm, which is intermediate between single bond length (0.154 nm) and double bond length (0.134 nm).
- 6
How does the enthalpy change of hydrogenation of benzene provide evidence for delocalisation?
Model answer
The enthalpy change of hydrogenation is less exothermic than expected for a structure with three isolated double bonds.
What is inside Levo
Six ways to work the same material.
Aromatic Compounds revision questions
- What does Aromatic Compounds cover in OCR A-Level Chemistry?
- 6 subtopics: the delocalised model of benzene and the evidence for it, nitration, halogenation and friedel-crafts reactions of benzene, the reactions of phenol, and directing effects, electrophilic substitution and directing effects, phenol: acidity, bromination and nitration and why phenol is more reactive than benzene, and planning a synthesis. Each one has its own page with questions and model answers.
- How is Aromatic Compounds organised?
- By the OCR H432 specification, subtopic by subtopic, so it matches the order you are taught it in.
Every question in Aromatic Compounds, on a schedule.
Attempt a question from memory, write the correct version, then attempt it again. Levo records the jump between your first attempt and your last, and brings each question back on the day you are due to forget it.
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