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
Electrophilic substitution and directing effects
- 3 things to know
- Components 02 and 03
Overview
Recall questions on why substitution is favoured over addition, and on planning the order of steps in a disubstituted synthesis from the directing effects.
What you need to know
Answer each one before you reveal it.
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?
Questions from this subtopic
Each one with the model answer underneath.
- 1
What is the characteristic reaction mechanism of aromatic compounds?
Model answer
Electrophilic substitution
- 2
In electrophilic substitution of benzene, what happens to the hydrogen atom on the ring?
Model answer
It is replaced by an electrophile
- 3
Why is electrophilic substitution favoured over electrophilic addition in benzene?
Model answer
Because substitution preserves the aromaticity (delocalised π system) of the benzene ring, whereas addition would destroy it
- 4
How do substituents already present on a benzene ring affect the position of further substitution?
Model answer
They direct incoming electrophiles to specific positions on the ring through electronic effects
- 5
To which positions do electron-donating groups direct incoming electrophiles on a benzene ring?
Model answer
The 2, 4, and 6 positions (ortho and para positions)
- 6
What effect do electron-donating groups have on the reactivity of a benzene ring towards electrophilic substitution?
Model answer
They activate the ring, making it more reactive towards electrophiles
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