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
Why phenol is more reactive than benzene, and planning a synthesis
- 2 things to know
- Components 02 and 03
Overview
Recall 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.
What you need to know
Answer each one before you reveal it.
To which position does an electron-withdrawing group such as NO₂ direct incoming electrophiles?
Questions from this subtopic
Each one with the model answer underneath.
- 1
What type of orbital contains the lone pair on the oxygen atom in phenol that is involved in activating the ring?
Model answer
A p-orbital on the oxygen atom contains the lone pair.
- 2
How does the lone pair on oxygen in phenol interact with the benzene ring?
Model answer
The lone pair in the oxygen p-orbital overlaps with the delocalised π-system of the benzene ring.
- 3
What effect does the donation of the oxygen lone pair have on the electron density in phenol's benzene ring?
Model answer
The electron density in the benzene ring increases.
- 4
Why does phenol undergo electrophilic substitution more readily than benzene?
Model answer
The increased electron density in the ring (due to lone pair donation from oxygen) makes the ring more susceptible to electrophilic attack.
- 5
Is the OH group electron-donating or electron-withdrawing?
Model answer
The OH group is electron-donating.
- 6
Is the NH₂ group electron-donating or electron-withdrawing?
Model answer
The NH₂ group is electron-donating.
Other ways to work this
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