OCR A-Level Chemistry B H433
Development of Practical Skills in Chemistry
Elements of Life
Developing Fuels
Elements From the Sea
The Ozone Story
What's in a Medicine?
The Chemical Industry
Polymers and Life
Oceans
Developing Metals
Colour by Design
Chemical Literacy
Mathematical Skills in Chemistry
The Ozone Story
Properties and nucleophilic substitution of haloalkanes
- 5 things to know
- Components 01, 02 and 03
Overview
Recall questions on why ethanol is added as a solvent, the boiling point trend, and the equations for hydrolysis by hydroxide, water and ammonia.
What you need to know
Answer each one before you reveal it.
What are the equations for bromoethane with hydroxide ions and with water, and what does 1-bromopropane give?
Why is water a poorer nucleophile than hydroxide, what is the equation for bromoethane with excess ammonia, and why must the ammonia be in excess?
Why does a fluoroalkane resist all of these substitution reactions?
What is the leaving group when a haloalkane is hydrolysed, and what does it take with it?
Questions from this subtopic
Each one with the model answer underneath.
- 1
Why is the carbon of a C–Cl bond δ+?
Model answer
Chlorine is more electronegative than carbon, so it draws the bonding pair towards itself and leaves the carbon partially positive.
- 2
Why are haloalkanes attacked by nucleophiles?
Model answer
The δ+ carbon atom attracts species that carry a lone pair of electrons.
- 3
Are haloalkanes soluble in water? Explain.
Model answer
They are essentially insoluble, because they cannot form enough attractions with water molecules to make up for the hydrogen bonds that would have to be broken between the water molecules.
- 4
In what kind of solvent do haloalkanes dissolve readily?
Model answer
They dissolve in organic solvents such as ethanol or hexane.
- 5
Why is ethanol added when a haloalkane is reacted with an aqueous reagent?
Model answer
Ethanol mixes with both the haloalkane and the water, giving a single mixture in which the reagents can actually meet.
- 6
How does the flammability of haloalkanes compare with that of alkanes?
Model answer
Haloalkanes are much less flammable, and the heavily halogenated ones such as CF₂Cl₂ do not burn at all.
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