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1-chloropropane
2-chloropropane
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Bonding in alkenes
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minor product:
1-bromopropane
HBr
major product:
2-bromopropane
Structure of carbocations
A chain of carbon atoms can be represented by R when
drawing organic structures. This is an alkyl group (general
formula CnH2n+1).
Stability of carbocations
The stability of carbocations increases as the number of alkyl
groups on the positively-charged carbon atom increases.
primary
secondary
tertiary
increasing stability
The stability increases because alkyl groups contain a
greater electron density than hydrogen atoms. This
density is attracted towards, and reduces, the positive
charge on the carbon atom, which has a stabilizing effect.
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Structure of carbocations
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The polar bond means that the carbon atom has a small
positive charge (+), which attracts substances with a lone
pair of electrons. These are nucleophiles, meaning
nucleus (positive charge) loving. Examples include:
ammonia
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cyanide
hydroxide
Boardworks Ltd 2009
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CF
484
CCl
338
CBr
276
CI
238
Nucleophilic substitution
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Elimination in halogenoalkanes
In the reaction with a strong base, halogenoalkanes will
undergo not only nucleophilic substitution but also
elimination reactions, forming alkenes and water.
Elimination mechanism
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attack at A
but-2-ene
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attack at B
but-1-ene
Boardworks Ltd 2009
primary
secondary
tertiary
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Elimination or substitution?
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Glossary
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Multiple-choice quiz
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