Aromatic compounds
- Created by: Ash_angel
- Created on: 17-02-19 10:03
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- Aromatic compounds
- Benzene
- The Kekule model
- C atom with alternating single and double bonds between them
- It should react in the same way as an alkene and should undergo electrophilic addition reactions but Benzene doesn't...
- The delocalised model
- All 6 C atoms overlap to create a pi system.
- pi system = above and below the plane of the 6 C atoms.
- Why is this model better than Kekule model?
- 1. Bond lengths in benzene are all the same
- 2. The enthalpy change of hydrogenation's less than three times a double bond
- 3. Benzene does not have sufficient electron density to polarise bromine in a electrophilic addition reaction
- Reactions of Benzene
- Electrophilic substitution
- Nitration
- Acylation (Friedal crafts)
- Alkylation (Friedal crafts)
- Halogenation using a halogen carrier
- benzene ring is a region of high electron density so it attracts electrophile
- Substituted Benzene Rings
- Phenols
- Weak acid and undergo acid + base reaction to from salt + water
- electrophilic substitution
- One lone pair gets donated into the delocalised ring which increases the electron density making it more likely to polarise bromine.
- Phenols
- Electrophilic substitution
- The Kekule model
- Benzene
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