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Arenes

Weekly learning outcomes Students should be able to: y y y y y y y y Explain the terms: arene and aromatic. Describe and explain the models used to depict the structure of benzene. Review the evidence for a delocalised model of benzene. Describe the delocalised model of benzene. Describe the electrophilic substitution of arenes with concentrated nitric acid. Describe the electrophilic substitution of arenes with a halogen in the presence of a halogen carrier. Outline the mechanism of electrophilic substitution in arenes. Outline the mechanism for the mononitration and monohalogenation of benzene. Addition reaction Substitution reaction Halogen carrier Reaction mechanism Electrophilic substitution Mononitration Monohalogenation Benzene Orbital overlap Catalyst

Key words Arene Aromatic -electron -bond Curly arrow

Delocalisation Electrophile

Weekly learning outcomes Students should be able to: y y y y y y Explain the relative resistance to bromination of benzene compared with alkenes. Describe the reactions of phenol with aqueous alkalis and with sodium to form salts. Discuss the role of phenol as an early antiseptic. Describe the reactions of phenol with bromine to form 2,4,6-tribromophenol. Explain the relative ease of bromination of phenol compared with benzene. State the uses of phenols.

Key words Cyclohexene Addition Electrophile Substitution Acidbase Phenol Phenoxide Delocalisation Activation

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