Chemistry 2213A/B Chapter 9: 9.1-9.6, 9.8 ARENES

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Aromatic compound: a term used to classify benzene and its derivatives. Aryl group: a group derived from an aromatic compound by the removal of an h; given the symbol ar- Ar-: the symbol used for an aryl group, by analogy with r- for an alkyl group. Concluded that all 6 carbons and hydrogens must be equivalent. Ex. bromine + bromobenzene with ferric chloride forms 3 isomeric dibromobenznes. Kekule structure: consisted of 6 membered ring with alternating single/double bonds and 1 hydrogen bonded to each carbon bonds and 1 hydrogen bonded to each carbon. Each ring contains 3 double bonds that shift back and forth so rapidly that the 2 forms cannot be separated. Substituting bromine for any of the hydrogens gives same compound. Consistent with the fact that only 3 isomeric dibromobenznes were formed. Does not account for unusal chemical behaviour of benzene. If 3 double bonds, why not behave like alkenes.

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