Ch_322b_21.05

Ch_322b_21.05 - Chapter 21.5 lecture note

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Quinones Quinones (cyclohexadienediones) are prepared by the oxidation of phenols with strong oxidizing agents. The term "quinone" refers to a cyclohexadienedione structure that appears in compounds as follows: OH K 2 Cr 2 O 7 aqueous H 2 SO 4 p-benzoquinone (1,4-benzoquinone) O O O o-benzoquinone O 1,4-naphthoquinone O O 9,10-anthroquinone O O
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Quinones and Hydroquinones These compounds are coupled through two-electron reduction/oxidation reactions: Reduction of a quinone is accomplished with dissolving metal reductions in acid solution or by catalytic hydrogenation. Hydroquinones are oxidized with strong oxidants such as CrO 3 . O O OH OH [H] [O] reduction oxidation quinone hydroquinone
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Quinones in Nature The quinone hydroquinone redox chemistry occurs at the cellular level as part of an energy conversion process. Electron transfer reactions between several complexes involve a compound called ubiquinone ("ubiquitous" meaning everywhere) or coenzyme Q . O
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This note was uploaded on 10/20/2009 for the course CHEM 322BL at USC.

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Ch_322b_21.05 - Chapter 21.5 lecture note

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