Organic 2 Review Problem 388

Organic 2 Review Problem 388 - 372 PRACTICAL O RGANIC...

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372 PRACTICAL ORGANIC CHEMISTRY solution: iodine is liberated, the quinone simultaneously undergoing reduction. Anthraquinone does not liberate iodine from KI solution. 3. Sodium hydroxide. Dissolve a few crystals of benzoquinone in 10% aqueous NaOH solution and shake gently. The solution turns rapidly brown and then almost black owing to atmospheric oxidation. Alizarin dissolves in aqueous NaOH solution giving a purple solu- tion. Calcium hydroxide will precipitate a blue salt from this solution. Anthraquinone is unaffected by NaOH solution. Oxidation, (a) Ammoniacal silver nitrate. To a few ml. of ammoniacal AgNO 3 (preparation, p. 525), add a few drops of cold aqueous benzo- quinone solution: a silver mirror or (more generally) a dark precipitate of metallic silver is formed in the cold. ( b ) Alkaline permanganate. Heat under reflux i g. of i,2-naph- thoquinone, 50 ml. of saturated aqueous KMnO 4 solution and 2 g. of anhydrous Na 2 CO 3 for 30 minutes. Then proceed as for oxidation of benzyl chloride (p. 393). i,2-Naphthoquinone gives
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This note was uploaded on 09/19/2011 for the course CHM 2211 taught by Professor Castalleano during the Fall '06 term at University of Florida.

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