Organic 2 Review Problem 228

Organic 2 Review Problem 228 - 212 PRACTICAL ORGANIC...

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212 PRACTICAL ORGANIC CHEMISTRY contains traces of a sparingly soluble stannous impurity which should be left undissolved and removed by filtration from the hot solution. If the hydrochloride does not crystallise readily from the cold filtrate, seed the latter with a minute quantity of the crude material, or add a few more drops of dilute hydrochloric acid. i-Amino-2-naphthol hydrochloride is thus obtained as fine colourless crystals, which darken in colour on exposure to light: yield, 3 g. Azoxybenzene, C 6 H 6 NOzNC 6 H 59 and Azobenzene, C 6 H 5 NiNC 6 H 6 . (Method 2, p, 208.) When a solution of nitrobenzene in methanol is boiled with sodium hydroxide, the nitrobenzene is reduced to azoxybenzene by the methanol, which is itself oxidised to formic acid. 4C 8 H 6 NO, + 3 CH,OH + 3 NaOH = 2C.H 5 NO:NC e H 5 + 3 HCOONa + 6H 8 O The azoxybenzene in turn, when heated with iron filings, readily undergoes C,H 6 NO:NC,H 6 + Fe = C 6 H 6 NrNC 6 H 4 + FeO further reduction to azobenzene.
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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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