Organic 2 Review Problem 268

Organic 2 Review Problem 268 - 252 PRACTICAL ORGANIC...

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252 PRACTICAL ORGANIC CHEMISTRY water. Toluene- p -sulphonamide is thus obtained in colourless crystals, m.p. 137°. Yield 4-2-4-4 g. Toluene- p -sulphonamide is almost insolubb in cold water, but dissolves readily in sodium hydroxide solution (as the sodium derivative) and is immediately reprecipitated on the addition of strong acids. To show the formation of the sodium derivative, dissolve about 0-2 g. of metallic sodium in about io ml. of ethanol, cool the solution, and then add it to a solution of i g. of the sulphonamide in 20 ml. of cold ethanol. On shaking the mixture, fine white crystals of the sodium derivative, CH 1 C 4 H 6 SO 1 NHNa, rapidly separate, and may be obtained pure by filtering at the pump, and washing first with a few ml. of ethanol, and then with ether. Toluene-p-sulphonchloro-sodio- amide ("Chloramine-T"), CH 3 C 0 H 4 SO >NNaCl,3HoO, and Toluene-/) -sulphon-dichloro- amide (" Dichloramine-T "), CH 3 C 8 H 4 SO 2 NCl 2 . When toluene-/>-sulphonamide is dissolved in an excess of sodium hypo-
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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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