Organic 2 Review Problem 238

Organic 2 Review - 222 PRACTICAL O RGANIC C HEMISTRY solution After 15-20 minutes shaking cool the mixture in icewater and filter off the

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222 PRACTICAL ORGANIC CHEMISTRY solution. After 15-20 minutes' shaking, cool the mixture in ice- water, and filter off the dimethylamide. Wash with sodium hydroxide solution, then with water and drain. The product thus prepared is (when dry) almost pure, but can be readily re- crystallised from a mixture of equal volumes of water and glacial acetic acid: filter the recrystallised material at the pump, wash with water, drain and dry. Colourless crystals, m.p. 79°: yield, 8g. The toluene- p -sulphon-dimethylamide can be readily hydrolysed by boiling under reflux with 70% sulphuric acid (see p. 107). If the CH 3 C 6 H 4 S0 2 N(CH 3 ) 2 + H 2 O + H 9 SO 4 ->- CH 3 C 6 H 4 SO 2 OH + (CH 3 J 2 NH 1 H 2 SO 4 clear solution so obtained is placed in a distilling-flask and made alka- line, the liberated dimethylamine may be driven over by heating, and then absorbed in hydrochloric acid. Evaporation of the hydro- chloric acid solution gives the deliquescent crystalline dimethylamine hydrochloride, (CH
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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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