Identifier: practicalmethods00gatt Title: Practical methods of organic chemistry Year: 1901 (1900s) Authors: Gattemann, Ludwig. [from old catalog] Subjects: Publisher: [n.p.] Contributing Library: The Library of Congress Digitizing Sponsor: The Library of Congress

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Text Appearing Before Image: shaking; the solution is poured off from any undissolved salt,and being cooled with ice is treated with a cold solution of 60grammes of stannous chloride in 25 grammes of concentratedhydrochloric acid. After several hours standing, the phenyl-hydrazine hydrochloride separates out, this is filtered off withsuction, washed with a little saturated salt solution, pressed outon a porous plate, and treated as above. {b) In a 1-litre flask provided with a dropping funnel and con- AROMATIC SERIES 225 denser (Fig. 68) 150 grammes of water and 50 grammes of cop-per sulphate are heated to boiling, then from the funnel addgradually a solution of 10 grammes of free phenyl hydrazine ina mixture of 8 grammes of glacial acetic acid and 75 grammes ofwater. The oxidation of the phenyl hydrazine proceeds with anenergetic evolution of nitrogen; the benzene is immediately dis-tilled over with steam and collected in a test-tube. By anothercareful rectification from a small fractionating flask (without con-

Text Appearing After Image: FlG. 68. denser), pure benzene, boiling at 8i°, is obtained. Yield, about5 grammes. Monosubstituted hydrazines of the type of phenyl hydrazine maybe obtained according to the method of V. Meyer and Lecco,1 byreducing the diazo-compounds with stannous chloride and hydrochloricacid: 2 H. :CGH5.NH.NH2, HC1 Phenyl hydrazine hydrochloride The reaction is always conducted as above: The amine is diazotisedin a strong hydrochloric acid solution, and then a solution of stannouschloride in strong hydrochloric acid is added to it. Since the hydro-chlorides of the hydrazines are difficultly soluble in concentratedhydrochloric acid, these separate out directly on the addition of the 1 B. 16, 2976.Q 226 SPECIAL PART stannous chloride, and can easily be obtained pure by filtration, asabove. The reduction of the diazo-compounds to hydrazines may be ac-complished by the method of Emil Fischer1 which led to the dis-covery of this class of compounds, and also by another method. Ifneutral sodium sulphit

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