Organic Lab Reactions 293

Organic Lab Reactions 293 - 288 THE AROMATIC PRIMARY AMINO...

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288 THE AROMATIC PRIMARY AMINO GROUP In the oxidation of hydrazines, secondary reactions take place to a varying extent. Hydrocarbons of the biphenyl series may be formed; frequently a little tarry material, traces of azo compounds, and small amounts of phenols result. 116 MISCELLANEOUS REDUCING AGENTS The literature contains references to deamination procedures involv- ing a number of other reducing agents: a. Hydroquinone. 122 b. Ferrous hydroxide. 123 ' 124 c. Glucose in the presence of alkali. 126 d. Copper hydride.*' 126 - m - 128 ' 129 e. Sodium hydrosulfite. 130 - 119 ' m /. Formic acid. 132 ' S6 g. Hydrazines and hydroxylamine. 107 ,- m h. Sodium arsenite. 102 - 13i i. Stannous chloride. 113 ' 7 ' 46 - 1W j . Potassium cuprocyanide. 136 ' 186 For some of these no merit whatsoever appears to have been demon- strated; in this category may be placed methods /, g, h, i, and j . The remaining processes either possess some small utility or might be found useful upon investigation. Aniline, p-nitroaniline, and symmetrical tribromoaniline have been
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