A Text-Book of Organic Chemistry 1

Cover A Text-Book of Organic Chemistry 1
A Text-Book of Organic Chemistry 1
A F Arnold Frederik Holleman
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It is a colourless, crystalline substance, and melts at 126°.
Strong reducing-agents convert it into aniline; on the other hand, it is readily oxidized to azobenzene, this transformation being slowly effected by atmospheric oxygen. It is also oxidized to the azo-compound by ferric chloride.
The most characteristic reaction of hydrazobenzene is its con- version into benzidine, whereby the benzene-nuclei are, as it were, turned end for end; this is effected by the action of strong acids : {c7)nH—
... NH^rT) -> H^CeH,— C^/NH,.
Hydracobeniene Bensidine That a diaminodiphenyl is thus formed is proved by the conversion of benzidine into diphenyl, CeHj-CaH^. The amido-groups occupy the paro^positions : By reducing azobenzene in acid solution, benzidine is formed directly. It is characterized by the sparing solubility in cold water of its sulphate.
373 ORGANIC CHEMISTRY.
The amido-groups in benzidine are proTed in yarions ways to occupy the ^ro-poeition ; for example, a hydrazobenzene whoee p-hydrogen atoms haye been substituted cannot be converted into benzidine.


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