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Osazone formation was developed by Emil Fischer, [3] who used the reaction as a test to identify monosaccharides. The formation of a pair of hydrazone functionalities involves both oxidation and condensation reactions. [4] Since the reaction requires a free carbonyl group, only "reducing sugars" participate.
Structure of the hydrazone functional group. Hydrazones are a class of organic compounds with the structure R 1 R 2 C=N−NH 2. [1] They are related to ketones and aldehydes by the replacement of the oxygen =O with the = N−NH 2 functional group.
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Two equivalents of strong base such as n-butyllithium abstract the proton from the hydrazone (4) followed by the less acidic proton α to the hydrazone carbon (5), forming a carbanion. The carbanion then undergoes an elimination reaction producing a carbon–carbon double bond and ejecting the tosyl anion, forming a diazonium anion (6) .
The reduction of oximes by sodium metal, [10] sodium amalgam, hydrogenation, or reaction with hydride reagents produces amines. [11] Typically the reduction of aldoximes gives both primary amines and secondary amines; however, reaction conditions can be altered (such as the addition of potassium hydroxide in a 1/30 molar ratio) to yield solely ...
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The Hinsberg reaction is a chemical test for the detection of primary, secondary and tertiary amines.The reaction was first described by Oscar Hinsberg in 1890. [1] [2] In this test, the amine is shaken well with the Hinsberg reagent (benzenesulfonyl chloride) in the presence of aqueous alkali (either KOH or NaOH).