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Phenylhydrazine was the first hydrazine derivative characterized, reported by Hermann Emil Fischer in 1875. [7] [8] He prepared it by reduction of a phenyl diazonium salt using sulfite salts. Fischer used phenylhydrazine to characterize sugars via formation of hydrazones known as osazones with the sugar aldehyde. He also demonstrated in this ...
Gyromitrin is metabolized into monomethyl hydrazine. Isoniazid, iproniazid, hydralazine, and phenelzine are medications whose molecules contain hydrazine-like structures. 2,4-dinitrophenylhydrazine (2,4-DNPH) is commonly used to test for ketones and aldehydes in organic and clinical chemistry. phenylhydrazine, C 6 H 5 NHNH 2, the first ...
The reaction of a (substituted) phenylhydrazine with a carbonyl (aldehyde or ketone) initially forms a phenylhydrazone which isomerizes to the respective enamine (or 'ene-hydrazine'). After protonation , a cyclic [3,3]-sigmatropic rearrangement occurs producing a diimine .
Hydrazine is an inorganic compound with the chemical formula N 2 H 4.It is a simple pnictogen hydride, and is a colourless flammable liquid with an ammonia-like odour.Hydrazine is highly hazardous unless handled in solution as, for example, hydrazine hydrate (N 2 H 4 ·xH 2 O).
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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]
This category includes chemical compounds that include a phenyl group, C 6 H 5 –. (That is, benzene with only one substituent or bond.) For benzene derivatives ( derivatives or structural analogs of benzene ) in which benzene has multiple substituents or bonds, see the parent category, Category:Benzene derivatives .
When derived from hydrazine itself, hydrazones condense with a second equivalent of a carbonyl to give azines: [11] R 2 C=N−NH 2 + R 2 C=O → R 2 C=N−N=CR 2 + H 2 O. Hydrazones are intermediates in the Wolff–Kishner reduction. Hydrazones are reactants in hydrazone iodination, the Shapiro reaction, and the Bamford–Stevens reaction to ...