Hydrazone 324402 225365073 2008-07-13T08:44:40Z JaGa 2092487 wikilink [[Image:Hydrazone-2D.png|thumb|150px|Structure of the hydrazone functional group]] [[Image:Benzophenone hydrazone-structure.png|thumb|150px|Benzophenone hydrazone, an illustrative hydrazone]] [[Image:Carbonyl cyanide m-chlorophenyl hydrazone.svg|thumb|150px|[[Carbonyl cyanide m-chlorophenyl hydrazone]]]] A '''hydrazone''' is a class of [[organic compound]]s with the structure R<sub>2</sub>C=NNR<sub>2</sub>. They are related to [[ketone]]s and [[aldehyde]]s by the replacement of the oxygen with the NNR<sub>2</sub> [[functional group]]. They are formed usually by the action of [[hydrazine]] on [[ketone]]s or [[aldehyde]]s. ==Uses== The formation of aromatic hydrazone derivatives is used to measure the concentration of low molecular weight [[aldehyde]]s and [[ketone]]s, e.g. in gas streams. For example, [[dinitrophenylhydrazine]] coated onto a [[silica]] [[sorbent]] is the basis of an [[adsorption]] cartridge. The hydrazones are then eluted and analyzed by [[HPLC]] using a [[UV]] detector. The compound [[carbonyl cyanide-p-trifluoromethoxyphenylhydrazone]] (abbreviated as FCCP) is used to "[[uncoupling protein|uncouple]]" [[Adenosine triphosphate|ATP]] [[ATP synthase|synthesis]] and [[reduction (chemistry)|reduction]] of [[oxygen]] in [[oxidative phosphorylation]] in [[molecular biology]]. Hydrazones are reactants in [[hydrazone iodination]], the [[Shapiro reaction]] and the [[Bamford-Stevens reaction]] to [[vinyl]] compounds. {{Functional group}} [[Category:Functional groups]] [[de:Hydrazone]] [[fr:Hydrazone]] [[ja:ヒドラゾン]] [[pl:Hydrazony]] [[zh:腙]]