5458-49-1

Usage

Uses

Used in Organic Synthesis:
[(Potassiooxy)imino]malononitrile is used as a reagent in organic synthesis for its potential reactivity and unique structure, which can contribute to the formation of complex organic molecules.
Used in Chemical Reactions:
As a reagent, [(Potassiooxy)imino]malononitrile is utilized in chemical reactions to facilitate specific transformations, taking advantage of its distinctive properties.
Used in Pharmaceutical Applications:
[(Potassiooxy)imino]malononitrile is explored for its potential use in the pharmaceutical industry, possibly due to its ability to act as a ligand in metal complexes, which could have implications for drug development and design.
Used in Materials Science:
[(Potassiooxy)imino]malononitrile is also investigated for its applications in materials science, where its unique structure might offer novel properties or functionalities in the development of new materials.
Used as a Precursor in Synthesis:
[(Potassiooxy)imino]malononitrile has been studied for its potential use as a precursor for the synthesis of nitrogen-containing organic compounds, highlighting its versatility and importance in chemical research and development.

InChI:InChI=1/C3HN3O/c4-1-3(2-5)6-7/h7H

Upstream product

• 109-77-3 malononitrile 
• 36568-05-5 2-(hydroxyimino)malononitrile 
• 262291-76-9 silver(I) nitrosodicyanomethanide 
• 7558-02-3 potassium bromide 

Downstream Products

• 262291-80-5 3,5-diaminopyrazolone-4-oxime 
• 1346257-80-4 (2,4-dinitrophenoxyimino)malononitrile 

Relevant academic research and scientific papers

Monovalent K, Cs, Tl, and Ag nitrosodicyanomethanides: Completely different 3D networks with useful properties of luminescent materials and nonelectric sensors for gases?

Four K, Cs, Ag(I), and Tl(I) compounds with a nitrosodicyanomethanide ONC(CN)2 - anion have been obtained and characterized using IR spectroscopy; UV-visible spectroscopy; room temperature, solid-state photoluminescence; and solution

Structural elaboration of dicyanopyrazine: Towards push-pull molecules with tailored photoredox activity

As an extension of the successful dicyanopyrazine photoredox catalysts, a series of X-shaped push-pull molecules with a systematically altered structure were designed and facilely synthesized; their structure-property relationship was elucidated in detail

Spectrophotometric determination of pKa's of 1-Hydroxybenzotriazole and oxime derivatives in 95% acetonitrile-water

1-hydroxybenzotriazole derivatives are used with carbodiimide as additives to generate active esters during peptide bond formation. They are also used as additives during the peptide bond formation. Dissociation constants of the 1-hdroxybenzotriazole (HOBt) and its derivatives, 1- hydroxy-6- chlorobenzotriazole, 1-hydroxy-6-trifluoromethylbenzotriazole, 1-hydroxy-6-nitrobenzotriazole were determined spectrophotometrically in 95% acetonitrile-water. In addition, 7-aza-1- hydroxybenzotriazole (7-HOAt) and 4-aza-1-hydroxybenzotriazole (4-HOAt) were also studied. Recently, oxyma was reported as a good replacement for the benzotriazole derivatives. As alcoholic components of active esters, the oximes seem to be good leaving groups. Therefore it was expected, that the strongly acidic and nucleophilic oximes, which possess electron-withdrawing groups in the molecule, are suitable as additives during the peptide bond formation. The dissociation constant of some oximes,such as diethyl 2-(hydroxyimino)malonate, ethyl 2-cyano-2-(hydroxyimino) acetate (oxyma), hydroxycarbonimidoyl dicyanide and N-hydroxypicolinimidoyl cyanide in 95% acetonitrile-water are reported.

COMU: A safer and more effective replacement for benzotriazole-based uronium coupling reagents

We describe a new family of uronium-type coupling reagents that differ in their iminium moieties and leaving groups. The presence of the morpholino group in conjunction with an oxime derivative-especially ethyl 2-cy ano-2- (hydroxyimino) acet ate (Oxyma)-had a marked influence on the solubilities, stabilities, and reactivities of the reagents. Finally, the new uronium salt derived from Oxyma (COMU) performed extremely well in the presence of only 1 equiv of base, thereby confirming the effect of the hydrogen bond acceptor in the reaction. COMU also showed a less hazardous safety profile than the benzotriazolebased HDMA and HDMB, which exhibited unpredictable autocatalytic decompositions. Furthermore, the Oxyma moiety contained in COMU suggests a lower risk of explosion than in the case of the benzotriazole derivatives.