| Weight | 142.114 g/mol |
|---|---|
| Formula | C5H6N2O3 |
| Hydrogen Acceptors | 5 |
| Hydrogen Donors | 1 |
| Aromatic Rings | 0 |
| Rotatable Bonds | 2 |
3849-21-6 (3849-21-6, 56503-39-0)
ethyl 2-cyano-2-(hydroxyimino)acetate
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- Sulfonate Esters of 1-Hydroxypyridin-2(1H)-one and Ethyl 2-Cyano-2- (hydroxyimino)acetate (Oxyma) as Effective Peptide Coupling Reagents to Replace 1-Hydroxybenzotriazole and 1-Hydroxy-7-azabenzotriazole (Chemical & Pharmaceutical Bulletin, 2010)
- Ethyl 2-Cyano-2-(hydroxyimino)acetate (Oxyma) : An Efficient and Convenient Additive Used with Tetramethylfluoroformamidinium Hexafluorophosphate (TFFH) to Replace 1-Hydroxybenzotriazole (HOBt) and 1-Hydroxy-7-azabenzotriazole (HOAt) during Peptide Synthesis (Bulletin of the Chemical Society of Japan, 2010)
- An unexpected involvement of ethyl-2-cyano-2-(hydroxyimino) acetate cleaved product in the promotion of the synthesis of nitriles from aldoximes: a mechanistic perception (Tetrahedron Letters, 2013)
- Ethyl 2Cyano2(hydroxyimino)acetate (2012)
- ChemInform Abstract: Ethyl 2-Cyano-2-(hydroxyimino)acetate (Oxyma): An Efficient and Convenient Additive Used with Tetramethylfluoroformamidinium Hexafluorophosphate (TFFH) to Replace 1-Hydroxybenzotriazole (HOBt) and 1-Hydroxy-7-azabenzotriazole (HOAt) During Peptide Synthesis. (ChemInform, 2011)
- ChemInform Abstract: An Unexpected Involvement of Ethyl2cyano2(hydroxyimino)acetate Cleaved Product in the Promotion of the Synthesis of Nitriles from Aldoximes: A Mechanistic Perception. (ChemInform, 2013)
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Predict GHS Hazards for Any Chemical in silico.
Including Acute Oral Tox, Skin Sensitization, Eye Irritation, Aquatic Tox, & more. - ethyl 2-cyano-2-(hydroxyimino)acetate
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SMILESCCOC(=O)C(=NO)C#N
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InChIKeyLCFXLZAXGXOXAP-UHFFFAOYSA-N
- Pubchem - 3849-21-6
- Wikipedia - ethyl cyanohydroxyiminoacetate
Ethyl cyanohydroxyiminoacetate (oxyma) is the oxime of ethyl cyanoacetate and finds use as an additive for carbodiimides, such as dicyclohexylcarbodiimide (DCC) in peptide synthesis. It acts as a neutralizing reagent for the basicity or nucleophilicity of the DCC due to its pronounced acidity (pKa 4.60) and suppresses base-induced side reactions, in particular racemization.
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3849-21-6
(3849-21-6, 56503-39-0)
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3849-21-6
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