CAS 3849-21-6

Ethyl 2-cyano-2-(hydroxyimino)acetate

Description:

Ethyl 2-cyano-2-(hydroxyimino)acetate, with the CAS number 3849-21-6, is an organic compound characterized by its functional groups, including a cyano group and a hydroxyimino group. This compound typically appears as a colorless to pale yellow liquid or solid, depending on its purity and form. It is soluble in polar organic solvents, which facilitates its use in various chemical reactions. Ethyl 2-cyano-2-(hydroxyimino)acetate is often utilized in organic synthesis, particularly in the preparation of various derivatives and as an intermediate in the synthesis of pharmaceuticals and agrochemicals. The presence of the cyano group contributes to its reactivity, allowing it to participate in nucleophilic addition reactions. Additionally, the hydroxyimino group can engage in tautomerization, influencing the compound's reactivity and stability. Safety precautions should be taken when handling this substance, as it may pose health risks if ingested or inhaled, and appropriate protective equipment should be used.

Formula: C₅H₆N₂O₃

InChI: InChI=1/C5H6N2O3/c1-2-10-5(8)4(3-6)7-9/h9H,2H2,1H3/b7-4+

InChI key: InChIKey=LCFXLZAXGXOXAP-UHFFFAOYSA-N

SMILES: C(C(OCC)=O)(C#N)=NO

Synonyms:

• 2-Cyano-2-(hydroxyimino)acetic acid ethyl ester
• Acetic acid, 2-cyano-2-(hydroxyimino)-, ethyl ester
• Acetic acid, cyano(hydroxyimino)-, ethyl ester
• Ethyl (Hydroxyimino)Cyanoacetate
• Ethyl 2-(Hydroxyimino) Cyanoacetate
• Ethyl 2-(Hydroxyimino)-3-Nitrilopropanoate
• Ethyl 2-cyano-2-(hydroxyimino)acetate
• Ethyl 2-cyano-2-(hydroxyimino)ethanoate
• Ethyl 2-cyano-2-oxidoiminoacetate
• Ethyl 2-cyano-2-oximinoacetate
• Ethyl 2-hydroxyimino-2-cyanoacetate
• Ethyl Cyanoglyoxylate Oxime
• Ethyl Cyanoglyoxylate-2-Oxime
• Ethyl Oximinocyanoacetate
• Ethyl cyanoglyoxalate-2-oxime
• Ethyl cyanoximidoacetate
• Ethyl isonitrosocyanoacetate
• Ethyl α-cyano-α-oximinoacetate
• Ethyl2-cyano-2-oximinoacetate
• Ethyl[Hydroximino]Cyanoacetate
• Ethylcyanoglyoxylate-2-oxime=Ethyloximinocyanoacetate
• Glyoxylic acid, cyano-, ethyl ester, 2-oxime
• Glyoxylic acid, cyano-, ethyl ester, oxime
• Isonitrosocyanoacetic Acid Ethyl Ester
• NSC 137667
• NSC 41021
• NSC 42116
• Oximinocyanoaceticacidethylester
• Oxyma
• Oxyma Pure
• Timtec-Bb Sbb007937
• ethyl (2E)-cyano(hydroxyimino)ethanoate
• ethyl (2Z)-cyano(hydroxyimino)ethanoate
• ETHYL CYANO(HYDROXYIMINO)-ACETATE
• Ethyl cyanoglyoxalate-2-oxime, Ethyl isonitrosocyanoacetate
• 2-Ethyloximinocyanocaetate
• Ethyl cyano(hydroxyimino)acetate, Ethyl cyanoglyoxalate-2-oxime, Ethyl isonitrosocyanoacetate

Ethyl Cyano(hydroxyimino)acetate

CAS: 3849-21-6

Formula: C₅H₆N₂O₃

Purity: >98.0%(GC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 142.11

Ref: 3B-E0847

Ethyl 2-cyano-2-(hydroxyimino)acetate

CAS: 3849-21-6

Formula: C₅H₆N₂O₃

Purity: 98.0%

Color and Shape: Solid, Powder or Crystalline Powder or Solid

Molecular weight: 142.114

Ref: 10-F043278

Ethyl isonitrosocyanoacetate, 97%

CAS: 3849-21-6

This product is a non-explosive alternative to HOBt or HOAt, and allows high peptide coupling rates at low racemization when applied in combination with carbodiimides. This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label

Formula: C₅H₆N₂O₃

Purity: 97%

Color and Shape: White to pale cream to pale yellow, Crystals or powder or crystalline powder

Molecular weight: 142.11

Ref: 02-A12691

Cyano-hydroxyimino-acetic acid ethyl ester (Oxyma)

CAS: 3849-21-6

Highly efficient coupling additive, a safer, non-explosive alternative to HOBt.

Formula: C₅H₆N₂O₃

Purity: > 99%

Color and Shape: Whitish

Molecular weight: 142.11

Ref: 01-4019721

Ethyl 2-cyano-2-(hydroxyimino)acetate

CAS: 3849-21-6

Formula: C₅H₆N₂O₃

Purity: 95%

Color and Shape: Solid

Molecular weight: 142.1127

Ref: IN-DA0034W1

Ethyl cyano(hydroxyimino)acetate

CAS: 3849-21-6

Ethyl cyano(hydroxyimino)acetate

Formula: C₅H₆N₂O₃

Purity: ≥95%

Color and Shape: off-white to light yellow solid

Molecular weight: 142.11273g/mol

Ref: 54-OR29185

Ethyl (hydroxyimino)cyanoacetate

CAS: 3849-21-6

Formula: C₅H₆N₂O₃

Purity: ≥ 98.0%

Color and Shape: White to pale yellow crystals or crystalline powder

Molecular weight: 142.11

Ref: 7W-GX9766

Oxyma

CAS: 3849-21-6

Formula: C₅H₆N₂O₃

Molecular weight: 142.11

Ref: 4Z-O-131001

Ethyl Cyano(hydroxyimino)acetate

Controlled Product

CAS: 3849-21-6

Applications Ethyl Cyano(hydroxyimino)acetate is used in peptide synthesis and has shown to suppress racemiztion, has high coupling efficiency in both solution and solid phase synthesis and is a non-explosive alternative to 1-hydroxybenzotriazole (HOBt) and 1-hydroxy-7-azabenzotriazole (HOAt).
References Khattab, S.N.: Bull. Chem. Soc. Jpn., 83, 1374 (2010)

Formula: C₅H₆N₂O₃

Color and Shape: Neat

Molecular weight: 142.11

Ref: TR-E918840

Oxyma

CAS: 3849-21-6

Ethyl isonitrosocyanoacetate, generally known as Oxyma or OxymaPure, is an additive used in amide coupling reactions as a racemisation suppressant. Oxyma is a safe alternative to the explosive HOAt and HOBt and is mainly used in combination with the carbodiimides EDCI, DCC or DIC. Oxyma is stable, can be used in solution, solid-phase and microwave-assisted synthesis, has great capacity to inhibit epimerisation, excellent coupling efficiencies and shows no risk of capping the resin or the peptide upon hydrolysis of the ethyl ester.

Formula: C₅H₆N₂O₃

Purity: Min. 98 Area-%

Color and Shape: Powder

Molecular weight: 142.11 g/mol

Ref: 3D-FE04090

Oxyma Pure®

CAS: 3849-21-6

OxymaPure® is a hydrogen bond-based molecular probe that binds to the hydroxamic acid group of bacterial cell walls. It has been shown to have an antibacterial activity against Staphylococcus aureus and Escherichia coli. OxymaPure® is soluble in water, making it suitable for oral administration. The safety profile of OxymaPure® includes studies in rats, indicating that it does not cause any toxic effects at doses up to 2000 mg/kg body weight. OxymaPure® can be synthesized on a solid phase by using carbodiimides as reactive agents and linkers as additive materials. This process is relatively rapid and produces high yields of the desired product.

Formula: C₅H₆N₂O₃

Purity: Min. 95%

Molecular weight: 142.12 g/mol

Ref: 3D-OXY-1050-PI

Ethyl 2-cyano-2-(hydroxyimino)acetate

CAS: 3849-21-6

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Formula: C₅H₆N₂O₃

Molecular weight: 142.12 g/mol

Ref: 3D-J-502010