Ethyl cyanoglyoxylate-2-oxime

Product Name: Ethyl cyanoglyoxylate-2-oxime
CAS No.: 3849-21-6
Chemical Name: Ethyl cyanoglyoxylate-2-oxime
Synonyms: Oxyma Pure;ETHYL (HYDROXYIMINO)CYANOACETATE;OxiMa;ETHYL ISONITROSOCYANOACETATE;cyanogL;NSC 42116;ate-2-oxime;OXYMA PURE 25 G;OXYMA PURE 100 G;TIMTEC-BB SBB007937
CBNumber: CB6234638
Molecular Formula: C5H6N2O3
Formula Weight: 142.11
MOL File: 3849-21-6.mol

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Ethyl cyanoglyoxylate-2-oxime Property

Melting point:: 130-132 °C (lit.)
Boiling point:: 259.65°C (rough estimate)
Density: 1.4801 (rough estimate)
refractive index: 1.5090 (estimate)
storage temp.: Store at +2°C to +8°C.
solubility: DMSO (Slightly), Methanol (Slightly)
form: Solid
pka: 6.18±0.10(Predicted)
color: Off-White
BRN: 774783
InChI: InChI=1S/C5H6N2O3/c1-2-10-5(8)4(3-6)7-9/h9H,2H2,1H3
InChIKey: LCFXLZAXGXOXAP-QPJJXVBHSA-N
SMILES: C(OCC)(=O)C(C#N)=NO
CAS DataBase Reference: 3849-21-6(CAS DataBase Reference)

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Safety

Hazard Codes: Xn,Xi
Risk Statements: 20/21/22
Safety Statements: 22-24/25-36/37
RIDADR: 3276
WGK Germany: 3
F: 10
Hazard Note: Irritant
HS Code: 2928 00 90
HazardClass: 6.1
PackingGroup: III

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H301Toxic if swalloed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P321Specific treatment (see … on this label).

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 8.51086
Product name: Oxyma Pure
Purity: Novabiochem?
Packaging: 25g
Price: $40.9
Updated: 2025/07/31

Sigma-Aldrich

Product number: 8.51086
Product name: Oxyma Pure
Purity: Novabiochem?
Packaging: 100g
Price: $119
Updated: 2025/07/31

Sigma-Aldrich

Product number: 8.51086
Product name: Oxyma Pure
Purity: Novabiochem®
Packaging: 250 g
Price: $218
Updated: 2025/07/31

Sigma-Aldrich

Product number: 8.51086
Product name: Oxyma Pure
Purity: Novabiochem®
Packaging: 250 g
Price: $218
Updated: 2025/07/31

Sigma-Aldrich

Product number: 8.51086
Product name: Oxyma Pure
Purity: Novabiochem®
Packaging: 500 g
Price: $383
Updated: 2025/07/31

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Ethyl cyanoglyoxylate-2-oxime Chemical Properties,Usage,Production

Chemical Properties

light yellow crystals or chunks

Uses

A non-explosive alternative to HOBt.

Uses

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.

reaction suitability

reaction type: Coupling Reactions

Synthesis

105-56-6

3849-21-6

Example 1: Preparation of ethyl 2-oxime cyanoacetate To a suspension of ethyl cyanoacetate (1.0 kg, 8.84 mol) and sodium nitrite (0.735 kg, 10.65 mol) in water (0.80 L) was slowly added acetic acid (0.70 kg, 11.66 mol), and the reaction temperature was controlled to be in the range of 0-50°C. The reaction temperature was slowly raised to 23-27 °C over a period of 1 h and the reaction mixture was continuously stirred at this temperature for 1 h. The reaction temperature was then adjusted to the temperature of the reaction mixture. After confirming complete consumption of ethyl cyanoacetate by TLC or GC monitoring, the reaction mixture was extracted with ethyl acetate (5 x 1.5 L). The organic layers were combined and washed sequentially with 10% sodium bicarbonate solution (2 x 1.25 L) and saturated brine (1.25 L). The organic layer was dried over anhydrous sodium sulfate and filtered through a hyflow bed. The solvent was removed by distillation under reduced pressure at 40-45 °C. The resulting solid was stirred with cyclohexane (3.0 L) at 25-30 °C for 30 min, filtered and dried in vacuum at 40-45 °C to give ethyl 2-oxime cyanoacetate 1.14 kg (91.2% yield) with 99.82% HPLC purity.

References

[1] Chemistry - A European Journal, 2015, vol. 21, # 16, p. 6090 - 6099
[2] Synthesis, 1999, # 1, p. 46 - 48
[3] Patent: WO2010/140168, 2010, A1. Location in patent: Page/Page column 14
[4] PLoS ONE, 2014, vol. 9, # 10,
[5] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 1, p. 553 - 557

Ethyl cyanoglyoxylate-2-oxime Preparation Products And Raw materials

Raw materials

Preparation Products

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Ethyl cyanoglyoxylate-2-oxime Suppliers

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View Lastest Price from Ethyl cyanoglyoxylate-2-oxime manufacturers

Henan Aochuang Chemical Co.,Ltd.

Product: Ethyl cyanoglyoxylate-2-oxime 3849-21-6
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1ton
Release date: 2022-09-26

Shaanxi Dideu Medichem Co. Ltd

Product: Ethyl cyanoglyoxylate-2-oxime 3849-21-6
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 20T
Release date: 2024-08-13

Zhuozhou Wenxi import and Export Co., Ltd

Product: Ethyl (hydroxyimino)cyanoacetate 3849-21-6
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-10

3849-21-6, Ethyl cyanoglyoxylate-2-oximeRelated Search:

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ETHYL 2-(HYDROXYIMINO)-3-NITRILOPROPANOATE

ETHYL 2-(HYDROXYIMINO) CYANOACETATE

ETHYL ISONITROSOCYANOACETATE

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TIMTEC-BB SBB007937

Ethyl (hydroxyimino)cyanoacetate 97%

(2E)-2-cyano-2-hydroximino-acetic acid ethyl ester

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2-BroMo-4'-chloroacetophenone, 99%+

2-cyano-2-hydroximino-acetic acid ethyl ester

Acetic acid, cyano(hydroxyimino)-, ethyl ester

ethyl (2E)-2-cyano-2-hydroxyiminoacetate

ethyl (2E)-2-cyano-2-hydroxyimino-acetate

ethyl (2E)-2-cyano-2-hydroxyimino-ethanoate

Ethyl (hydroxyimino)cyano

ethyl 2-cyano-2-hydroxyimino-ethanoate

NSC 42116

Ethyl (2E)-cyano(hydroxyimino)acetate

Ethyl cyanoglyoxalate 2-oxime, Ethyl cyano(isonitroso)acetate, Oxyma

Ethyl Cyanoglyoxalate Oxime

Oxyma Pure Novabiochem

Ethyl[Hydroximino]Cyanoacetate

Ethyl cyanoglyoxalate-2-oxime, Ethyl isonitrosocyanoacetate

Oximinocyanoaceticacidethylester

Ethylcyanoglyoxylate-2-oxime=Ethyloximinocyanoacetate

isonitrosocyanoacetic acid ethyl ester

Ethyl2-cyano-2-oximinoacetate

Ethyl cyanoximidoacetate

2-Ethyloximinocyanocaetate

Ethyl 2-cyano-2-hydroxyiminoacetate

2-Cyano-2-(hydroxyimino)acetic acid ethyl ester

Cyano(hydroxyimino)acetic acid ethyl ester

Ethyl cyanoglyoxylate-2-oxime,97%

(Z)-ethyl 2-cyano-2-(hydroxyimino)acetate

Oxyma Pure

Cyano(hydroxyimino)acetic Acid Ethyl Ester Ethyl Cyanoglyoxalate Oxime Oxyma

Cyano-hydroxyiMino-acetic acid ethyl ester (OxyMa)

OxyMa Pure, Ethyl 2-cyano-2-(hydroxyiMino)acetate

OxiMa

Acetic acid, 2-cyano-2-(hydroxyiMino)-, ethyl ester

Ethyl cyano(hydroxyimino)acetate, Ethyl cyanoglyoxalate-2-oxime, Ethyl isonitrosocyanoacetate

Ethyl cyanoglyoxalate-2-oxime, Ethyl isonitrosocyanoacetate, Oxyma

ate-2-oxime

EthylCyano(hydroxyimino)acetate&gt

OXYMA PURE 25 G

OXYMA PURE 100 G

cyanogL

(E)-Ethyl 2-cyano-2-(hydroxyimino) acetate (Oxyma)

Ethyl 2-cyano-2-(hydroxyimino)acetate, Oxyma pure

(E)-Ethyl 2-cyano-2-(hydroxyimino) acetate (OxymaPure)

Ethyl cyanoglyoxylate-2-oxime (Oxyma)

OxymaPure [Ethyl (hydroxyimino)cyanoacetate]

3849-21-6