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
- Molecular Weight:
- 142.11
- MDL Number:
- MFCD00002112
- MOL File:
- 3849-21-6.mol
- MSDS File:
- SDS
| 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) |
| FDA UNII | 2PHR89MH6P |
| UNSPSC Code | 12352126 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS06 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H301 | |||||||||
| Precautionary statements | P264-P270-P301+P310a-P321-P405-P501a | |||||||||
| 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 | |||||||||
| NFPA 704 |
|
Ethyl cyanoglyoxylate-2-oxime price More Price(44)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 8.51086 | Oxyma Pure Novabiochem? | 3849-21-6 | 25g | $40.9 | 2025-07-31 | Buy |
| Sigma-Aldrich | 8.51086 | Oxyma Pure Novabiochem? | 3849-21-6 | 100g | $119 | 2025-07-31 | Buy |
| Sigma-Aldrich | 8.51086 | Oxyma Pure Novabiochem® | 3849-21-6 | 250 g | $218 | 2025-07-31 | Buy |
| Sigma-Aldrich | 8.51086 | Oxyma Pure Novabiochem® | 3849-21-6 | 250 g | $218 | 2025-07-31 | Buy |
| Sigma-Aldrich | 8.51086 | Oxyma Pure Novabiochem® | 3849-21-6 | 500 g | $383 | 2025-07-31 | Buy |
Ethyl cyanoglyoxylate-2-oxime Chemical Properties,Uses,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
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Suzhou Highfine Biotech Co.,Ltd. | +86-0512-68071238 +86-13771819922 | june@highfine.com | China | 458 | 58 |
| SHANDONG ZHI SHANG CHEMICAL CO.LTD | +86 18953170293 | sales@sdzschem.com | China | 2930 | 58 |
| Ningxia LabsChem Co., Ltd. | 0952-9294929 +8613895679378 | 48472788@qq.com | China | 352 | 58 |
| Shaanxi Dideu Medichem Co. Ltd | +86-029-81138252 +86-173 9270 1263 | 1057@dideu.com | China | 3944 | 58 |
| Capot Chemical Co.,Ltd. | +8613336195806 | sales@capot.com | China | 29731 | 60 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29855 | 58 |
| Shenzhen Nexconn Pharmatechs Ltd | +86-755-89396905 +86-15013857715 | admin@nexconn.com | China | 10406 | 58 |
| Jinan Carbotang Biotech Co.,Ltd. | +8615866703830 | figo.gao@foxmail.com | China | 8497 | 58 |
| Jinan Finer Chemical Co., Ltd | +86-531-88989536 +86-15508631887 | sales@finerchem.com | China | 2955 | 58 |
| Xiamen AmoyChem Co., Ltd | +86-86-5926051114 +8615060885618 | sales@amoychem.com | China | 6369 | 58 |
View Lastest Price from Ethyl cyanoglyoxylate-2-oxime manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2025-04-04 | Ethyl cyanoglyoxylate-2-oxime
3849-21-6
|
US $0.00-0.00 / KG | 1KG | 98% | 1ton | Henan Aochuang Chemical Co.,Ltd. | |
 |
2024-08-13 | Ethyl cyanoglyoxylate-2-oxime
3849-21-6
|
US $1.00 / KG | 1KG | 99% | 20T | Shaanxi Dideu Medichem Co. Ltd | |
 |
2021-07-13 | Ethyl (hydroxyimino)cyanoacetate
3849-21-6
|
US $15.00-10.00 / KG | 1KG | 99%+ HPLC | Monthly supply of 1 ton | Zhuozhou Wenxi import and Export Co., Ltd |
-
- Ethyl cyanoglyoxylate-2-oxime
3849-21-6
- US $0.00-0.00 / KG
- 98%
- Henan Aochuang Chemical Co.,Ltd.
-
- Ethyl cyanoglyoxylate-2-oxime
3849-21-6
- US $1.00 / KG
- 99%
- Shaanxi Dideu Medichem Co. Ltd
-
- Ethyl (hydroxyimino)cyanoacetate
3849-21-6
- US $15.00-10.00 / KG
- 99%+ HPLC
- Zhuozhou Wenxi import and Export Co., Ltd
