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
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)
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
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.
N-Bromosuccinimide Price
- Product number
- 8.51086
- Product name
- Oxyma Pure
- Purity
- Novabiochem?
- Packaging
- 25g
- Price
- $40.9
- Updated
- 2025/07/31
- Product number
- 8.51086
- Product name
- Oxyma Pure
- Purity
- Novabiochem?
- Packaging
- 100g
- Price
- $119
- Updated
- 2025/07/31
- Product number
- 8.51086
- Product name
- Oxyma Pure
- Purity
- Novabiochem<SUP>®</SUP>
- Packaging
- 250 g
- Price
- $218
- Updated
- 2025/07/31
- Product number
- 8.51086
- Product name
- Oxyma Pure
- Purity
- Novabiochem<SUP>®</SUP>
- Packaging
- 250 g
- Price
- $218
- Updated
- 2025/07/31
- Product number
- 8.51086
- Product name
- Oxyma Pure
- Purity
- Novabiochem<SUP>®</SUP>
- Packaging
- 500 g
- Price
- $383
- Updated
- 2025/07/31
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
Ethyl cyanoglyoxylate-2-oxime Suppliers
- Tel
- --
- Fax
- --
- r.eckert@rothsochiel.fr
- Country
- France
- ProdList
- 2361
- Advantage
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View Lastest Price from Ethyl cyanoglyoxylate-2-oxime manufacturers
- 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
- 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
- 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