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CAS RN: 3849-21-6 | Product Number: E0847
Ethyl Cyano(hydroxyimino)acetate
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Purity: >98.0%(GC)
Synonyms:
- Cyano(hydroxyimino)acetic Acid Ethyl Ester
- Ethyl Cyanoglyoxalate Oxime
- Oxyma
Product Documents:
| Size | Unit Price | Shanghai | Tianjin | Japan* |
|---|---|---|---|---|
| 25G |
¥270.00
|
1 | 1 | ≥40 |
| 100G |
¥990.00
|
1 | 1 | ≥100 |
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| Product Number | E0847 |
| Purity / Analysis Method | >98.0%(GC) |
| Molecular Formula / Molecular Weight | C__5H__6N__2O__3 = 142.11 |
| Physical State (20 deg.C) | Solid |
| Storage Temperature | Room Temperature (Recommended in a cool and dark place, <15°C) |
| CAS RN | 3849-21-6 |
| Reaxys Registry Number | 774783 |
| PubChem Substance ID | 135727262 |
| MDL Number | MFCD00002112 |
Specifications
| Appearance | White to Almost white powder to crystal |
| Purity(GC) | min. 98.0 % |
| Melting point | 131.0 to 135.0 °C |
Properties (reference)
| Melting Point | 133 °C |
| Solubility (soluble in) | Methanol |
GHS
| Pictogram |
|
| Signal Word | Warning |
| Hazard Statements | H302 + H312 + H332 : Harmful if swallowed, in contact with skin or if inhaled. H315 : Causes skin irritation. H319 : Causes serious eye irritation. |
| Precautionary Statements | P501 : Dispose of contents/ container to an approved waste disposal plant. P261 : Avoid breathing dust/ fume/ gas/ mist/ vapors/ spray. P270 : Do not eat, drink or smoke when using this product. P271 : Use only outdoors or in a well-ventilated area. P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection. P337 + P313 : If eye irritation persists: Get medical advice/ attention. P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P362 + P364 : Take off contaminated clothing and wash it before reuse. P332 + P313 : If skin irritation occurs: Get medical advice/ attention. P301 + P312 + P330 : IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell. Rinse mouth. P302 + P352 + P312 : IF ON SKIN: Wash with plenty of water.Call a POISON CENTER/doctor if you feel unwell. P304 + P340 + P312 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Call a POISON CENTER/doctor if you feel unwell. |
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Application
Oxyma: An Efficient Additive for Peptide Synthesis to Replace HOBt and HOAt
Experimental procedure4): a mixture of 1 (0.12 mmol), EDC·HCl (28 mg, 0.15 mmol, 1.2 eq.), Oxyma (20 mg, 0.15 mmol, 1.2 eq.), and DIEA (52 µL, 0.29 mmol, 2.4 eq.) in DMF (1.2 mL) is stirred for 15 min, and then 2 (0.12 mmol) is added. The mixture is stirred at room temperature for 20 hr and diluted with EtOAc. The organic phase is washed with 0.5 mol/L HCl, 5% LiCl, saturated aqueous NaHCO3, and brine, dried over Na2SO4 and concentrated in vacuo. The crude product is purified with silica column chromatography eluting with 3:2 hexanes:EtOAc to yield 3 (48 mg, 0.10 mmol, 82% yield) as a white solid.
References
- 1)Oxyma: An Efficient Additive for Peptide Synthesis to Replace the Benzotriazole-Based HOBt and HOAt with a Lower Risk of Explosion[1]
- 2)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
- 3)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
- 4)Heterogeneous H-Bonding in a Foldamer Helix
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