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Ethyl Cyano(hydroxyimino)acetate
(CAS RN:3849-21-6 Product Number:E0847)

Structure

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

General Information

Product Number E0847

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Purity/Analysis Method >98.0%(GC)
Storage Temperature
M.F. / M.W. C5H6N2O3=142.11
CAS RN 3849-21-6
Related CAS RN
MDL Number MFCD00002112
Packaging and Container
  • Product Details
  • Safety & Regulations

Specification

Appearance White to Almost white powder to crystal
Purity(GC) min. 98.0 %
Melting point 131.0 to 135.0 deg-C

References

Beilstein 3(4)1805
Reaxys-RN 774783
PubChem SID 135727262
EC Number 223-351-3

GHS

Pictogram
Signal Word Warning
Hazard Statements
  • H302+H312+H332
  • :Harmful by inhalation, in contact with skin and if swallowed.
  • H315
  • :Causes skin irritation.
  • H319
  • :Causes serious eye irritation.
Precautionary Statements
  • P261
  • :Avoid breathing dust/fume/gas/mist/vapours/spray.
  • P270
  • :Do not eat, drink or smoke when using this product.
  • P280
  • :Wear protective gloves, protective clothing, eye protection.
  • P302+P352+P312+P362+P364
  • :IF ON SKIN: Wash with plenty of soap and water. Call a POISON CENTER or doctor if you feel unwell. Take off contaminated clothing and wash it before reuse.
  • P304+P340+P312
  • :IF INHALED: Remove person to fresh air and keep comfortable for breathing. Call a POISON CENTER or doctor if you feel unwell.
  • P305+P351+P338+P337+P313
  • :IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. If eye irritation persists: Get medical advice or attention.

Transport Information

HS Number 2928009090

Application

Oxyma: An Efficient Additive for Peptide Synthesis to Replace HOBt and HOAt

E0847

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

PubMed Literature

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