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233412

Sigma-Aldrich

Ethyl (hydroxyimino)cyanoacetate

97%, for peptide synthesis

Synonym(s):

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

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About This Item

Linear Formula:
NCC(=NOH)CO2C2H5
CAS Number:
3849-21-6
Molecular Weight:
142.11
Beilstein:
774783
EC Number:
223-351-3
MDL number:
MFCD00002112
UNSPSC Code:
12352100
PubChem Substance ID:
24853975
NACRES:
NA.22

product name

Ethyl (hydroxyimino)cyanoacetate, 97%

Assay

97%

form

solid

mp

130-132 °C (lit.)

application(s)

peptide synthesis

functional group

amine
ester
nitrile
oxime

SMILES string

CCOC(=O)C(=N\O)\C#N

InChI

1S/C5H6N2O3/c1-2-10-5(8)4(3-6)7-9/h9H,2H2,1H3/b7-4+

InChI key

LCFXLZAXGXOXAP-QPJJXVBHSA-N

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General description

Ethyl (hydroxyimino)cyanoacetate is a potential replacement for zobenzotriazole and benzotriazole derivatives used in peptide synthesis.

Ethyl (hydroxyimino)cyanoacetate is also called as Oxyma. It is a highly efficient greener alternative for the amide and peptide synthesis.

Application

Ethyl (hydroxyimino)cyanoacetate has been used as an additive for the carbodiimide-mediated amide bond formation during established peptide synthesis method.For peptide synthesis grade material, please see product 851086.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL7928
BCCM3261
BCCM0398
BCCM5081
BCCM5080

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