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Key Documents

208922

Sigma-Aldrich

Ethyl acetohydroxamate

greener alternative

97%

Synonym(s):

Ethyl N-hydroxyacetimidate, Ethyl acetohydroximate

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About This Item

Linear Formula:
CH3C(=NOH)OC2H5
CAS Number:
Molecular Weight:
103.12
Beilstein:
1700260
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

greener alternative product score

old score: 6
new score: 5
Find out more about DOZN™ Scoring

greener alternative product characteristics

Waste Prevention
Safer Solvents and Auxiliaries
Design for Energy Efficiency
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

refractive index

n20/D 1.434 (lit.)

bp

55-58 °C/6 mmHg (lit.)

mp

23-25 °C (lit.)

functional group

amine
ether
oxime

greener alternative category

storage temp.

2-8°C

SMILES string

CCO\C(C)=N\O

InChI

1S/C4H9NO2/c1-3-7-4(2)5-6/h6H,3H2,1-2H3/b5-4+

InChI key

QWKAVVNRCKPKNM-SNAWJCMRSA-N

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General description

We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives . This product belongs to category of Re-engineered products, showing key improvements in Green Chemistry Principles “Waste Prevention”, “Safer Solvents and Auxiliaries” and “Enhanced Energy Efficiency”. Click here to view its DOZN scorecard.

Application

Ethyl acetohydroxamate was used in the synthesis of:
  • O-acyl-and O-nitrophenylhydroxylamines
  • hydroxamic acid ethoxycarbonylhydrazides
  • ethyl O-(2,4-dinitrophenyl)acetohydroxamate

Pictograms

Flame

Signal Word

Warning

Hazard Statements

Hazard Classifications

Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

131.0 °F - closed cup

Flash Point(C)

55 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Sigmatropic Rearrangements of 2, 4-Dinitrophenyl Oximes.
Boyle PH, et al.
ARKIVOC (Gainesville, FL, United States), 7, 67-79 (2003)
Tetrahedron, 40, 3769-3769 (1984)
Synthesis and some properties of O-acyl-and O-nitrophenylhydroxylamines.
Y Tamura et al.
The Journal of organic chemistry, 38(6), 1239-1241 (1973-03-23)
J Stanek et al.
Journal of medicinal chemistry, 35(8), 1339-1344 (1992-04-17)
1-Amino-3-(aminooxy)-2-propanol (6a) has been synthesized and found to inhibit rat liver ornithine decarboxylase (ODC) with an IC50 in the nanomolar range. Compound 6a served as a basis for the design of new enzyme inhibitors, which led to the identification of
Synthesis of 4-hydroxy-4, 5-dihydro-1, 2, 4-triazol-5-ones.
Ikizler AA and Sancak K.
Monatshefte fur Chemie / Chemical Monthly, 123(3), 257-263 (1992)

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