119474
N-Hydroxyurethane
Synonym(s):
N-Carbethoxyhydroxylamine, Ethyl N-hydroxycarbamate, Hydroxycarbamic acid ethyl ester, NSC 71045, NSC 83629
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About This Item
Linear Formula:
HONHCOOCH2CH3
CAS Number:
Molecular Weight:
105.09
Beilstein:
1747529
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
refractive index
n20/D 1.445 (lit.)
bp
113-116 °C/3 mmHg (lit.)
storage temp.
−20°C
SMILES string
CCOC(=O)NO
InChI
1S/C3H7NO3/c1-2-7-3(5)4-6/h6H,2H2,1H3,(H,4,5)
InChI key
VGEWEGHHYWGXGG-UHFFFAOYSA-N
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Application
N-Hydroxyurethane was used to synthesize N-methyl-O-benzylhydroxylamine and N-isopropyl-O-methylhydroxylamine.
Reactant involved in:
- Synthesis of molecules used for intermolecular Sharpless aminohydroxylation reactions
- Intermolecular ortho-C-H amidation of anilides
- Cinchona alkaloid-catalyzed asymmetric cycloaddition
- Allylic arylation
Biochem/physiol Actions
N-Hydroxyurethane causes the chromosomal fragmentation at millimolar concentrations and cell toxicity in cultured normal human leukocytes.
Storage Class Code
10 - Combustible liquids
WGK
WGK 2
Flash Point(F)
235.4 °F - closed cup
Flash Point(C)
113 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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