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119474

N-Hydroxyurethane

Name: <I>N</I>-Hydroxyurethane
Brand: ALDRICH

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:

589-41-3

Molecular Weight:

105.09

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24847397

EC Number:

209-648-0

Beilstein/REAXYS Number:

1747529

MDL number:

MFCD00002108

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Properties

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

Description

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

10 - Combustible liquids

wgk

WGK 2

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

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