ChemicalBook Product Catalog Chemical Reagents Organic reagents Hydroxylamine N-Hydroxyurethane

N-Hydroxyurethane

N-Hydroxyurethane Basic information
Product Name:N-Hydroxyurethane
Synonyms:ETHYL HYDROXYCARBAMATE;ETHYL N-HYDROXYCARBAMATE;HYDROXYCARBAMIC ACID ETHYL ESTER;Ethylester kyseliny N-hydroxykarbaminove;Ethyl Hydroxycarbamate Hydroxycarbamic Acid Ethyl Ester;N-Hydroxyurethane;ethylesterkyselinyn-hydroxykarbaminove;hydroxy-carbamicaciethylester
CAS:589-41-3
MF:C3H7NO3
MW:105.09
EINECS:209-648-0
Product Categories:Amines;Mutagenesis Research Chemicals;Aliphatics;Hydroxylamines;Hydroxylamines (N-Substituted)
Mol File:589-41-3.mol
N-Hydroxyurethane Structure
N-Hydroxyurethane Chemical Properties
Boiling point 113-116 °C3 mm Hg(lit.)
density 1.3895 (rough estimate)
refractive index n20/D 1.445(lit.)
Fp >230 °F
storage temp. -20°C
solubility Diethyl Ether, Dimethyl Sulfoxide, Water
pka9.30±0.23(Predicted)
form Oil
color Yellow
BRN 1747529
CAS DataBase Reference589-41-3(CAS DataBase Reference)
NIST Chemistry ReferenceCarbamic acid, hydroxy-, ethyl ester(589-41-3)
Safety Information
Risk Statements 36/37/38
Safety Statements 26-36/37/39
WGK Germany 2
RTECS FB1750000
HS Code 2928009090
ToxicityLD50 intraperitoneal in rat: 800mg/kg
MSDS Information
ProviderLanguage
SigmaAldrich English
N-Hydroxyurethane Usage And Synthesis
Chemical PropertiesYellow Oil
UsesHydroxyurethane is a metabolite of carcinogenic Urethane (U825300).
UsesReactant 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 ActionsN-Hydroxyurethane causes the chromosomal fragmentation at millimolar concentrations and cell toxicity in cultured normal human leukocytes.
N-Hydroxyurethane Preparation Products And Raw materials
ETHYL N-METHOXY-N-METHYLCARBAMATE (BOC-AMINOOXY)ACETIC ACID TERT-BUTYL N-(BENZYLOXY)CARBAMATE Benzocaine ETHYL ANTHRANILATE Trinexapac-ethyl FMOC-AMINOXYACETIC ACID BENZYL N-HYDROXYCARBAMATE N-BOC-3-(4-CYANOPHENYL)OXAZIRIDINE N-Hydroxyurethane Triethyl orthoformate ETHYL N-[3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]-N-METHOXYCARBAMATE 3-(N-BOC-N-METHOXYAMINO)PROPIONYL-BETA-ALA-4-METHYLBENZHYDRYLAMIDE RESIN Urethane ETHYL N-METHOXYCARBAMATE ETHYL 3A,11C-DIHYDRO-3H-BENZO[5,6]CHROMENO[4,3-C]ISOXAZOLE-1(4H)-CARBOXYLATE 1,1-dimethylethyl [[(2,4,6-trimethylphenyl)sulphonyl]oxy]carbamate 3-METHOXY-2-OXAZOLIDONE
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