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ChemicalBook > Product Catalog >Chemical Reagents >Organic reagents >Esters >Butyl Ester compounds >tert-Butyl N-hydroxycarbamate

tert-Butyl N-hydroxycarbamate

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Products Intro: Product Name:Tert-butyl N-hydroxycarbamate
CAS:36016-38-3
Purity:98%HPLC Package:50g;100g;500g;1kg;10kg;25kg
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CAS:36016-38-3
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CAS:36016-38-3
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tert-Butyl N-hydroxycarbamate manufacturers

tert-Butyl N-hydroxycarbamate Basic information
Product Name:tert-Butyl N-hydroxycarbamate
Synonyms:N-Boc-hydroxylamine, >=98%;N-tert-Butoxycarbonylhydroxylamine, 98+%;N-(tert-Butoxycarbonyl)hydroxylamine~tert-ButylN-hydroxycarbamate;N-(T-BUTOXYCARBONYL)-HYDROXYLAMINE;N-T-BOC HYDROXYLAMINE;N-HYDROXYCARBAMIC ACID TERT-BUTYL ESTER;TERT-BUTYL N-HYDROXYCARBAMATE 99.0%;N-Boc-Hydroxyamine
CAS:36016-38-3
MF:C5H11NO3
MW:133.15
EINECS:252-836-2
Product Categories:Naphthyridine,Quinoline;API intermediates;INTERMEDIATESOFMEROPENAM;1;Hydroxylamines (N-Substituted);Hydroxylamines
Mol File:36016-38-3.mol
tert-Butyl N-hydroxycarbamate Structure
tert-Butyl N-hydroxycarbamate Chemical Properties
Melting point 53-55 °C (lit.)
Boiling point 245.66°C (rough estimate)
density 1.2510 (rough estimate)
refractive index 1.4120 (estimate)
storage temp. 2-8°C
solubility Chloroform, Methanol
form Crystalline Powder
pka9.31±0.23(Predicted)
color White to light pink
Water Solubility Slightly soluble in water.
Sensitive Moisture Sensitive
BRN 1756546
InChIInChI=1S/C5H11NO3/c1-5(2,3)9-4(7)6-8/h8H,1-3H3,(H,6,7)
InChIKeyDRDVJQOGFWAVLH-UHFFFAOYSA-N
SMILESC(OC(C)(C)C)(=O)NO
CAS DataBase Reference36016-38-3(CAS DataBase Reference)
Safety Information
Safety Statements 22-24/25
WGK Germany 3
21
HS Code 29280090
MSDS Information
ProviderLanguage
N-Boc-hydroxylamine English
SigmaAldrich English
ACROS English
ALFA English
tert-Butyl N-hydroxycarbamate Usage And Synthesis
Chemical PropertiesWhite to light pink crystalline powder
Usestert-Butyl N-hydroxycarbamate is used in the preparation of azridines by cycloaddition of azides with nitroso Diels-Alder adducts.
UsesN-Boc-hydroxylamine is used in the preparation of azridines by cycloaddition of azides with nitroso Diels-Alder adducts. It acts as a reagent for the synthesis of hydroxylamine derivatives t-butyl-N-(acyloxy)carbamates and N,O-diacylated N-hydroxyarylsulfonamides.
Synthesis Reference(s)Journal of the American Chemical Society, 81, p. 955, 1959 DOI: 10.1021/ja01513a049
Tetrahedron Letters, 24, p. 231, 1983 DOI: 10.1016/S0040-4039(00)81372-6
SynthesisA suspension of NH2OH·HCl (9.7 g, 140mmol) and K2CO3 (9.7 g, 700 mmol) in Et2O (60 mL) and H2O (2 mL)was stirred for about 1 h at r.t. with evolution of CO2 gas. A solution of Boc2O (20.0 g, 92 mmol) in Et2O (40 mL) was then added dropwise at 0 °C, and the suspension was stirred at r.t for 12 h. The organic phase was decanted, and the solid was washed with Et2O (3 × 30 mL). The combined organic layers were concentrated, and the residue was recrystallized from cyclohexane/toluene to afford the desired product tert-butyl N-hydroxycarbamate as a white solid.
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