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Thermo Scientific Chemicals
N-Boc-hydroxylamine, 98+%
CAS: 36016-38-3 | C5H11NO3 | 133.15 g/mol
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化學識別
CAS36016-38-3
IUPAC Nametert-butyl N-hydroxycarbamate
Molecular FormulaC5H11NO3
InChI KeyDRDVJQOGFWAVLH-UHFFFAOYSA-N
SMILESCC(C)(C)OC(=O)NO
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規格
規格表
規格表Assay (GC)≥98.0%
Appearance (Color)White
FormCrystals or powder or crystalline powder
Identification (FTIR)Conforms
Melting Point (clear melt)52.0-58.0?C
N-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.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
N-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.
Solubility
Slightly soluble in water.
Notes
Moisture sensitive. Incompatible with strong oxidizing agents, strong bases, reducing agents and alkali metals. Store in a cool place.
N-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.
Solubility
Slightly soluble in water.
Notes
Moisture sensitive. Incompatible with strong oxidizing agents, strong bases, reducing agents and alkali metals. Store in a cool place.
RUO – Research Use Only
General References:
- Precursor of O-substituted hydroxylamines, including the unstable O-acyl and O-sulfonylhydroxylamines which, having a good leaving group on nitrogen, are powerful aminating agents: J. Am. Chem. Soc., 82, 3133 (1960); Tetrahedron, 29, 1063 (1973); Synthesis, 140 (1972). For a review of O-mesitylenesulfonylhydroxylamine and related compounds, see: Synthesis, 1 (1977).
- Pariente-Cohen, N.; Weitman, M.; Tania, N.; Major, D. T.; Gottlieb, H. E.; Hoz, S.; Nudelman, A. Acylation or phosphorylation of hydroxyurea unexpectedly takes place on N rather than on O, leading to the formation of amides instead of the expected esters. RSC Adv. 2015, 5 (31), 24038-24043.
- Gini, A.; Segler, M.; Kellner, D.; Mancheño, O. G. Dehydrogenative TEMPO-Mediated Formation of Unstable Nitrones: Easy Access to N-Carbamoyl Isoxazolines. Chem. Eur. J. 2015, 21 (34), 12053-12060.