| Identification | More | [Name]
tert-Butyl N-hydroxycarbamate | [CAS]
36016-38-3 | [Synonyms]
BOC-HNOH
BOC-NH-OH
LABOTEST-BB LT00233206
N-BOC-HYDROXYLAMINE
N-HYDROXYCARBAMIC ACID TERT-BUTYL ESTER
N-T-BOC HYDROXYLAMINE
N-(T-BUTOXYCARBONYL)-HYDROXYLAMINE
N-TERT-BUTOXYCARBONYLHYDROXYLAMINE
N-(TERT-BUTYLOXYCARBONYL)HYDROXYLAMINE
T-BUTYL N-HYDROXYCARBAMATE
TERT-BUTYL N-HYDROXYCARBAMATE
N-Boc-hydroxylamine, >=98%
N-tert-Butoxycarbonylhydroxylamine, 98+%
N-(tert-Butoxycarbonyl)hydroxylamine~tert-ButylN-hydroxycarbamate
TERT-BUTYL N-HYDROXYCARBAMATE 99.0%
N-Boc-Hydroxyamine
T-BUTYL N-HYDROXYCARBOMATE (N-BOC HYDROXYLAMINE)
T-BUTYL N-HYDROXYCARBOMATE
PNB(4R,5S,6S)-3-(diphenyloxy)phosphoryloxy-6[(1R)-1-hydoxyethyl]-4-methyl-7-oxo-1-azabicyclo[3,2,0]hept-2-ene-2-caboxylate(MAP or MVP)
(t-Butoxycarbonyl)-hydroxylamine
| [EINECS(EC#)]
252-836-2 | [Molecular Formula]
C5H11NO3 | [MDL Number]
MFCD00002107 | [Molecular Weight]
133.15 | [MOL File]
36016-38-3.mol |
| Chemical Properties | Back Directory | [Appearance]
White to light pink crystalline powder | [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 | [pka]
9.31±0.23(Predicted) | [color ]
White to light pink | [Water Solubility ]
Slightly soluble in water. | [Sensitive ]
Moisture Sensitive | [BRN ]
1756546 | [InChI]
InChI=1S/C5H11NO3/c1-5(2,3)9-4(7)6-8/h8H,1-3H3,(H,6,7) | [InChIKey]
DRDVJQOGFWAVLH-UHFFFAOYSA-N | [SMILES]
C(OC(C)(C)C)(=O)NO | [CAS DataBase Reference]
36016-38-3(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P280-P261 | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [F ]
21 | [HS Code ]
29280090 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Chemical Properties]
White to light pink crystalline powder | [Uses]
tert-Butyl N-hydroxycarbamate is used in the preparation of azridines by cycloaddition of azides with nitroso Diels-Alder adducts.
| [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 | [Synthesis]
A 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. | [References]
[1] Tetrahedron, 2003, vol. 59, # 4, p. 543 - 553
[2] Organic Letters, 2015, vol. 17, # 6, p. 1513 - 1516
[3] Synthesis (Germany), 2016, vol. 48, # 18, p. 3031 - 3041
[4] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 4, p. 978 - 983
[5] Tetrahedron, 2004, vol. 60, # 11, p. 2559 - 2567 |
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