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| | tert-Butyl N-hydroxycarbamate Basic information |
| | 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 | | 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 Statements | 22-24/25 | | WGK Germany | 3 | | F | 21 | | HS Code | 29280090 |
| | tert-Butyl N-hydroxycarbamate Usage And Synthesis |
| 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. | | Uses | 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. | | 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. |
| | tert-Butyl N-hydroxycarbamate Preparation Products And Raw materials |
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