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tert-Butylcarbazat
tert-butyl hydrazinecarboxylate · BOC-NHNH2 · tert-Butyl N-aminocarbamate · carbazate · BOC-HYDRAZINE · T-BUTYLCARBAZATE · HYDRAZINECARBOXYLIC ACID TERT-BUTYL ESTER · BOC-HYDRAZIDE
Identifikatoren & physikalische Daten
| CAS No. | 870-46-2 |
|---|---|
| Summenformel | C5H12N2O2 |
| Durchschnittliche Molmasse | 132,16 g/mol |
| Monoisotopische Masse | 132,08987762 g/mol |
| SMILES | CC(C)(C)OC(=O)NN |
| InChIKey | DKACXUFSLUYRFU-UHFFFAOYSA-N |
| PubChem CID | 70091 |
| EC No. | 212-795-3 |
| DTXSID | DTXSID7061227 |
| Lokaler Name | tert-Butylcarbazat |
Chemische & physikalische Eigenschaften
| XLogP | 0,2 |
|---|---|
| Polarare Oberfläche (TPSA) | 64,4 |
| H-Brücken-Donoren | 2 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 9 |
| Formalladung | 0 |
| Komplexität | 106 |
| Schmelzpunkt | 39-42 °C (lit.) |
| Siedepunkt | 63-65 °C/0.1 mmHg (lit.) |
| Dichte | 1.02 |
| Brechungsindex | 1.4496 (estimate) |
| Flammpunkt | 197 °F |
| Lagerbedingungen | Keep in dark place,Inert atmosphere,Store in freezer, under -20°C |
| Löslichkeit | Soluble in ethanol and methanol. |
| pKa (Säurekonstante) | 10.74±0.20(Predicted) |
| Aggregatzustand | Crystalline Lumps |
| Farbe | White to slightly yellow |
| BRN | 1756967 |
| Hauptanwendungen | peptide synthesis |
| InChI | 1S/C5H12N2O2/c1-5(2,3)9-4(8)7-6/h6H2,1-3H3,(H,7,8) |
| InChIKey | DKACXUFSLUYRFU-UHFFFAOYSA-N |
| SMILES | O=C(NN)OC(C)(C)C |
| CAS Datenbank | 870-46-2(CAS DataBase Reference) |
| EPA chemische Informationen | Hydrazinecarboxylic acid, 1,1-dimethylethyl ester (870-46-2) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH228 (100%): Flammable solid [Danger Flammable solids]P210, P240, P241, P264, P270, P280, P301+P317, P302+P352, P317, P321, P330, P362+P364, P370+P378, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 59 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Status: Active Update: 21-02-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/21858Hydrazinecarboxylic acid, 1,1-dimethylethyl ester: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Flam. Sol. 2 (100%) |
| CSL Reaction Information | CSL00008NITRIC ACID + TERT-BUTYL CARBAZATEExplosion during workup when half of the solvent was evaporatedExplosiveBOCN3 formationUser-Reported |
| F | 21 |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | 1325 |
| Zollcode | 29280090 |
| R-Sätze (R) | 48-36/37/38-24/25-11 |
| Gefahrensymbole | T-F,T,F |
| Sicherheitshinweise (S) | 45-36/37/39-16-24/25 |
| Gefahrenklasse | 4.1Flam. Sol. 1 |
| Verpackungsgruppe | III |
| Lagerklasse | 4.1B - Flammable solid hazardous materials |
Anwendungen & Verwendung
Verwenden
tert-Butyl carbazate is used in a palladium-catalyzed cross-coupling with vinyl halides to prepare N-Boc-N-alkenylhydrazines. It is utilized in solid phase peptide synthesis and in the optical purity determination of alfa-amino aldehyde. It reacts with aldehydes to get hydrazones, which finds application as an intermediate in the synthesis of HIV-1 protease inhibitors. In addition to this, it is used as a starting material for the preparation of BOC-azide, sulfonic and carboxylic hydrazides.