Other grades of this product :
| tert-Butyl carbazate Basic information |
| Product Name: | tert-Butyl carbazate | | Synonyms: | TERT-BUTOXYCARBONYL HYDRAZIDE;TERT-BUTOXYCARBONYLHYDRAZINE;TERT-BOC-HYDRAZIDE;TERT-BUTYLOXYCARBAZATE;tert-butyloxycarbonyl-hydrazide;T-BOC-HYDRAZIDE;T-BUTOXYCARBONYL HYDRAZIDE;T-BUTYLCARBAZATE | | CAS: | 870-46-2 | | MF: | C5H12N2O2 | | MW: | 132.16 | | EINECS: | 212-795-3 | | Product Categories: | bc0001 | | Mol File: | 870-46-2.mol |
| tert-Butyl carbazate Chemical Properties |
| Melting point | 39-42 °C (lit.) | | Boiling point | 63-65 °C/0.1 mmHg (lit.) | | density | 1.02 | | refractive index | 1.4496 (estimate) | | Fp | 197 °F | | storage temp. | Keep in dark place,Inert atmosphere,Store in freezer, under -20°C | | solubility | Soluble in ethanol and methanol. | | pka | 10.74±0.20(Predicted) | | form | Crystalline Lumps | | color | White to slightly yellow | | Sensitive | Moisture Sensitive | | BRN | 1756967 | | InChIKey | DKACXUFSLUYRFU-UHFFFAOYSA-N | | CAS DataBase Reference | 870-46-2(CAS DataBase Reference) | | EPA Substance Registry System | Hydrazinecarboxylic acid, 1,1-dimethylethyl ester (870-46-2) |
| tert-Butyl carbazate Usage And Synthesis |
| Chemical Properties | White to pale yellow lumps | | Uses | Starting material for preparing BOC-azide, a reagent to introduce the BOC amino protection. | | Uses | 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. | | Synthesis Reference(s) | Journal of the American Chemical Society, 82, p. 2725, 1960 DOI: 10.1021/ja01496a018Chemical and Pharmaceutical Bulletin, 18, p. 217, 1970 DOI: 10.1248/cpb.18.217 | | Purification Methods | Distil it in a Claisen flask with a water or oil bath at ca 80o. After a couple of drops have distilled, the carbazate is collected as an oil which solidifies to a snow white solid. It can be crystallised with 90% recovery from a 1:1 mixture of pet ether (b 30-60o) and pet ether (b 60-70o). [Carpino et al. Org Synth Coll Vol V 166 1973, Caprino et al. Org Synth 44 20 1964, Beilstein 3 IV 175.] |
| tert-Butyl carbazate Preparation Products And Raw materials |
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