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| | DI-TERT-BUTYL HYDRAZODICARBOXYLATE Basic information |
| Product Name: | DI-TERT-BUTYL HYDRAZODICARBOXYLATE | | Synonyms: | TERT-BUTYL HYDRAZODIFORMATE;N,N'-DI-BOC-HYDRAZINE;LABOTEST-BB LT00453977;DI-TERT-BUTYL HYDRAZODICARBOXYLATE;DI-TERT-BUTYL HYDRAZODIFORMATE;N,N-Di-tert-butoxycarbonylhydrazine~Di-tert-butyl hydrazodiformate~Hydrazine-N,N-dicarboxylic acid di-tert-butyl ester;di-tert-butyl bicarbamate;n,n'-di-tert-butoxycarbonylhydrazine | | CAS: | 16466-61-8 | | MF: | C10H20N2O4 | | MW: | 232.28 | | EINECS: | 240-512-3 | | Product Categories: | | | Mol File: | 16466-61-8.mol |  |
| | DI-TERT-BUTYL HYDRAZODICARBOXYLATE Chemical Properties |
| Melting point | 123-126 °C (dec.)(lit.) | | Boiling point | 294.6±9.0 °C(Predicted) | | density | 1.064±0.06 g/cm3(Predicted) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | pka | 8.73±0.43(Predicted) | | form | Powder or Crystalline Powder | | color | White | | Water Solubility | Insoluble in water. | | BRN | 1794023 | | InChI | InChI=1S/C10H20N2O4/c1-9(2,3)15-7(13)11-12-8(14)16-10(4,5)6/h1-6H3,(H,11,13)(H,12,14) | | InChIKey | TYSZETYVESRFNT-UHFFFAOYSA-N | | SMILES | N(C(OC(C)(C)C)=O)NC(OC(C)(C)C)=O |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | WGK Germany | 3 | | HS Code | 29280000 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | DI-TERT-BUTYL HYDRAZODICARBOXYLATE Usage And Synthesis |
| Chemical Properties | White powder | | Uses | Di-tert-butyl hydrazodicarboxylate, is used as starting reagent during the four-step synthesis of the aminobicyclopyrazolone hydrochloride. It was used as reagent during Pd-catalyzed amination reactions of halo-pyridine substrates. | | Uses | Di-tert-butyl hydrazodiformate was used as starting reagent during the four-step synthesis of the aminobicyclopyrazolone hydrochloride. It was used as reagent during Pd-catalyzed amination reactions of halo-pyridine substrates. | | Synthesis Reference(s) | Journal of the American Chemical Society, 82, p. 2725, 1960 DOI: 10.1021/ja01496a018 | | General Description | Di-tert-butyl hydrazodiformate acts as hydrazine substrate during the preparation of protected pyridylhydrazine derivatives. | | Synthesis | General procedure for the synthesis of di-tert-butyl azodicarboxylate from di-tert-butyl dicarbonate: Hydrazine monohydrate (5.85 g, 85%, 200 mmol) was added dropwise to a methanol solution containing 50 ml of di-tert-butyl dicarbonate (48 g, 220 mmol) over a period of 30 min under ice bath cooling conditions. After the dropwise addition, the reaction mixture was stirred at room temperature for 3 hours. Subsequently, the methanol solvent was removed by rotary evaporator and 250 ml of n-hexane was added to the residue and the resulting white solid was collected by filtration and washed with n-hexane. A final white solid product of 19.34 g was obtained in 84% yield. | | References | [1] Bioorganic and Medicinal Chemistry Letters, 2001, vol. 11, # 20, p. 2715 - 2717
[2] Chemical Communications, 2011, vol. 47, # 1, p. 373 - 375
[3] Patent: CN104387418, 2016, B. Location in patent: Paragraph 0088; 0089; 0090
[4] Journal of the American Chemical Society, 2012, vol. 134, # 45, p. 18581 - 18584
[5] Patent: WO2014/22454, 2014, A1. Location in patent: Paragraph 0160 |
| | DI-TERT-BUTYL HYDRAZODICARBOXYLATE Preparation Products And Raw materials |
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