Di-tert-butyl azodicarboxylate
SIGMA/11625 - purum, ≥98.0% (GC)
Synonym: Bis(1,1-
CAS Number: 870-50-8
Empirical Formula (Hill Notation): C10H18N2O4
Molecular Weight: 230.26
EC Number: 212-796-9
MDL Number: MFCD00015001
Linear Formula: (CH3)3COCON=NCOOC(CH3)3
Product Type: Chemical
| assay | ≥98.0% (GC) |
| form | solid |
| functional group | azo |
| grade | purum |
| InChI | 1S/C10H18N2O4/c1-9(2,3)15 |
| InChI key | QKSQWQOAUQFORH-VAWYXSNFSA |
| mp | 89-92 °C |
| 89-92 °C (lit.) | |
| Quality Level | 200  |
| SMILES string | CC(C)(C)OC(=O)N=NC(=O)O |
| storage temp. | 2-8°C |
| Application: | Reactant for: • Preparation of hexapeptide key fragments via stereoselective selenocyclization/oxidati • Asymmetric Michael addition reactions • Preparation of dipeptidyl peptidase IV dependent water-soluble prodrugs via Mitsunobu reaction • Synthesis of pyrroloisoquinoline template via stereoselective N-acyliminium-mediated cyclization and enolate amination for synthesis of peptidomimetic compounds • Barbier-type propargylation reactions • Synthesis of bacterial peptide deformylase (PDF) inhibitor fumimycin • Asymmetric amination of glycine Schiff bases |
| General description: | Di-tert-butyl azodicarboxylate is a an acid labile reagent for Mitsunobu reactions allowing facile isolation of products and for the electrophilic amination and hydrazination of enolates and lithium alkyls. |
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26-36 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥98.0% (GC) |
| mp | 89-92 °C (lit.); 89-92 °C |
| Storage Temp. | 2-8°C |
| UNSPSC | 12352108 |