For research use only. Not for therapeutic Use.
Di-tert-butyl azodicarboxylate (CAT: R027409) is a stable, crystalline azo compound widely used as an electrophilic reagent in organic synthesis. Its primary applications include Mitsunobu and related coupling reactions, where it facilitates the formation of carbon–nitrogen and carbon–oxygen bonds under mild conditions. DBAD serves as an effective oxidizing agent and radical initiator, making it valuable in developing heterocycles, natural product analogs, and pharmaceutical intermediates. Compared to diethyl azodicarboxylate (DEAD), DBAD offers improved thermal stability and reduced volatility, making it safer and easier to handle in the lab. Its bulky tert-butyl groups also enhance selectivity in sterically sensitive transformations.
CAS Number | 870-50-8 |
Synonyms | Azodicarboxylic Acid Di-tert-butyl Ester; Bis(1,1-dimethylethyl)azodicarboxylate; DBAD; Di-tert-butyl Azodicarboxylate; Di-tert-butyl Azodiformate; Di-tert-butyl Diazodicarboxylate; NSC 109889 |
Molecular Formula | C₁₀H₁₈N₂O₄ |
Purity | ≥95% |
Storage | -80°C |
IUPAC Name | tert-butyl (NE)-N-[(2-methylpropan-2-yl)oxycarbonylimino]carbamate |
InChI | InChI=1S/C10H18N2O4/c1-9(2,3)15-7(13)11-12-8(14)16-10(4,5)6/h1-6H3/b12-11+ |
InChIKey | QKSQWQOAUQFORH-VAWYXSNFSA-N |
SMILES | CC(C)(C)OC(=O)/N=N/C(=O)OC(C)(C)C |
Chemistry Calculators | Dilution Calculator In vivo Formulation Calculator Molarity Calculator Molecular Weight Calculator Reconstitution Calculator |