Di-tert-butyl Azodicarboxylate

For research use only. Not for therapeutic Use.

  • CAT Number: R027409
  • CAS Number: 870-50-8
  • Molecular Formula: C₁₀H₁₈N₂O₄
  • Molecular Weight: 230.26
  • Purity: ≥95%
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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
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