Di-tert-butyl azodicarboxylate

SIGMA/11625 - purum, ≥98.0% (GC)

Synonym: Bis(1,1-dimethylethyl)azodicarboxylate; DBAD; Di-tert-butyl azodiformate; NSC 109889

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

Catalog Number	PKG Qty.	Price


45-11625-5G-F	5 g	$47.10 1/EAAdd To Favorites	Add To Favorites
45-11625-25G-F	25 g	$148.00 1/EAAdd To Favorites	Add To Favorites

assay	≥98.0% (GC)
form	solid
functional group	azo
grade	purum
InChI	1S/C10H18N2O4/c1-9(2,3)15-7(13)11-12-8(14)16-10(4,5)6/h1-6H3/b12-11+
InChI key	QKSQWQOAUQFORH-VAWYXSNFSA-N
mp	89-92 °C
	89-92 °C (lit.)
Quality Level	200
SMILES string	CC(C)(C)OC(=O)N=NC(=O)OC(C)(C)C
storage temp.	2-8°C

Application:

Reactant for:
• Preparation of hexapeptide key fragments via stereoselective selenocyclization/oxidative deselenylation or hydrazination/cyclization reactions
• 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