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Di-tert-butyl azodicarboxylate, 98%, Thermo Scientific Chemicals
Supplier: Thermo Scientific Chemicals L0029414
Description
Di-tert-butyl azodicarboxylate is a reagent used in the preparation of acyl hydrazinedicarboxylates. It is also used in the electrophilic amination of beta-keto esters catalyzed by an axially chiral guanidine. It serves as a precursor in an enantioselective synthesis of 3,6-dihyropyridazines employing organocatalysts such as L-proline or (S)-2-pyrrolidinyl tetrazole. It is also utilized in the asymmetric Friedel-Crafts amination through a chiral organocatalyst. Further, it acts as a reactant for preparation of hexapeptide key fragments through stereo selective selenocyclization/oxidative deselenylation reactions. In addition to this, it is employed as a starting material in the synthesis of pyrroloisoquinoline template through stereoselective N-acyliminium-mediated cyclization and enolate amination for preparation of peptidomimetic compounds and Barbier-type propargylation reactions.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
ApplicationsDi-tert-butyl azodicarboxylate is a reagent used in the preparation of acyl hydrazinedicarboxylates. It is also used in the electrophilic amination of beta-keto esters catalyzed by an axially chiral guanidine. It serves as a precursor in an enantioselective synthesis of 3,6-dihyropyridazines employing organocatalysts such as L-proline or (S)-2-pyrrolidinyl tetrazole. It is also utilized in the asymmetric Friedel-Crafts amination through a chiral organocatalyst. Further, it acts as a reactant for preparation of hexapeptide key fragments through stereo selective selenocyclization/oxidative deselenylation reactions. In addition to this, it is employed as a starting material in the synthesis of pyrroloisoquinoline template through stereoselective N-acyliminium-mediated cyclization and enolate amination for preparation of peptidomimetic compounds and Barbier-type propargylation reactions.
Solubility
Soluble in most organic solvents. Insoluble in water.
Notes
Light sensitive. Store in a cool place. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with strong bases and alcohols.
Specifications
Di-tert-butyl azodicarboxylate | |
89°C to 92°C | |
MFCD00015001 | |
1911434 | |
di-tert-butyl azodicarboxylate, di-tert-butylazodicarboxylate, di-tert-butyl diazene-1,2-dicarboxylate, azodicarboxylic acid di-tert-butyl ester, di-tert-butyl azodicarboxylate dbad, pubchem17548, n-tert-butoxycarbonyl imino tert-butoxy formamide, tert-butyl tert-butyl oxycarbonyl diazenyl formate, n-tert-butoxy carbonyl imino tert-butoxy formamide, 1,2-diazenedicarboxylic acid, 1,2-bis 1,1-dimethylethyl ester | |
QKSQWQOAUQFORH-VAWYXSNFSA-N | |
tert-butyl (NE)-N-[(2-methylpropan-2-yl)oxycarbonylimino]carbamate | |
6034084 | |
98% |
870-50-8 | |
C10H18N2O4 | |
25 g | |
Light sensitive | |
Soluble in most organic solvents. Insoluble in water. | |
CC(C)(C)OC(=O)N=NC(=O)OC(C)(C)C | |
230.264 | |
230.27 |
Chemical Identifiers
870-50-8 | |
230.264 | |
QKSQWQOAUQFORH-VAWYXSNFSA-N | |
6034084 | |
CC(C)(C)OC(=O)N=NC(=O)OC(C)(C)C |
C10H18N2O4 | |
MFCD00015001 | |
di-tert-butyl azodicarboxylate, di-tert-butylazodicarboxylate, di-tert-butyl diazene-1,2-dicarboxylate, azodicarboxylic acid di-tert-butyl ester, di-tert-butyl azodicarboxylate dbad, pubchem17548, n-tert-butoxycarbonyl imino tert-butoxy formamide, tert-butyl tert-butyl oxycarbonyl diazenyl formate, n-tert-butoxy carbonyl imino tert-butoxy formamide, 1,2-diazenedicarboxylic acid, 1,2-bis 1,1-dimethylethyl ester | |
tert-butyl (NE)-N-[(2-methylpropan-2-yl)oxycarbonylimino]carbamate |
Safety and Handling
GHS H Statement
H315-H319-H335
Causes skin irritation.
Causes serious eye irritation.
May cause respiratory irritation.
P210-P240-P241-P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P362-P370+P378q-P501c
H228-H315-H319-H335
DOTInformation : Hazard Class: 4.1; Packaging Group: III
EINECSNumber : 212-796-9
TSCA : No
Recommended Storage : Ambient temperatures
RUO – Research Use Only