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Di-tert-butyl azodicarboxylate, 98%, Thermo Scientific Chemicals

Supplier:  Thermo Scientific Chemicals L0029414

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Catalog No. AAL0029414

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Description

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.

Applications
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.

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

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
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Safety and Handling

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

SDS
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