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Di-tert-butyl azodicarboxylate, 98%

Codice prodotto. 11309983
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5 g
25 g
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25g
5g
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Codice prodotto. Quantità Dimensione della confezione
11309983 5 g 5g
11319983 25 g 25g
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Codice prodotto. 11309983 Fornitore Thermo Scientific Alfa Aesar N. del fornitore L00294.06
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Descrizione

CAS: 870-50-8 | C10H18N2O4 | 230.264 g/mol

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.
TRUSTED_SUSTAINABILITY

Identificatori chimici

CAS 870-50-8
Formula molecolare C10H18N2O4
Molecular Weight (g/mol) 230.264
Numero MDL MFCD00015001
InChI Key QKSQWQOAUQFORH-VAWYXSNFSA-N
Sinonimo 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
PubChem CID 6034084
IUPAC Name tert-butyl (NE)-N-[(2-methylpropan-2-yl)oxycarbonylimino]carbamate
SMILES CC(C)(C)OC(=O)N=NC(=O)OC(C)(C)C

Specifica

Materiale o nome chimico Di-tert-butyl azodicarboxylate
Punto di fusione 89°C to 92°C
Quantità 5 g
Beilstein 1911434
Sensibilità Light sensitive
Informazioni di solubilità Soluble in most organic solvents. Insoluble in water.
Peso formulazione 230.27
Percent Purity 98%

RUO – Research Use Only

Titolo del prodotto
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