135992

Di-tert-butyl azodicarboxylate

98%

• Synonyme(s) : Bis(1,1-dimethylethyl)azodicarboxylate, DBAD, Di-tert-butyl azodiformate, NSC 109889
• Formule linéaire : (CH₃)₃COCON=NCOOC(CH₃)₃
• Numéro CAS: 870-50-8
• Poids moléculaire : 230.26
• Numéro Beilstein : 1911434
• Numéro CE : 212-796-9
• Numéro MDL: MFCD00015001
• Code UNSPSC : 12352108
• ID de substance PubChem : 24848251
• Nomenclature NACRES : NA.22

Propriétés

• Pureté: 98%
• Forme: solid
• Caractéristiques du produit alternatif plus écologique: Catalysis; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product
• Pf: 89-92 °C (lit.)
• Groupe fonctionnel: azo
• Autre catégorie plus écologique: Aligned,
• Température de stockage: 2-8°C
• Chaîne SMILES: CC(C)(C)OC(=O)\N=N\C(=O)OC(C)(C)C
• InChI: 1S/C10H18N2O4/c1-9(2,3)15-7(13)11-12-8(14)16-10(4,5)6/h1-6H3/b12-11+
• Clé InChI: QKSQWQOAUQFORH-VAWYXSNFSA-N

Description

Description générale

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalysis.

Automate your Mitsunobu reactions with Synple Automated Synthesis Platform (SYNPLE-SC002)

Application

Co-oxidant in copper-catalyzed greener oxidation of alcohols under aerobic conditions.

Modified Markó′s aerobic oxidation of alcohols under atmospheric pressure with air or molecular oxygen at room temperature

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

Reagent employed in the electrophilic amination of ß-keto esters catalyzed by an axially chiral guanidine. Building block in an enantioselective synthesis of 3,6-dihyropyridazines employing organocatalysts such a L-proline or (S)-2-pyrrolidinyl tetrazole.

Utilized in the asymmetric Friedel-Crafts amination via a chiral organocatalyst.

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves