Diethyl azodicarboxylate

Overview
Catalog #	bs-76145c-10g
Product Name	Diethyl azodicarboxylate
Specifications
Storage Buffer	Liquid
Storage Condition	Stable for 2 years after receipt when stored at RT.
Target
Product Information	CAS Number: 1972-28-7 Molecular formula: C6H10N2O4 Molecular weight: 174.15 Purity: >98% Appearance: Red clear liquid. Solubility: Soluble in chloroform or DCM. Insoluble in water. InChiKey: FAMRKDQNMBBFBR-BQYQJAHWSA-N SMILES: O=C(/N=N/C(OCC)=O)OCC SMILES: CCOC(=O)N=NC(=O)OCC
Description	Reagent for synthesis. Diethyl azodicarboxylate acts as a dienophile used in Diels-Alder reactions. It is used as a reagent in alpha-thiocyanation of enolizable ketones with ammonium thiocyanate and annulation of N-protected imines. It acts as a reactant for the preparation of immunostimulants alpha-Galactosylceramides, bisubstrate inhibitors with molecular recognition at the active site of catechol-O-methyltransferase and aza-beta-lactams via NHC-catalyzed [2 + 2] cycloaddition with ketenes. It is a commonly used activating reagent in Mitsunobu reaction and used in the synthesis of pharmaceuticals like zidovudine and procarbazine. In addition, it is an efficient dehydrogenating agent, which is involved in the preparation of aldehydes, disulfides, hydrazo groups from alcohols, thiols and azo goups, respectively. It is also a good electron acceptor. It is mostly known as a key component of the Mitsunobu reaction, a common strategy for the preparation of an amine, azide, ether, thioether or ester from the corresponding alcohol.