Diethyl azodicarboxylate, 97%, Thermo Scientific™

Description

This Thermo Scientific 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.

Applications
Diethyl azodicarboxylate acts as a dienophile used in Diels-Alder reactions. It is used as a reagent in alfa-thiocyanation of enolizable ketones with ammonium thiocyanate and annulation of N-protected imines. It acts as a reactant for the preparation of immunostimulants alfa-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 finds application in Mitsunobu reaction and used in the synthesis of pharmaceuticals like zidovudine and procarbazine. The presence of azo group in it is a Michael acceptor and used for the conversion of beta-ketoesters to the corresponding hydrazine derivatives in presence of copper(II) catalyst. Further, it is an efficient dehydrogenating agent, which is involved in the preparation of aldehydes, disulfides from alcohols and thiols respectively.

Solubility
Miscible with dichloromethane, diethyl ether and toluene.

Notes
Store in a cool place. Incompatible with strong acids, strong bases, strong oxidizing agents and strong reducing agents.

Specifications

Chemical Identifiers

• CAS: 1972-28-7
• Molecular Formula: C6H10N2O4
• Molecular Weight (g/mol): 174.156
• MDL Number: MFCD00009103
• InChI Key: FAMRKDQNMBBFBR-BQYQJAHWSA-N
• Synonym: diethyl azodicarboxylate, dead, diethyl azodiformate, ethyl azodicarboxylate, diethoxycarbonyldiazene, azodicarboxylic acid diethyl ester, diethyl e-diazene-1,2-dicarboxylate, ethyl ne-n-ethoxycarbonyliminocarbamate, diethyl diazenedicarboxylate, diazenedicarboxylic acid, diethyl ester
• PubChem CID: 5462977
• IUPAC Name: ethyl (NE)-N-ethoxycarbonyliminocarbamate
• SMILES: CCOC(=O)N=NC(=O)OCC

• Density: 1.106
• Boiling Point: 106°C (13 mmHg)
• Flash Point: 85°C (185°F)
• Linear Formula: CH₃CH₂O₂C-N=N-CO₂CH₂CH₃
• Refractive Index: 1.421
• Quantity: 100 g
• UN Number: UN2810
• Beilstein: 908662
• Sensitivity: Air and light sensitive
• Solubility Information: Miscible with dichloromethane,diethyl ether and toluene.
• Formula Weight: 174.16
• Percent Purity: 97%
• Chemical Name or Material: Diethyl azodicarboxylate