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Diethyl azodicarboxylate, 97%, Thermo Scientific™

Product Code. 11384266
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Quantity:
5 g
25 g
100 g
This item is not returnable. View return policy
This item is not returnable. View return policy

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.
TRUSTED_SUSTAINABILITY

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

Specifications

Boiling Point 106°C (13 mmHg)
Flash Point 85°C (185°F)
Linear Formula CH3CH2O2C-N=N-CO2CH2CH3
Quantity 25 g
UN Number UN2810
Beilstein 908662
Formula Weight 174.16
Percent Purity 97%
Chemical Name or Material Diethyl azodicarboxylate
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