Diethyl azodicarboxylate, 97%, Thermo Scientific™

Product Code	Brand	Quantity
11374266	Thermo Scientific Alfa Aesar L19348.06	5 g
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11384266	Thermo Scientific Alfa Aesar L19348.14	25 g
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11394266	Thermo Scientific Alfa Aesar L19348.22	100 g
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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.

Chemical Identifiers

• CAS: 1972-28-7
• Molecular Weight (g/mol): 174.156
• InChI Key: FAMRKDQNMBBFBR-BQYQJAHWSA-N
• PubChem CID: 5462977
• SMILES: CCOC(=O)N=NC(=O)OCC

• Molecular Formula: C6H10N2O4
• MDL Number: MFCD00009103
• 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
• IUPAC Name: ethyl (NE)-N-ethoxycarbonyliminocarbamate

Specifications

• CAS: 1972-28-7
• Flash Point: 85°C (185°F)
• Linear Formula: CH₃CH₂O₂C-N=N-CO₂CH₂CH₃
• UN Number: UN2810
• 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
• SMILES: CCOC(=O)N=NC(=O)OCC
• Molecular Weight (g/mol): 174.156
• Formula Weight: 174.16
• Chemical Name or Material: Diethyl azodicarboxylate

• Boiling Point: 106°C (13 mmHg)
• Molecular Formula: C6H10N2O4
• MDL Number: MFCD00009103
• Beilstein: 908662
• InChI Key: FAMRKDQNMBBFBR-BQYQJAHWSA-N
• IUPAC Name: ethyl (NE)-N-ethoxycarbonyliminocarbamate
• PubChem CID: 5462977
• Percent Purity: 97%

Safety and Handling

GHS H Statement
H302-H312-H315-H319-H335-H227
Harmful if swallowed.
Harmful in contact with skin.
Causes skin irritation.
Causes serious eye irritation.
May cause respiratory irritation.
Combustible liquid.

GHS P Statement
P210-P261-P280-P305+P351+P338-P405-P501a
Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
Avoid breathing dust/fume/gas/mist/vapors/spray.
Wear protective gloves/protective clothing/eye protection/face protection.
IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
Store locked up.
Dispose of contents/container in accordance with local/regional/national/international regulations.

Warning

missing translation for 'dotInformation' : Transport Hazard Class: 6.1; Packing Group: III; Proper Shipping Name: TOXIC, LIQUIDS, ORGANIC, N.O.S.

Recommended Storage : 2° to 8°C