Diethyl azodicarboxylate - ≥97% , CAS No.1972-28-7

CAS: 1972-28-7 Cat. No.: D111047 Molecular Weight: 174.15 Beilstein Registry Number: 908662 EC Number: 217-821-7

GRADE & PURITY ≥97%

Synonyms

Diethoxycarbonyldiazene | ethyl (NE)-N-ethoxycarbonyliminocarbamate | 1,2-Ethoxycarbonyl diazene | diethyl (E)-diazene-1,2-dicarboxylate | Diethyl azodicarboxylate, E-isomer | Unifoam AZ-AE 200 | Diethyl 1,2-diazenedicarboxylate | NSC 679015 | SCHEMBL9077

Storage

Store at 2-8°C,Protected from light,Argon charged

Shipped In

Wet ice

Overview

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.

Specifications

Synonyms

Diethoxycarbonyldiazene | ethyl (NE)-N-ethoxycarbonyliminocarbamate | 1, 2-Ethoxycarbonyl diazene | diethyl (E)-diazene-1, 2-dicarboxylate | Diethyl azodicarboxylate, E-isomer | Unifoam AZ-AE 200 | Diethyl 1, 2-diazenedicarboxylate | NSC 679015 | SCHEMBL9077

Specifications & Purity

≥97%

Storage

Store at 2-8°C, Protected from light, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 504763840
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504763840
• Canonical Smiles: CCOC(=O)N=NC(=O)OCC
• IUPAC Name: ethyl (NE)-N-ethoxycarbonyliminocarbamate
• InChIKey: FAMRKDQNMBBFBR-BQYQJAHWSA-N
• INCHI: 1S/C6H10N2O4/c1-3-11-5(9)7-8-6(10)12-4-2/h3-4H2,1-2H3/b8-7+
• Isomeric SMILES: CCOC(=O)/N=N/C(=O)OCC
• WGK Germany: 3
• UN Number: 1993
• Molecular Weight: 174.15
• Beilstein: 908662
• Reaxy-Rn: 908662
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=908662&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Organic carbonic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Organic carbonic acids and derivatives
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Organic carbonic acids and derivatives
• Alternative Parents: Azo compounds Propargyl-type 1,3-dipolar organic compounds Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Carbonic acid derivative - Azo compound - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Carbonyl group - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as organic carbonic acids and derivatives. These are compounds comprising the organic carbonic acid or a derivative thereof.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Miscible with dichloromethane, diethyl ether and toluene.
• Sensitivity: Air,Light,Heat sensitive.
• Refractive Index: 1.421
• Flash Point(°F): 85℃
• Flash Point(°C): 85℃
• Boil Point(°C): 106°C
• Molecular Weight: 174.150 g/mol
• XLogP3: 1.700
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 174.064 Da
• Monoisotopic Mass: 174.064 Da
• Topological Polar Surface Area: 77.300 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 170.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1

References

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