3310-58-5

Basic information

• Product Name: 2,3-Diazabicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic acid, diethyl ester
• CAS NO: 3310-58-5
• Molecular Formula: C12H18N2O4
• Molecular Weight: 254.286
• Mol File: 3310-58-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2,3-Diazabicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic acid, diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-Diazabicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic acid, diethyl ester(3310-58-5)
• EPA Substance Registry System: 2,3-Diazabicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic acid, diethyl ester(3310-58-5)

Safety Data

• Hazardous Substances Data: 3310-58-5(Hazardous Substances Data)

Upstream product

• 4114-28-7 diethyl hydrazodicarboxylate 
• 1165952-91-9 cyclohexa-1,3-diene 
• 4143-61-7 diethyl diazodicarboxylate 
• 1972-28-7 diethylazodicarboxylate 

Downstream Products

• 95634-03-0 N-Benzyl-N',N'-dimethyl-cyclohex-2-ene-1,4-diamine 
• 95634-02-9 N,N-Dimethyl-N'-pentyl-cyclohex-2-ene-1,4-diamine 
• 14287-91-3 2,3-Diaza-2,3-dimethylbicyclo<2.2.2>-octen-(5) 
• 3310-62-1 2,3-diazabicyclo[2.2.2]oct-2-ene 
• 95213-46-0 cis-1,4-bis(ethoxycarbonylamino)cycohexane 

Relevant articles and documents

Anatomy of Ene and Diels-Alder Reactions between Cyclohexadienes and Azodicarboxylates

In contrast with other (C...H...N) hydrogen transfers, the high-pressure kinetics of the ene reaction between cyclohexa-1,4-diene and diethyl azodicarboxylate show a concerted transition state.The discrepancy is assingned to the enhanced rigidity of the cyclohexadiene molecule with orthogonal hydrogen transfer to the nitrogen atom.Cyclohexa-1,3-diene reacts with diethyl azodicarboxylate according to a concerted Diels-Alder reaction.

A facile and convenient synthesis of 1,2,3,6-tetrahydropyridazines using azodicarboxylates under lanthanum triflate catalysis

The hetero-Diels-Alder reaction catalyzed by lanthanum triflate hydrate using diethyl azodicarboxylate as dienophile, yielding differently substituted 1,2,3,6-tetrahydropyridazines, is described.