7249-39-0

Basic information

• Product Name: diethyl 4,5-dimethyl-3,6-dihydropyridazine-1,2-dicarboxylate
• CAS NO: 7249-39-0
• Molecular Formula: C₁₂H₂₀N₂O₄
• Molecular Weight: 256.2982
• Mol File: 7249-39-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 315°C at 760 mmHg
• Flash Point: 144.3°C
• Density: 1.133g/cm³
• Vapor Pressure: 0.000451mmHg at 25°C
• Refractive Index: 1.493
• CAS DataBase Reference: diethyl 4,5-dimethyl-3,6-dihydropyridazine-1,2-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: diethyl 4,5-dimethyl-3,6-dihydropyridazine-1,2-dicarboxylate(7249-39-0)
• EPA Substance Registry System: diethyl 4,5-dimethyl-3,6-dihydropyridazine-1,2-dicarboxylate(7249-39-0)

Safety Data

• Hazardous Substances Data: 7249-39-0(Hazardous Substances Data)

Upstream product

• 513-81-5 2,3-dimethyl-buta-1,3-diene 
• 1972-28-7 diethylazodicarboxylate 
• 4143-61-7 diethyl diazodicarboxylate 
• 4114-28-7 diethyl hydrazodicarboxylate 

Downstream Products

• 14011-63-3 1,2-dibenzoyl-4,5-dimethyl-1,2,3,6-tetrahydro-pyridazine 

Relevant articles and documents

SOLVENT EFFECT AS THE RESULT OF FRONTIER MOLECULAR ORBITAL INTERACTION. V. DIELS-ALDER WITH HETERODIENOPHILES: A UNIFIED APPROACH TO THE SOLVENT EFFECT OF THE DIELS-ALDER REACTIONS.

The solvent effect of Diels-Alder (D.A.) reactions with heterodienophiles was measured in several solvents.The rate of the reaction between 2,3-dimethylbutadiene (DMB) and diethylazodicarboxylate increases with the increases in the Acceptor Number of the solvent which behaves as an electrophile.The rate of the reaction between DMB and p-bromonitrosobenzene shows a small solvent effect which correlates with the cohesive pressure (δH2) of the solvent.The rate of the reactions between DMB and tetrachloro- or tetrabromo-o-benzoquinones give an inverse linear relationship with D? basicity parameters, thus rate decreases with increases in the nucleophilic character of the solvent.These monoparametric correlations (alternatively obtained with electrophilic, nucleophilic or cohesive pressure parameters of the solvent) rationalize the solvent effect of D.A. reactions reported in the literature, which fit one of the above reported three classes.The same result is obtained if the Kamlet-Taft multiparametric equation is applied to the same set of reactions.The main contribution remains that outlined with the nonparametric approach and some secondary effects or some borderline cases are usefully focussed.

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.