95694-49-8

Upstream product

• 110-91-8 morpholine 
• 95694-42-1 2-Diazo-1,3-bis(2,4,6-trimethylphenyl)-1,3-propandion 
• 95694-41-0 3-oxo-1,3-dimesitylprop-1-en-1-ol 
• 95694-50-1 (Z)-3-Hydroxy-2,3-bis(2,4,6-trimethylphenyl)propensaeure-morpholid 

Downstream Products

• 95694-50-1 (Z)-3-Hydroxy-2,3-bis(2,4,6-trimethylphenyl)propensaeure-morpholid 

Relevant academic research and scientific papers

(E)- and (Z)-Enols of β-Ketocarboxylic Acid Amides

Reaction of dimesitoyldiazomethane (1) with ammonia (3a), primary and secondary amines (3b-o and 3p-v, respectively) leads to the completely enolized amides 4a-v.Besides the chelated Z configuration the unusual E isomer exists in the most cases, too.The Z/E distribution in the equilibrium depends on the steric and electronic effects present in the amide group CONR2R3 and on the solvent.

Investigation on the Kinetics of the Formation of E- and Z-Enols in the Thermolysis of 2-Diazo-1,3-dimesityl-1,3-propanedione in Nucleophiles

Thermolysis of the diazo compound 1 in ethanol and piperidine or morpholine leads to enols 3a-c, respectively, of β-ketocarboxylic acid derivatives.Z- and E-configurations are in an equilibrium.The determination of the rate constants demonstrates that primarily the Z-forms are generated preferentially; however, in the equilibrium state the E-isomers finally dominate in the media used for thermolysis.On the contrary, the Z-isomers containing an intramolecular hydrogen bridge predominate in aprotic, apolar or moderately polar solvents.