72636-53-4Relevant academic research and scientific papers
The Diels-Alder Reaction of 2,5-Dialkylfurans and Fumaronitrile Revisited
Cook, Michael J.,Cracknell, Steven J.
, p. 12125 - 12132 (2007/10/02)
The equilibrium reactions of furan and 2,5-dialkyl derivatives with fumaronitrile were investigated under standard conditions (3.0*10-4M) at four different temperatures in chloroform-d as solvent.Plots of lnK against 1/T were linear for each member of the series.The results show that the equilibrium concentration of adduct is sensitive to substituents.At equilibrium, there is a greater proportion of adduct derived from 2,5-dimethylfuran than from furan itself.However, as the length of the substituent chains is increased, the proportion of adduct decreases.Similar trends are also apparent from a more limited study of the equilibria in methanol-d4 and acetone-d6 as solvents.The concentrations of adduct in the equilibrium mixtures are highest in chloroform-d and lowest in acetone-d6.AM1 calculations are reported for model adduct structures.
