Aminolysis of Maleic Anhydride. Kinetics and Thermodynamics of Amide Formation

@inproceedings{KlugerAminolysisOM,
  title={Aminolysis of Maleic Anhydride. Kinetics and Thermodynamics of Amide Formation},
  author={Ronald Kluger and J C Hunt}
}
The rates of reaction of maleic anhydride with a series of a primary straight-chain amines were measured for solutions at pH 4, 25 and 15 O C . The series was selected to minimize complications due to steric and hydrophobic effects. The second-order rate constants for production of N-alkylmaleamic acids a t 25 OC range from 3 X I O 2 to 1 X lo5 M-l s-’. The rate constants follow a nonlinear Br~nsted relationship (log k vs. pKa of the conjugate acid of the nucleophile) and conform to the… CONTINUE READING