153831-44-8Relevant articles and documents
Base-catalysed nucleophilic aromatic substitution reaction: Difference in reactivity between endo- and exo-2,3-(cyclopenten-3',5'-diyl)-N-(2",4"-dinitrophenoxy)succinimides with hydroxide ion and piperidine
Bhattacharjee, Gurudas,Singh, Ashok Kumar,Saikia, Ranjumoni,Yadav, Sudha
, p. 1214 - 1217 (2007/10/02)
The reaction of 2,3-(cyclopenten-endo-3',5'-diyl)-N-(2",4"-dinitrophenoxy)succinimide (1) with hydroxide ion and piperidine in aq. acetonitrile is base-catalysed.The exo-isomer (2) reacts at a faster rate than the endo-isomer (1).The rate of the reaction in various acetonitrile-water media decreases with a decrease in water concentration for both hydroxide ion and piperidine in the case of endo-isomer and only in respect of hydroxide ion in the case of exo-isomer.The reaction rate with piperidine in the case of exo-isomer, however, increases with a decrease in the percentage of water.The mechanistic interpretation is given.