Kinetic Studies on the Decomposition of Tris(2-hydroxyethyl) lsocyatnurate

Abstract

The trimethyl benzylammonium hydroxide-catalys ed decomposition of triS(2-hydroxyethyl)r. isocyanurate (THEIC) in dimethyl sulfoxide to give, 2-oxazulidinpne was kinetically, investi-k gated. The decomposition mechanism of THEIC would be expressed by a three-step consecutive st-order eaction of the foUowing type:,
A B, B C+D, and C_-2D t"
(A: T EIC, B and C: the reaction I ermediates, D: 2-oxazolidinone)
The rate cortstants ki, k2 and k3 were determined under varibus conditions (Table 1), and i therefrom, the activation parame, ters were Calculated. (Table 4).
From these results, it was found that each step proceeds through the intramol ecular attack by the alcoholic oxygen on the urea-ca, rbonyl carbon with the simultaneous gleavage of the original C-N bond.