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A study of products of tetrakis(hydroxymethyl)glycoluril dehydroxymethylation in aqueous solutions S. Yu. Panshina, O. V. Ponomarenko, A. A. Bakibaev [et al.]

Contributor(s): Panshina, Svetlana Yu | Ponomarenko, Oksana V | Bakibaev, Abdigali A | Sidelnikov, Vladimir S | Kurgachev, Dmitryi A | Malkov, Victor S | Khlebnikov, Andrei I | Tashenov, A. KMaterial type: ArticleArticleContent type: Текст Media type: электронный Subject(s): тетракис(гидроксиметил)гликольурил | трис(гидроксиметил)гликольурил | гидроксиметилирование | квантово-химические расчетыGenre/Form: статьи в журналах Online resources: Click here to access online In: Russian chemical bulletin Vol. 70, № 1. P. 140-147Abstract: It was found that tetrakis(hydroxymethyl)glycoluril is unstable in aqueous solutions and undergoes stepwise dehydroxymethylation. The products of this process were identified by HPLC, 1D and 2D NMR spectroscopy. The main product of hydrolytic degradation at room temperature is tris(hydroxymethyl)glycoluril, which may be conditioned by the thermo dynamic characteristics of the reaction. Further dehydroxymethylation to give di- and monohydroxymethyl glycoluril derivatives occurs under more severe conditions.
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It was found that tetrakis(hydroxymethyl)glycoluril is unstable in aqueous solutions and undergoes stepwise dehydroxymethylation. The products of this process were identified by HPLC, 1D and 2D NMR spectroscopy. The main product of hydrolytic degradation at room temperature is tris(hydroxymethyl)glycoluril, which may be conditioned by the thermo dynamic characteristics of the reaction. Further dehydroxymethylation to give di- and monohydroxymethyl glycoluril derivatives occurs under more severe conditions.

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