1. Academic Validation
  2. Structures of artificial sweeteners--cyclamic acid and sodium cyclamate with other cyclamates

Structures of artificial sweeteners--cyclamic acid and sodium cyclamate with other cyclamates

  • Acta Crystallogr B. 2007 Jun;63(Pt 3):418-25. doi: 10.1107/S0108768107013961.
Ivan Leban 1 Darja Rudan-Tasic Nina Lah Cveto Klofutar
Affiliations

Affiliation

  • 1 Faculty of Chemistry and Chemical Technology, University of Ljubljana, SI-1000 Ljubljana, Slovenia. ivan.leban@fkkt.uni-lj.si
Abstract

In the course of a study on artificial Sweeteners, new crystal structures of cyclamic acid, sodium cyclamate, potassium cyclamate, ammonium cyclamate, rubidium cyclamate and tetra-n-propylammonium cyclamate have been determined. Cyclamic acid exists in its zwitterionic form in the crystalline state. The zwitterions are connected through hydrogen bonds of the N-H...O type to form two-dimensional sheets. The sodium, potassium, ammonium and rubidium cyclamates are isostructural, with the cyclamate moieties linked through hydrogen bonds into linear chains. Taking into account the connectivity through cations, two-dimensional layers with a hydrophobic surface are constructed. In tetra(n-propyl)ammonium cyclamate the large, non-coordinating cation apparently prevents the formation of chains and thereby facilitates the centrosymmetric head-to-head discrete dimeric arrangement of the cyclamate moieties.

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