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Synthesis of primary thiocarbamates by silica sulfuric acid as effective reagent under solid-state and solution conditions

  • A simple and efficient method for the conversion of alcohols and phenols to primary O-thiocarbamates and S- thiocarbamates in the absence of solvent (solvent-free condition) using silica sulfuric acid (SiO2OSO3H) as a solid acid is described. The products are easily distinguished by IR, NMR and X-ray data. X-ray data of the compounds reveal a planar trigonal orientation of the NH2 nitrogen atom with the partial C,N double-bond character and the CS or CO groups in synperiplanar position with CarylO and CalkylS moieties, respectively. Moreover, the OCSNH2 group which is perpendicular to the plane of the benzene ring in 1c and the central thiocarbamate SCONH2 group in 2b are essentially planar.

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Author:Erich Kleinpeter, Ali Reza Modarresi-Alam, Iman Dindarloo Inaloo
Document Type:Article
Year of first Publication:2012
Year of Completion:2012
Release Date:2017/03/25
Source:Journal of molecular structure. - ISSN 0022-2860. - 1024 (2012), S. 156 - 162
Organizational units:Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie