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  Methane to Chloromethane by Mechanochemical Activation: A Selective Radical Pathway

Bilke, M., Losch, P., Vozniuk, O., Bodach, A., & Schüth, F. (2019). Methane to Chloromethane by Mechanochemical Activation: A Selective Radical Pathway. Journal of the American Chemical Society, 141(28), 11212-11218. doi:10.1021/jacs.9b04413.

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 Urheber:
Bilke, Marius1, Autor           
Losch, Pit2, Autor           
Vozniuk, Olena1, Autor           
Bodach, Alexander3, Autor           
Schüth, Ferdi1, Autor           
Affiliations:
1Research Department Schüth, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445589              
2Research Group Schmidt, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445618              
3Research Group Felderhoff, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_3027887              

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 Zusammenfassung: State-of-the-art processes to directly convert methane into CH3Cl are run under corrosive conditions and typically yield a mixture of chloromethanes requiring subsequent separation. We report a mechanochemical strategy to selectively convert methane to chloromethane under overall benign conditions, employing trichloroisocyanuric acid (TCCA) as a cheap and noncorrosive solid chlorinating agent. TCCA is shown to release active chlorine species upon milling with Lewis acids such as alumina and ceria to functionalize methane at moderate temperatures (<150 °C). A thorough parameter optimization led to a maximum methane chlorination rate of 0.8 μmol(CH4,conv) (g(catalyst) s)−1. Findings were compared to the thermal reaction of methane with TCCA and evidenced that mechanochemical activation permitted significantly lower reaction temperatures (90 vs 200 °C) at a drastically improved CH3Cl selectivity (95% vs 66% at 30% conversion). Considering the characterization of the interaction between TCCA and Lewis acids as well as the in-depth analysis of byproducts, we suggest a plausible reaction mechanism and a possible regeneration of the chlorinating agent.

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Sprache(n): eng - English
 Datum: 2019-04-242019-06-202019-07-17
 Publikationsstatus: Erschienen
 Seiten: 7
 Ort, Verlag, Ausgabe: -
 Inhaltsverzeichnis: -
 Art der Begutachtung: Expertenbegutachtung
 Identifikatoren: DOI: 10.1021/jacs.9b04413
 Art des Abschluß: -

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Titel: Journal of the American Chemical Society
  Andere : J. Am. Chem. Soc.
  Kurztitel : JACS
Genre der Quelle: Zeitschrift
 Urheber:
Affiliations:
Ort, Verlag, Ausgabe: Washington, DC : American Chemical Society
Seiten: - Band / Heft: 141 (28) Artikelnummer: - Start- / Endseite: 11212 - 11218 Identifikator: ISSN: 0002-7863
CoNE: https://pure.mpg.de/cone/journals/resource/954925376870