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Chloronium Cations in Dichloromethane Solutions as Catalysts for the Conversion of CH 2 Cl 2 to CHCl 3 /CCl 4 and CH 3 Cl/CH 4
Author(s) -
Stoyanov Evgenii S.,
Stoyanova Irina V.
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201702738
Subject(s) - dichloromethane , chemistry , catalysis , molecule , medicinal chemistry , atom (system on chip) , homogeneous , superacid , crystallography , solvent , organic chemistry , physics , computer science , thermodynamics , embedded system
The mechanism of homogeneous acidic catalytic conversion of CH 2 Cl 2 to CHCl 3 and CCl 4 and simultaneously to CH 3 Cl and CH 4 in solutions of the H(CHB 11 Cl 11 ) superacid in dichloromethane was identified. The role of the catalysts is played by the chloronium cations formed in the solutions. The processes proceed through the exchange of the Cl atoms of the CH 2 Cl‐ group of cations CH 2 Cl‐Cl + ‐CH 2 Cl and CH 2 Cl‐Cl + ‐CH 3 for the H atoms of the CH 2 Cl 2 molecules, transforming them initially to CHCl 3 and then to CCl 4 . Simultaneously, the CH 3 ‐group of cations CH 3 ‐Cl + ‐CH 2 Cl and CH 3 ‐Cl + ‐CH 3 exchanges its H atom for the Cl atom of CH 2 Cl 2 molecules, transforming them to CH 3 Cl and further to CH 4 . The processes of chlorination and dechlorination lead to cyclic reproduction of chloronium cations.