GC–MS study of thermochemical conversion of guaifenesin in the presence of 1-butyl-3-methylimidazolium-based ionic liquids

GC–MS study of thermochemical conversion of guaifenesin in the presence of... Thermochemical conversion of guaifenesin was performed in the presence of 1-butyl-3-methylimidazolium tetrafluoroborate [BMIM][BF4] ionic liquid at 80 °C within 2 h. After evaluating the effect of different parameters, such as protic and nonprotic solvents, temperature, reaction time, 1-butyl-3-methylimidazolium-based ionic liquids as process media, and the amount of ionic liquid, the results demonstrate that [BMIM][BF4] facilitates the conversion of guaifenesin to 3-(2-methoxyphenoxy)propanal and other novel products, while [BMIM]Cl favors C–O bond cleavage to 2-methoxyphenol (guaiacol). The ionic liquid [BMIM][BF4] was used three times without any loss of catalytic activity. Gas chromatography–mass spectrometry (GC–MS) experiments were performed in this study to reveal the guaifenesin degradation and product formation characteristics. According to the distribution of the guaifenesin conversion products, the most plausible mechanisms were proposed by using GC–MS data. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Research on Chemical Intermediates Springer Journals

GC–MS study of thermochemical conversion of guaifenesin in the presence of 1-butyl-3-methylimidazolium-based ionic liquids

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Publisher
Springer Journals
Copyright
Copyright © 2017 by Springer Science+Business Media Dordrecht
Subject
Chemistry; Catalysis; Physical Chemistry; Inorganic Chemistry
ISSN
0922-6168
eISSN
1568-5675
D.O.I.
10.1007/s11164-016-2858-3
Publisher site
See Article on Publisher Site

Abstract

Thermochemical conversion of guaifenesin was performed in the presence of 1-butyl-3-methylimidazolium tetrafluoroborate [BMIM][BF4] ionic liquid at 80 °C within 2 h. After evaluating the effect of different parameters, such as protic and nonprotic solvents, temperature, reaction time, 1-butyl-3-methylimidazolium-based ionic liquids as process media, and the amount of ionic liquid, the results demonstrate that [BMIM][BF4] facilitates the conversion of guaifenesin to 3-(2-methoxyphenoxy)propanal and other novel products, while [BMIM]Cl favors C–O bond cleavage to 2-methoxyphenol (guaiacol). The ionic liquid [BMIM][BF4] was used three times without any loss of catalytic activity. Gas chromatography–mass spectrometry (GC–MS) experiments were performed in this study to reveal the guaifenesin degradation and product formation characteristics. According to the distribution of the guaifenesin conversion products, the most plausible mechanisms were proposed by using GC–MS data.

Journal

Research on Chemical IntermediatesSpringer Journals

Published: Jan 11, 2017

References

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