Synthesis and characterization of two new molten acid salts: Safe and greener alternatives to sulfuric acid for the hydrolytic conversion of 1,1,1,3-tetrachloro-3-phenylpropane to cinnamic acid
Available online Two new acid salts were synthesized, and their chemical structures were characterized by various spectra data analyses. Although 1H NMR did not show acid proton of [HSO4]−, the FTIR spectra of molten acid salts act as key support to approve of their chemical structures. The structur...
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| Main Authors: | , , , |
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| 格式: | Article |
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Elsevier
2021
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| 在线阅读: | http://eprints.um.edu.my/26077/ https://doi.org/10.1016/j.molstruc.2021.130977 |
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| 总结: | Available online Two new acid salts were synthesized, and their chemical structures were characterized by various spectra data analyses. Although 1H NMR did not show acid proton of [HSO4]−, the FTIR spectra of molten acid salts act as key support to approve of their chemical structures. The structure elucidation of the molten acid salts demonstrated the existence of 4,4ʹ-trimethylene-N,Nʹ-dipiperidinium dication with sulfate and hydrogen sulfate anion(s). Thus, sulfuric acid can act as a diprotic or monoprotic Brönsted acid when it is treated by a secondary amine regarding the initial mole ratio of sulfuric acid and amine. Also, the catalytic activity of these molten acid salts was investigated for the hydrolytic conversion of (1,3,3,3-tetrachloropropyl)benzene to cinnamic acid. The desired product was obtained in 88 ± 2.0% yield under optimal conditions. The molten acid salts were high recyclable and their chemical structure and catalytic efficiency showed no significant change even after the 5th run. Furthermore, TMDP-SA (1:1) showed a much weaker corrosive property compared with TMDP-SA (1:2) and SA (98%), and the surface of stainless steel was intact even after 24 h. This fact and the acidity of two molten acid salts also confirm the proposed chemical structures. © 2021 Elsevier B.V. |
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