Zaharani, Lia and Khaligh, Nader Ghaffari and Johan, Mohd Rafie and Gorjian, Hayedeh (2021) Synthesis and characterization of a new acid molten salt and the study of its thermal behavior and catalytic activity in Fischer esterification. New Journal of Chemistry, 45 (16). pp. 7081-7088. ISSN 1144-0546, DOI https://doi.org/10.1039/d0nj06273a.
Full text not available from this repository.Abstract
A new acid molten salt was prepared and its structure elucidation was conducted by FTIR, 1D NMR, 2D NMR, and mass spectrometry. Further support to elucidate the chemical structure of the 1H,4H-piperazine-N,N `-diium ring of the new acid molten salt was achieved by H-1 and C-13 NMR, and COSY analyses of 1H,4H-piperazine-N,N `-diium dibromide, which is synthesized and characterized for the first time in the current work. The analysis of FTIR and NMR spectra as well as pH and titrimetric analysis excluded the formation of SO4](2-) and the presence of an excess of H2SO4. Moreover, no distinguishing peak was detected for the acid proton of HSO4](-) in DMSO-d(6). The thermal phase transition and thermal stability of the acid molten salt were also recorded, which approved the strong interaction between a dication and hydrogen sulfate anions. According to the acidity of the new molten salt, we encourage the study of its catalytic activity for the acetylation of n-pentanol using glacial acetic acid. Pentyl acetate was obtained in 89.0% conversion and 78.0% isolated yield. The H-1 NMR spectrum of the residue showed an excess of HOAc together with molten salt, whereas the H-1 NMR spectrum of the upper phase exhibited pure pentyl acetate. After separation of the upper phase, the residue was concentrated and used in the next run without further purification. No significant changes in the chemical structure and catalytic activity of the new molten salt were observed even after the 5th run. Two chiral alcohols, including (-)-menthol and (+)-borneol, as well as alpha-tocopherol (alpha-TCP) were also acetylated with acetic acid in the presence of the new acid molten salt under optimized reaction conditions, which afforded the desired acetates in high yields.
| Item Type: | Article |
|---|---|
| Funders: | Universiti Malaya, Malaysia (RU001-2020) |
| Uncontrolled Keywords: | New acid molten salt; Thermal behavior; Catalytic activity; Fischer esterification |
| Subjects: | Q Science > QD Chemistry |
| Divisions: | Deputy Vice Chancellor (Research & Innovation) Office > Nanotechnology & Catalysis Research Centre |
| Depositing User: | Ms. Juhaida Abd Rahim |
| Date Deposited: | 12 Apr 2022 07:56 |
| Last Modified: | 12 Apr 2022 07:56 |
| URI: | http://eprints.um.edu.my/id/eprint/26683 |
Actions (login required)
 |
View Item |
