Yuzo Aito, T. Matsuo, C. Aso
1967
Citations
0
Influential Citations
10
Citations
Journal
Bulletin of the Chemical Society of Japan
Abstract
The configurational isomers of 2, 5-dimethoxytetrahydrofuran were synthesized as model compounds of the cyclopolymer of succinaldehyde. The NMR spectra of the isomers were then studied in carbon tetrachloride and in benzene. From the behavior of the methyl and methylene protons of the isomers in chemical shifts and in the formation of a “loose-complex” with benzene, it was concluded that the isomer with the lower boiling point had a trans configuration and that the isomer with the higher boiling point had a cis configuration. The NMR spectrum of 2, 5-dimethoxy-2, 5-dihydrofuran was similarly investigated in order to compare it with that of 2, 5-dimethoxytetrahydrofuran. The spectrum was rather simple; each signal was assigned to the cis or to the trans configurational isomer.