FTIR spectroscopic study of possible interactions of N-tert-butylformamide with ethers

IR spectroscopic investigation of intramolecular interactions of N-tert-butylformamide (NtBF) in presence of selected ethers as the O-electron donors was carried out. Following ethers were selected based on the different size of sidechain: diethyl ether (DEE), diisopropyl ether (DiPE), methyl-tert-buthyl ether (MtBE), dibutyl ether (DBE), tetrahydrofuran (THF) and tetrahydropyran (THP). Frequency shifts of carbonyl stretching vibration v(C=0) of NtBF in ether solvents were also investigated. The spectroscopic characteristics for N-H center dot center dot center dot O hydrogen bonded complexes are given. Also, the equilibrium constants for 1:1 complex formation in carbon tetrachloride, at 298 K were determined using IR measurements. Further, the wavenumbers of carbonyl stretching vibration v(C=0) were correlated with the Catalan and the linear solvation energy relationships (LSER) solvatochromic parameters. (C) 2018 Elsevier B.V. All rights reserved.