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

Abstract

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 ν(CO) of NtBF in ether solvents were also investigated. The spectroscopic characteristics for NH⋯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 ν(CO) were correlated with the Catalan and the linear solvation energy relationships (LSER) solvatochromic parameters.