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Thermodynamic and spectroscopic properties of 2‐pyrrolidinones. 3. NMR spectroscopic studies on 2‐pyrrolidinone in different solvents
Author(s) -
Ruostesuo P.,
PiriläHonkanen P.,
Heikkinen L.
Publication year - 1989
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.610020709
Subject(s) - chemistry , chemical shift , solvent , solvent effects , proton nmr , carbon 13 nmr , proton , coupling constant , resonance (particle physics) , hydrogen bond , nuclear magnetic resonance spectroscopy , computational chemistry , molecule , organic chemistry , physics , particle physics , quantum mechanics
1 H, 13 C, 15 N and 17 O NMR chemical shifts, 1 J NH and 1 J CH coupling constants and line widths (Δν 1/2 ) of the 14 N and 17 O resonance lines were determined for 2‐pyrrolidinone neat and for several 2‐pyrrolidinone–solvent systems. The 17 O NMR chemical shift of 2‐pyrrolidinone was clearly most sensitive to the solvent effects, but changes with the solvent were also observable in the 13 C (CO) and 15 N NMR chemical shifts, the 1 J NH coupling constants and especially the line widths of the 14 N and 17 O resonance lines. In general, the results reflected a hydrogen bonding effect between the oxygen atom of 2‐pyrrolidinone and the proton‐donating solvents and a weak molecular interaction of the NH proton of 2‐pyrrolidinone with the proton‐accepting solvents. The results are compared with the NMR data for the corresponding binary mixtures of 1‐ethyl‐2‐pyrrolidinone.