Hydrogen Bonding Between Substituted Phenols and CH3COOCH3 or CH2CICOOCH3: An FTIR Spectroscopic Study |
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| Authors: | Gisela S F D'Alva Torres C Pouchan J J C Teixeira-Dias R Fausto |
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| Institution: | 1. Faculté de Sciences , Université de Pau et des Pays de L'Adour , F-64000 PAU, France;2. Departamento de Química , Universidade de Coimbra , P-3049, COIMBRA, Portugal |
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| Abstract: | The hydrogen bonded complexes between phenol derivatives and methyl acetate and methyl chloroacetate were studied in carbon tetrachloride solution by FTIR spectroscopy. Temperature variation studies were used to evaluate both formation constants and the enthalpies of complex formation. It is shown that the relative values of enthalpies associated with the hydrogen bonding process in the various studied systems depend mainly on the electron releasing ability of the phenol substituents as well as on the polarization state of the carbonyl bond of the ester. In addition, it is also shown that the observed shifts in the carbonyl stretching frequency upon complexation can be correlated with ΔH, thus providing a useful indirect way of measuring the strength of the hydrogen bond. |
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| Keywords: | Hydrogen bonding FTIR Spectroscopy Substituted phenols Methyl acetate Methyl chloroacetate ΔH vs ΔvC=O correlation |
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