21. Brinkley, Ray L.; Gupta, Ram B..  Intra- and Intermolecular Hydrogen Bonding of 2-Methoxyethanol and 2-Butoxyethanol in n-Hexane.    Ind. Eng. Chem. Res.  (1998),  37(12),  4823-4828.

Abstract

Glycol-ether compds. such as 2-methoxyethanol (CH3OCH2CH2OH) and 2-butoxyethanol [CH3(CH2)3OCH2CH2OH] form both intra- and intermol. hydrogen bonds.  Using Fourier transform IR spectroscopy, we have measured extent of intra- and intermol. hydrogen bonding in these compds. dissolved in n-hexane at varying concns. and temps.  Intramol. hydrogen bonds are present at all conditions, whereas intermol. bonds appear at higher concns.  Using lattice-fluid-hydrogen-bonding theory, equil. consts. for the formation of intra- and intermol. hydrogen bonds are detd.  The results show that the equil. const. for intermol. bond formation is approx. 6 times the intramol. equil. const. for 2-methoxyethanol systems at 35 C.  Expts. at higher temp., 45 C, with 2-methoxyethanol show less hydrogen bonding as expected due to higher thermal energy.  Due to steric hindrance, 2-butoxyethanol has a lower degree of hydrogen bonding than 2-methoxyethanol at the same temp. and concn.

 

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