Hydrogen bonding interaction between ethyl methacrylate and alcohols in non-polar solvents: An FTIR study

Abstract

The association between ethyl methacrylate and n-butanol, s-butanol and t-butanol in nonpolar solvents viz. n-heptane, CCl 4 , and benzene has been investigated by means of FTIR spectroscopy. The most likely association complex between alcohol and acrylic ester is 1:1 stoichiometric complex through the free hydroxyl group of alcohol and the carbonyl group of ester. The formation constant of the 1:1 complexes has been calculated using the Nash method. It is shown that the strength of the hydrogen bond (C¼O:HO) in the various systems studied depends on the acidity of the RÀ ÀOH proton and the steric factor of the alkyl group of the alkyl alcohol and also on the solvents used. The solvent effect on the formation of hydrogen bond equilibria is discussed in terms of specific interaction between the solute and solvent.

Molecular Associations in Alcohol−Methyl Methacrylate Mixtures

“…This is due to the specific solute−solvent association that exists for CCl 4 and benzene systems. No such association is possible in the n -heptane systems. − This result fully confirms the Bellamy and Williams results that the solvent shifts of stretching vibrations frequency are primarily due to local association effects with solvent molecules.…”

“…The free O−H band intensity and half-bandwidth increases with increasing alcohol concentration, but at the same time the reverse trend is observed for the carbonyl absorption band. This observation indicates that there is 1:1 complex formation between free hydroxyl group of alcohol and carbonyl group of MMA (i.e., O−H····OC). − …”

“…Materials. All chemicals used were of analytical grade and were further purified by the methods described earlier. ,− …”

Dielectric relaxation of binary mixtures of alcohols with acrylic esters

“…Recently, our research group has investigated the complex formation of alkyl methacrylates with primary alcohols using FTIR spectroscopic9‐16 and frequency domain17 techniques.…”

Dielectric relaxation study of ethyl acrylate-alcohol mixtures using time domain reflectometry

“…Chaudari and Mehrotra [8] reported the dielectric parameters for pyridine-alcohol mixtures using TDR. Recently, our research group [9][10][11][12][13][14][15][16][17][18] has investigated the complex formation of alkyl methacrylates with proton donors (primary alcohols) in non-polar solvents at 298 K using Fourier transform infrared (FTIR) spectroscopic method. The complex formation has been interpreted in terms of the association equilibrium constant.…”