Hydrogen Bonding Interaction between 1-Propanol and Acrylic Esters in Non-polar Solvents: An FTIR Study

Dharmalingam, Kurunthu; Ramachandran, Krishnamurthy; Sivagurunathan, Periyasamy
March 2006
South African Journal of Chemistry;2006, Vol. 59, p75
Academic Journal
The association between 1-propanol and acrylic esters (methyl methacrylate, ethyl methacrylate and butyl methacrylate) in non-polar solvents, viz. n-heptane, CCl4, and benzene has been investigated by means of FTIR spectroscopy. The formation constants of the 1:1 complexes have been calculated using Nash's method. The values of the formation constant and the Gibbs energy vary with ester chain length, which suggests that the strengths of the intermolecular OH ... O=C bonds are dependent on the alkyl group of the acrylic ester and the results show that the proton accepting ability of acrylic esters is in the order methyl methacrylate < ethyl methacrylate < butyl methacrylate. The results also show a significant dependence of the association constant upon the solvent used. The solvent effect on the hydrogen bond equilibria is discussed in terms of specific interactions between the solute and the solvent.


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