Ra. Nyquist et R. Streck, INFRARED SOLUTION STUDY OF ALKYL ACRYLATES AND ALKYL METHACRYLATES INCHCL3 AND OR CCL4 SOLUTIONS/, Vibrational spectroscopy, 8(1), 1994, pp. 71-85
The nu(C=O) mode for an alkyl acrylate occurs at higher frequency than
nu(C=O) for the corresponding alkyl methacrylate analog. This is attr
ibuted to the inductive contribution of the methyl group to the carbon
yl group in the case of alkyl methacrylates which causes the nu(C=O) m
ode to vibrate at a lower frequency compared to the corresponding alky
l acrylate analog. The nu(C=O) mode for these esters decreases in freq
uency as the mole% CHCl3/CCl4 increases. This decrease in the nu(C=O)
frequency is the result of intermolecular hydrogen bonding between the
CHCl3 proton and the carbonyl group (C=O...HCCl3) and the reaction fi
eld of the solvent systems. Vibrational modes other than the nu(C=O) m
ode are affected by change in the solvent system, but none are affecte
d as much as the nu(C=O) mode.