Polymethylmethacrylate is clinically used as a bone cement in various orthopedic and trauma surgeries. Post the surgery, such conventional acrylic bone cement has been reported to cause adjacent vertebral fractures; modifying it by adding linoleic acid in the formulation has shown potential in averting such fractures thanks to bone-compliant mechanical properties, besides providing convenient handling properties. Although the resulting properties are attractive, the understanding of how linoleic acid imparts such advantageous properties remain unclear. Linoleic acid is typically sterilized in an autoclave before being used in the bone cement formulation; however, there are apprehensions whether the sterilization causes degradation. In this research, sterilized and unsterilized linoleic acid were evaluated alone and with different components of bone cement, such as activator, initiator, monomer, and inhibitor, and the ensuing structural changes in linoleic acid were monitored through 1H NMR and UV–Vis. The results reveal that linoleic acid degrade due to sterilization. In addition, evidence for reactions of sterilized/unsterilized linoleic acid with activator and initiator have been collected. We hypothesize that these reactions can reduce the availability of the components for the in situ polymerization of methyl methacrylate monomer and cause the improvement in handling properties and decrease in mechanical properties.