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To Cyclopropanate or Not To Cyclopropanate? A Look at the Effect of Cyclopropanation on the Performance of Biofuels

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journal contribution
posted on 16.12.2015, 17:29 by Alexandre Langlois, Olivier Lebel
The cyclopropanated derivatives of three diesel-compatible biofuelslimonene, turpentine, and canola oil methyl esterwere prepared. Their heats of combustion were both calculated using theoretical methods and measured experimentally, and it was found that for all three compounds the specific energy (in kJ/g) was similar to that of the starting materials, while the energy density (in kJ/mL) was 3−4% higher, which is slightly lower than that for the predicted values. For canola oil methyl ester, the effect of cyclopropanation on the accelerated oxidation stability was also studied, and similar trends in viscosity were observed for both the starting material and the cyclopropanated product, while no degradation of the cyclopropane groups was observed and only residual alkene groups had shown any sign of reaction, hinting that the increase in the viscosity observed with unsaturated fatty esters upon oxidation may not be directly related to autoxidation of the fatty acid chains.