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Chemical and Thermochemical Aspects of the Ozonolysis of Ethyl Oleate: Decomposition Enthalpy of Ethyl Oleate Ozonide

Chemical and Thermochemical Aspects of the Ozonolysis of Ethyl Oleate: Decomposition Enthalpy of Ethyl Oleate Ozonide

Franco Cataldo

Chem Phys Lipids. Oct-Nov 2013;175-176:41-9.

PMID: 23969233

Abstract:

Neat ethyl oleate was ozonized in a bubble reactor and the progress of the ozonolysis was followed by infrared (FT-IR) spectroscopy and by the differential scanning calorimetry (DSC). The ozonolysis was conducted till a molar ratio O3/C=C≈1 when the exothermal reaction spontaneously went to completion. A specific thermochemical calculation on ethyl oleate ozonation has been made to determine the theoretical heat of the ozonization reaction using the group increment approach. A linear relationship was found both in the integrated absorptivity of the ozonide infrared band at 1110 cm(-1) and the ozonolysis time as well as the thermal decomposition enthalpy of the ozonides and peroxides formed as a result of the ozonation. The DSC decomposition temperature of ozonated ethyl oleate occurs with an exothermal peak at about 150-155 °C with a decomposition enthalpy of 243.0 kJ/mol at molar ratio O3/C=C≈1. It is shown that the decomposition enthalpy of ozonized ethyl oleate is a constant value (≈243 kJ/mol) at any stage of the O3/C=C once an adequate normalization of the decomposition enthalpy for the amount of the adsorbed ozone is taken into consideration. The decomposition enthalpy of ozonized ethyl oleate was also calculated using a simplified thermochemical model, obtaining a result in reasonable agreement with the experimental value.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP111626-A	Ethyl oleate		111-62-6	Price

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