Methyl Oleate Research Articles

Synthesis of Methyl Esters from Banda Nutmeg and Papua Nutmeg Oil Production Wastes Using the Ultrasonication Method

Methysters from oil production waste from Banda nutmeg (Myristicafragrans Houtt) and Papuan nutmeg (Myristica Argentea Ware) go through several process stages, namely isolation of trimyristin and synthesis of methyl ester. The process of isolating trimyristin from nutmeg essential oil production waste by maceration using chloroform solvent. The transesterification process with methanol uses a CaO catalyst and ultrasonication method for 20 minutes; the results are analyzed using GCMS. The results of isolating trimyristin from nutmeg oil waste for Papuan nutmeg yielded 55.6 g of trimyristin (22.24%), which was greater than Banda nutmeg which was 49.7 g of trimyristin (19.88%). Transesterification results for Banda nutmeg oil waste obtained 28.57% soakage with a composition of 5 known major methyl ester compounds, namely methyl laurate (3.22%), myristicin (13.48%), metal myristate (53.39%), methyl Palmitate (5.24%), and Methyl Oleate (9.33%). In Papuan nutmeg oil waste, a 3.93% soakage was obtained with a composition of 5 known methyl ester compounds, namely metal myristate (19.80%), methyl arachidate (18.04%), methyl linoleate (1.42%), methyl oleate ( 48.37%), and methyl stearate (3.18%). The sonication method can synthesize methyl esters from nutmeg oil waste and gives different results for the two types of nutmeg. The results of the trimyristin transesterification of Banda nutmeg seeds and Papuan nutmeg seeds using a CaO catalyst using the sonication method resulted in a methyl ester soak of Banda nutmeg waste 28.57% and Papuan nutmeg 3.93%.

CaO catalysts supported on ZSM-5 zeolite for biodiesel production via transesterification of rapeseed oil

This paper deals with the effect of Si/Al ratio and form of zeolite support on the catalytic properties of the CaO catalysts in transesterification reaction of rapeseed oil with methanol. The reaction was conducted at 180 and 220 °C. To get the intended purposes of the work a various calcium oxide (CaO) catalysts supported on the ammonium and hydrogen forms of ZSM-5 zeolites with different Si/Al ratios were prepared by impregnation method. The results showed that the most active zeolite-based catalyst was 10%CaO/ZSM-5 (Si/Al = 50) system in the transesterification reaction at both temperatures 180 and 220 °C, which exhibited triglycerides (TG) conversion equal to 72.7 and 95.2% and fatty acid methyl esters (FAME) yield of 56.9 and 91.1%, respectively. High reactivity of this catalyst is explained by its acid-base properties, crystallite size of active phase, large external surface area and uniform distribution of the CaO on catalyst surface compared to the other investigated CaO systems supported on ZSM-5 zeolites. In addition, the analysis of the product obtained in the transesterification process carried out on the 10% CaO/ZSM-5 (Si/Al = 280) catalyst at 220 °C confirmed the presence of the following methyl esters of higher fatty acids: methyl oleate, methyl linoleate, methyl linolenate, methyl stearate, methyl eicosenoate, methyl palmitate, methyl palmitoleate, methyl nervonate and methyl arachidate.

Pd0–Ov–Ce3+ Interfacial Sites with Charge Redistribution for Enhanced Hydrogenation of Methyl Oleate to Methyl Stearate

Improving the efficiency of metal/reducible metal oxide interfacial sites for hydrogenation reactions of unsaturated groups (e.g., C=C and C=O) is a promising yet challenging endeavor. In our study, we developed a Pd/CeO2 catalyst by enhancing the oxygen vacancy (OV) concentration in CeO2 through high-temperature treatment. This process led to the formation of an interface structure ideal for supporting the hydrogenation of methyl oleate to methyl stearate. Specifically, metal Pd0 atoms bonded to the OV in defective CeO2 formed Pd0–OV–Ce3+ interfacial sites, enabling strong electron transfer from CeO2 to Pd. The interfacial sites exhibit a synergistic adsorption effect on the reaction substrate. Pd0 sites promote the adsorption and activation of C=C bonds, while OV preferably adsorbs C=O bonds, mitigating competition with C=C bonds for Pd0 adsorption sites. This synergy ensures rapid C=C bond activation and accelerates the attack of active H* species on the semi-hydrogenated intermediate. As a result, our Pd/CeO2-500 catalyst, enriched with Pd0–OV–Ce3+ interfacial sites, demonstrated excellent hydrogenation activity at just 30 °C. The catalyst achieved a Cis–C18:1 conversion rate of 99.8% and a methyl stearate formation rate of 5.7 mol/(h·gmetal). This work revealed the interfacial sites for enhanced hydrogenation reactions and provided ideas for designing highly active hydrogenation catalysts.

Unlocking the potential of Allium dictyoprasum C.A. Meyer ex Kunth: quantum chemical insights into radical scavenging, chemical composition, phenolic content, and antimicrobial activity

ABSTRACT Allium dictyoprasum C.A. Meyer ex Kunth (A. dictyoprasum) underwent comprehensive analysis, encompassing quantum chemical computations to assess its radical scavenging potential, chemical and elemental composition, total phenolic content, and antimicrobial activity. Experimental and theoretical investigations focused on elucidating the radical scavenging properties of polyhydroxy phenolic compounds present in the plant. Quantum chemical calculations were employed to evaluate the antioxidants employed to evaluate selected polyhydroxy phenolic molecules including flavonoids, hydrocinnamic acid derivatives, and hydroxybenzoic acid derivatives from natural sources. Thermochemical parameters of these compounds were calculated by the B3LYP/6–311 G++(d,p) level in both gas and solvent phases to elucidate the radical scavenging mechanism including hydrogen atom transfer (HAT), single electron transfer followed by proton transfer (SET-PT) and sequential proton loss electron transfer (SPLET). Analysis of A. dictyoprasum extracts obtained via various extraction methods revealed the presence of several major compounds, including dimethyl trisulfide, 3,5-Dihydroxy-6-methyl-2,3-dihydro-4 H-pyran-4-one, 2-Methoxy-4-vinylphenol, Dimethyl phthalate, Methyl palmitate, Methyl oleate, Methyl stearate, (9Z)-9-Octadecenamide. Notably, Malic acid and Quinic acid were identified as major compounds, with concentrations of 43.31 and 17.47 mg kg−1 extract, respectively, based on LC-MS/MS analysis. The total phenolic content of the extract was measured as 17.83 mg gallic acid/mL, while its free radical scavenging activity was 80.89% per mg/mL. Elemental analysis revealed significant levels of Mg, K, Na, Fe, and P, with minor concentrations of elements such as Ti, Tl, B, and Be. Furthermore, A. dictyoprasum exhibited notable antibacterial activity against various bacteria strains, surpassing the efficacy of some commercial antibiotics.

Reaction Mechanism of Pyrolysis and Combustion of Methyl Oleate: A ReaxFF-MD Analysis

Reaction Mechanism of Pyrolysis and Combustion of Methyl Oleate: A ReaxFF-MD Analysis

Sugar derived hydrochar catalysts for enhanced biodiesel production via esterification

Sugars and sugar alcohols are renewable raw materials which can be used for char production. Their acid-catalyzed hydro-carbonization results in the formation of carbon materials with acidic functional groups on the surface, which makes them suitable to be used as heterogeneous catalysts in esterification reactions. Hydrochars materials were prepared by low-temperature slow carbonization of glycerol, xylitol, sucrose, and glucose in the presence of different amounts of H2SO4 (mass ratios from 1 to 4). The hydrochars were extensively characterized and tested in the methanolysis reaction of oleic acid. All the carbon materials were amorphous with features of polyaromatic sheets with hydroxyl (–OH), carboxylic acid (–COOH), and sulfonic (−SO3H) functional groups. The effect of the oleic acid water content on catalytic performance was studied, showing a strong inhibition effect due to the hygroscopic character of catalysts induced by sulfonic groups and other surface groups with oxygen. Under the conditions evaluated (5 % wt. of catalyst, methanol/oleic acid = 9 M ratio, methanol reflux temperature) the sucrose-derived catalyst prepared with the highest H2SO4 content showed the best performance, leading to methyl oleate yield > 90 % after 2 h of reaction, which is only achieved by the majority of analogous catalysts reported in the literature after 4 to 8 h of reaction. The data showed that there is a correlation between the methyl ester yield and the graphitization of the catalyst, as this makes the catalyst more hydrophobic, which is an advantage in esterification catalysts.

Numerical investigation of combustion characteristics of extended coherent flame model 3 zones (ECFM‐3Z) in diesel engines running with biodiesel

AbstractThis research investigates the application of Extended Coherent Flame Model‐3 Zones (ECFM‐3Z) to assess the performance and emissions of rapeseed oil methyl ester (ROME). Experimental tests were carried out using a Lombardini 3 LD 350 model single‐cylinder diesel engine, at 1600–3000 rpm with 200 rpm speed increments, under full load conditions. For numerical analysis, STAR‐CD/ESICE software was employed. Methyl Oleate (C19H36O2) was predicted as the surrogate biodiesel based on Gas Chromatography (GC) analysis and average mass calculation. Notably, the numerical analysis revealed a remarkable similarity in brake power between the experimental and computational investigations. In the range of 2400–3000 rpm, the biodiesel's performance exhibited a maximum deviation of 5%, primarily attributed to pumping, thermal, and friction losses. In terms of emissions, carbon dioxide (CO2) emissions were consistent with the findings of the experimental study, with a maximum disparity of 10%. However, carbon monoxide (CO) emissions ranged from 57% to 65% lower than those observed in the experimental study, while nitrogen oxide (NOx) emissions exhibited a reduction of 63% to 84%. In contrast, oxygen (O2) emissions were notably higher, ranging from 93% to 117% compared to the experimental study, and exhaust temperatures were elevated by 33% to 49% in comparison to the experimental results.

Microwave-enhanced preparation of finned-FER zeolites and their application in the skeletal isomerization of FAME

The skeletal isomerization of fatty acid methyl esters (FAME) is vital for producing branched-chain esters and is a great tool to improve the cold flow properties of biodiesel. Ferrierite (H-FER) zeolite is an effective catalyst for facilitating this reaction; however, its efficiency can be limited by site accessibility and pore structure. Thus, our research developed a novel method for producing finned-FER zeolites by a seed-mediated approach that applies microwave heating with H-FER as seeds. The main focus was to examine how varying synthesis conditions, particularly microwave heating time, influenced the physical and chemical properties of the produced zeolites; we showed that the optimized condition was achieved with 6 h of microwave heating, revealing well-defined finned crystals and improved characteristics. Finally, the study evaluated the catalytic performance of these finned-FER zeolites. The Friedel-Crafts alkylation reaction, serving as a model reaction, was employed to assess the performance of the materials. We also accessed the performance of these materials in the same reaction in the presence of triphenylphosphine, offering a deeper understanding of the real active sites and their accessibility. Furthermore, the isomerization reactions of methyl oleate were explored to evaluate the practical applicability of the synthesized zeolites. The results revealed that branched isomers exceeding 70 % yield were achieved at 89 % conversion for the best catalyst at a temperature of 250 °C and 20 bar of H2 for 6 h. Thus, this research proposes a more efficient method for synthesizing finned-FER zeolites and systematically analyzes their characteristics, highlighting potential improvements in catalytic efficiency and sustainability.

Investigation of bionano additives in red algae Cyanidioschyzon merolae ultrasonified MgO/MWCNT catalyzed biodiesel in optimized engine performance

Renewable energy research is burgeoning with the anticipation of finding neat liquid fuel. Ultra sonification assisted biodiesel was derived from red algae Cyanidioschyzon merolae, with biodiesel yield of 98.9%. The results of GC MS of the prepared biodiesel showed higher concentration of methyl palmitate, methyl oleate, and stearate. This composition is appreciable, as this plays significance in desirable pour & cloud point properties. NMR spectrum revealed the ester linkages, presence of olefins, and α methyl position in olefins. Mixture of 30 wt% of biodiesel in diesel exhibited work efficiency, and also exhibited low pour point and, lower viscosity values. CeO2 and Fe2O3 nano particles were bio reduced, and were added as nano additive in biodiesel. 1:1 ratio of CeO2 and Fe2O3 added to biodiesel maximised the combustion ability of fuel owing to the oxygen storage capacity of CeO2. Further, this combination produced a satisfactory calorific value. Imbalanced ratios disrupted the catalytic and oxygen storage effects, reduced the overall energy release and calorific value of the biodiesel blend. Pour point and cetane number value of biodiesel blend ultrasonifacted with 1:1 mass ratio of Fe2O3 and CeO2 was observed to be around −7 °C and 53 °C respectively, and was better than other compositions. 1:1 mass ratio of NPS blended with 30 wt% BD in diesel showed tremendous increase in brake thermal efficiency, torque, and power. HC, NOX, and SOX emissions were reduced by 42.8%, 19.3%, and 57% respectively with 1:1 Fe2O3 and CeO2 mixed biodiesel blend. CeO2 favourably improved the oxygen storage capacity of the fuel, whereas Fe2O3 showed decrease in formation of gums and sediments in biodiesel.

Synthesis, characterization and application of polyesters from diglycerol and triglycerol as lubricants and additives

AbstractGlycerol is produced on a large scale as a byproduct in the biodiesel market. In order to give an application to glycerol, this work uses diglycerol from synthesized polyglycerol and commercial triglycerol in the synthesis of long chain esters obtained from esterification and transesterification reactions with oleic acid, methyl oleate, and epoxidized methyl oleate. Diglycerol tetraoleate (DGMO), epoxidized diglycerol tetraoleate (DGEMO), and triglycerol pentaoleate (TGOA) were synthesized and characterized by 1H and 13C Nuclear Magnetic Resonance (NMR) and infrared (IR) spectroscopy. Polyglycerol esters were evaluated for basic lubrication properties such as density, kinematic viscosity, viscosity index, melting point, and thermo‐oxidative stability. The ester that showed best thermo‐oxidative stability was DGEMO. In addition, the influence of esters synthesized as additives in a pure paraffinic oil lubricant was evaluated and the TGOA showed greater change in viscosity at 100 and 40°C and in melting point which was increased by 1.56°C.

Synthesis and evaluation of oleic acid‐derived hyperbranched polyester as an efficient plasticizer for PVC

AbstractIn response to the health and environmental concerns associated with the plasticizer dioctyl phthalate (DOP), this research explores the utilization of methyl oleate (MO) derived from plant oil, 1,2,4‐Benzeneticarboxylic anhydride (TMA) and isobutyric anhydride (IA) as a precursor for synthesizing a hyperbranched polyester named IA‐MO‐TMA. This polyester serves as an alternative plasticizer for Polyvinyl chloride (PVC). The chemical structure of IA‐MO‐TMA was thoroughly characterized using Fourier Transform Infrared Spectrometer (FTIR) and nuclear magnetic resonance hydrogen spectra, and its molecular weight was assessed. The PVC film, plasticized with IA‐MO‐TMA, underwent comprehensive testing using techniques such as differential scanning calorimetry, scanning electron microscopy, and thermogravimetric analysis. Notably, the glass transition temperature (Tg) of the plasticized PVC film exhibited a significant reduction from 75°C to −6.7°C. The plasticized film demonstrated an elongation at break of 318.1%, a tensile strength of 19.2 MPa, and a plasticizing efficiency of 109.9%. Moreover, the use of IA‐MO‐TMA as a plasticizer increased the initial decomposition temperature of PVC film from 235.6 to 264.1°C. Additionally, the extraction rate of IA‐MO‐TMA in petroleum ether was found to be 35.6% lower than that of DOP.

Synthesis of titanium silicalite-1 supported zinc catalysts for efficient and clean epoxidation of 1-hexene and methyl oleate

To improve the catalytic epoxidation activity of conventional TS-1 zeolite under acid-free conditions, a series of TS-1-supported zinc (xZn/TS-1) catalysts were prepared and evaluated in the epoxidation of 1-hexene and methyl oleate (MO) with H2O2 oxidant. The microstructure of xZn/TS-1 was investigated using various characterization techniques, and the results showed that the introduction of Zn species was not only well dispersed on the surface of TS-1 but also did not disrupt the crystal structure of TS-1 and tetrahedral framework titanium. Furthermore, the Ti-O-Zn structure can be formed between Zn and Ti species through O-atomic coordination, which improves the vulnerability of the Ti-O bond to attack the H2O2 molecule, and ultimately facilitates the epoxidation reaction between 1-hexene and MO. In addition, the 2% Zn/TS-1 catalysts showed optimal conversions of 45.7 % and 75.41 % for 1-hexene and MO, respectively, and exhibited good catalytic stability and regeneration during the epoxidation process.

Experimental study on evaporation characteristics of methyl oleate droplet across critical pressure and temperature environments

Experimental study on evaporation characteristics of methyl oleate droplet across critical pressure and temperature environments

Oleochemical Synthesis of Sucrose Esters from Methyl Esters of Palm Stearic and Oleic Fatty Acids

Abstract Palm oil contains fatty acids such as stearic ranges from 3.40 – 5.47% and oleic ranges from 34.85 – 40.78% which can be used as materials for the synthesis of sucrose ester. This study aimed to increase and optimize the potential of palm oil raw materials through the oleochemical synthesis of sucrose ester. The process of sucrose ester synthesis consisted of two stages, i.e., the esterification process of fatty acids into methyl esters and the transesterification process of fatty acid methyl esters with sucrose to become sucrose esters. Esterification of stearic and oleic fatty acids was performed using H2SO4 catalyst and methanol as a solvent. Transesterification of sucrose with stearic and oleic methyl esters was performed using two types of catalysts K2CO3 6% and Na2CO3 6%, without solvents. The results showed that sucrose ester made from stearic acid methyl ester with K2CO3 catalyst tended to achieve better performance and physicochemical properties as follows: pH ranged from 10.29 – 10.45, foam stability ranged from 55.497 – 88.082%, emulsion stability ranged from 40.211 – 78.435%, surface tension ranged from 25.4 – 27.60 dyne/cm, and interfacial tension ranged from 9.69 – 10.91dynes/cm.

Synthesis of Zr/La-BTC Bimetallic Metal-Organic Framework (MOF) for Oleic Acid Esterification

Biodiesel plays an essential role in renewable energy as an alternative fuel to tackle the challenges of global warming, environmental degradation, and alternative fossil fuels. Oleic acid can be converted into biodiesel by the esterification process, which employs heterogeneous catalysts such as metal-organic frameworks (MOF). In this study, Zr/La-BTC MOFs were used as different kinds of catalysts to change oleic acid into biodiesel. The characterization results of Zr-BTC, La-BTC, and Zr/La-BTC using FTIR and XRD show that the MOF has been successfully formed. The crystallite sizes for La-BTC, and Zr/La-BTC MOFs are 15.7407 nm and 39.0392 nm, respectively. The surface area of Zr-BTC, La-BTC, and Zr/La-BTC MOFs are 167.101 m2/g, 12.328 m2/g, and 4.764 m2/g. The morphology of Zr-BTC MOF using SEM is irregular, La-BTC is rod-shaped crystal, and Zr/La-BTC is like a knot bond with a narrow waist. The most optimal reaction was obtained at a 5% (w/w) catalyst dosage of total oleic acid and methanol (1:60 mol), 65 °C, and a reaction time of 4 hours, producing 78.11% oleic acid conversion. GC-MS analysis identified that the biodiesel contains oleic acid, palmitic acid, methyl oleate, and methyl palmitate.

Shelf‐life of biodiesel by isothermal oxidation induction period at variable temperatures

AbstractBiodiesel (fatty acid methyl esters [FAME]) is a renewable biomass‐based diesel (BBD) fuel made from plant oils, animal fats and waste greases. One of the main disadvantages of biodiesel is its poor oxidative stability, which is caused by the presence of high concentrations of unsaturated FAME. When stored in fuel terminals, vehicle tanks and fuel systems, biodiesel can react with oxygen in ambient air, causing it to degrade, which can adversely affect its viscosity and ignition quality. The shelf‐life (SL) of biodiesel is an important property that defines how long it can be stored at low temperatures. The objective of this work is to develop reliable mathematical models to estimate the SL of biodiesel at T = 25°C (298.15 K). This was done by measuring oxidation induction period with a Rancimat instrument (IPR) at variable temperatures. The data were analyzed by linear regression to determine ln(IPR) as a function of T (Model A) and T−1 (Model B) for canola, palm and soybean oil FAME (CaME, PME and SME), methyl oleate (MeC18:1) and methyl linoleate (MeC18:2). Statistical analysis of the Model A and Model B type equations showed that all inferred equations were good fits of the experimental data (adjusted coefficients of determination, R2 ≥ 0.985). The most dependable results were obtained from extrapolation of Model B type equations to predict the SLB values. For CaME, PME, SME and MeC18:1, SLB = 559.0, 1135, 378.3 and 4515 d were inferred. However, the reliability of SLA (extrapolated from its Model A type equation) and SLB values calculated for MeC18:2 (3.1 and 4.8 d) were questionable as estimates of its SL at 298.15 K.

Gene Expression and Metabolome Analysis Reveals Anti-Inflammatory Impacts of 11,17diHDoPE on PM10-Induced Mouse Lung Inflammation.

Oxylipins, the metabolites of polyunsaturated fatty acids, are vital in regulating cell proliferation and inflammation. Among these oxylipins, specialized pro-resolving mediators notably contribute to inflammation resolution. Previously, we showed that the specialized pro-resolving mediators isomer 11,17dihydroxy docosapentaenoic acid (11,17diHDoPE) can be synthesized in bacterial cells and exhibits anti-inflammatory effects in mammalian cells. This study investigates the in vivo impact of 11,17diHDoPE in mice exposed to particulate matter 10 (PM10). Our results indicate that 11,17diHDoPE significantly mitigates PM10-induced lung inflammation in mice, as evidenced by reduced pro-inflammatory cytokines and pulmonary inflammation-related gene expression. Metabolomic analysis reveals that 11,17diHDoPE modulates inflammation-related metabolites such as threonine, 2-keto gluconic acid, butanoic acid, and methyl oleate in lung tissues. In addition, 11,17diHDoPE upregulates the LA-derived oxylipin pathway and downregulates arachidonic acid- and docosahexaenoic acid-derived oxylipin pathways in serum. Correlation analyses between gene expression and metabolite changes suggest that 11,17diHDoPE alleviates inflammation by interfering with macrophage differentiation. These findings underscore the in vivo role of 11,17diHDoPE in reducing pulmonary inflammation, highlighting its potential as a therapeutic agent for respiratory diseases.

Investigation of Pyrolysis Characteristics and Product Evolution Behavior of Methyl Oleate under the Effect of Copper Slag

Investigation of Pyrolysis Characteristics and Product Evolution Behavior of Methyl Oleate under the Effect of Copper Slag

Synergistic catalysis effect of micro-mesoscopic channel for enhanced methyl oleate catalytic cracking to BTX: A molecular simulation study

The hierarchical ZSM-5 zeolite exhibits superior catalytic performance for methyl oleate catalytic cracking to BTX, while the promotion mechanism at the molecular level is still unclear. Herein, the adsorption and diffusion behaviors of reaction species in hierarchical ZSM-5 zeolite, including methyl oleate, C3H6, C4H8 and BTX, were theoretically investigated by Monte Carlo combined with Molecular Dynamics simulation. It is found that the introduction of mesopores exposes the strong adsorption sites (Brønsted acid) without a confinement effect, thereby promoting the adsorption and cracking of methyl oleate. Moreover, the as-formed C3H6 and C4H8 rapidly transfer from mesopore into micropore, enhancing the aromatization reaction to form BTX. Finally, thanks to the adjacent mesopore providing sufficient space for molecule rotation, the desired BTX products easily desorbs from the micropore. Such synergistic catalysis effect of micro-mesoscopic channel increases the BTX yield by decreasing the diffusion coefficient of C3H6 and C4H8 from 13.2 × 10-9 m2/s on the traditional to 6.4 × 10-9 m2/s on the hierarchical ZSM-5. We anticipate that this work could enrich our understanding of the microcosmic mechanism of hierarchical zeolites for prolific aromatics.

Evaluation of oxidation stability for palm biodiesel with additives using Fourier transform infrared spectroscopy, gas chromatography-mass spectrometry and high-performance liquid chromatography

This paper discusses the potential of tert-butylhydroquinone (TBHQ), butylated hydroxyanisole (BHA) and alpha-tocopherol (α-T) in preventing palm biodiesel oxidation over an extended storage period of twelve weeks. A combination of Fourier transform infrared spectroscopy (FTIR), gas chromatography-mass spectrometry (GC-MS) and high-performance liquid chromatography (HPLC) analyses were carried out. The FTIR spectra showed no significant changes to the carbonyl band at 1740 cm−1 across the storage period for fuels with additives, but the control had increased band intensity, which implied that additives prevented the formation of byproducts which have carbonyl groups or cyclic ether rings. From GC-MS analyses, lower transmittance at C18 methyl esters region was evident of methyl oleate, methyl linoleate and methyl linolenate being consumed to the point where their concentrations dropped below those of methyl palmitate in the sample without additives. Furthermore, the analyses indicated that 3-octyl-oxiraneoctanoic acid ME, E−10,13,13-trimethyl-11-tetradecen-1-ol acetate and 17-octadecynoic acid ME were the major oxidation byproducts. Traces of acetal, carboxylic acid, oxirane and alkylnoic acid were also detected. It was shown through HPLC analyses that TBHQ, BHA and α-T were consumed with α-T samples having the highest consumption compared to TBHQ and BHA. Overall, the findings supported the important role of additives in stabilizing the fuel and preventing oxidation during extended storage.