Efficient esterification of eugenol using a microwave-activated waste kaolin

Oliveira, Alex de; Oliveira, Dênio Ramam Carvalho de; Angélica, Rômulo Simões; Andrade, Eloísa Helena de Aguiar; Silva, Joyce Kelly do Rosário da; Filho, Geraldo Narciso da Rocha; Coral, Natasha; Pires, Luíza Helena de Oliveira; Luque, Rafael; Nascimento, Luís Adriano Santos do

doi:10.1007/s11144-020-01797-6

Cited by 15 publications

(4 citation statements)

References 58 publications

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“…The synthesis of esters is mainly based on the utilization of corresponding carboxylic acids as key starting materials. This process plays a pivotal role in the production of a wide array of important compounds with diverse applications, ranging from polymers to pharmaceuticals, underlining its fundamental importance in various scientific and industrial contexts [ 4 , 5 , 6 , 7 ].…”

Section: Introductionmentioning

confidence: 99%

Titanium Tetrachloride-Assisted Direct Esterification of Carboxylic Acids

Cavallaro,

De Santo,

Greco

et al. 2024

Molecules

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Ester compounds, widely found in pharmaceutical and natural products, play a crucial role in organic synthesis, prompting the development of numerous methods for their synthesis. An important chemical approach in synthesizing esters from carboxylic acids involves the activation of the carboxyl function, requiring the conversion of the hydroxyl group into a suitable leaving group. This paper presents the findings of our investigations into an efficient method for producing esters from carboxylic acids and alcohols, using the Lewis acid titanium tetrachloride. Titanium tetrachloride has proven highly effective as a coupling reagent for the one-pot formation of esters from carboxylic acids and alcohols operating under mild and neutral conditions. Notably, the reaction eliminates the need for bases, yielding carboxylic esters in high purity and yields. The method is efficient, even with long-chain carboxylic acids, and operates well with primary alcohols in dichloromethane. Steric hindrance, potentially present in carboxylic acids, has a moderate effect on the reaction. Alcohol substrates that easily form stable carbocations require, instead, the use of non-polar solvents like hexane for the reaction.

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Section: Introductionmentioning

confidence: 99%

Titanium Tetrachloride-Assisted Direct Esterification of Carboxylic Acids

Cavallaro,

De Santo,

Greco

et al. 2024

Molecules

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“…The most significant examples of molecules containing esters are biofuels such as biodiesel [2,3], solvents such as ethyl acetate and methyl acetate [4], pharmaceuticals [5], plastics and coatings [6,7], and herbicides and pesticides [8]. Moreover, esters are often used as flavoring components [9] and preservatives in food products [10], as additives in perfume [11], and as fragrances in the soap and cosmetic industry [12].…”

Section: Introductionmentioning

confidence: 99%

Visible Light-Promoted Oxidative Cross-Coupling of Alcohols to Esters

Dellisanti,

Chessa,

Porcheddu

et al. 2024

Molecules

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Ester is one of the most significant functional groups in organic chemistry and is enclosed in several valued molecules. Usually, esters are prepared through the acid-catalyzed esterification reaction of carboxylic acids with alcohols, transesterification of esters with alcohols, or via activation of carboxylic acids followed by the addition of alcohols. However, these procedures typically imply the excess use of reactants and harsh reaction conditions. Visible light-mediated photoreactions have been disclosed to display a safe, sustainable, and accessible alternative to traditional methods, and to lead new reactivity modes in organic procedures. In this context, we propose a transition metal-based and organic-based photocatalyst-free synthesis of esters from alcohols induced by visible light. The methodology can be carried out using sunlight or artificial visible light as a solar simulator or a blue LED source.

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“…Mosquitoes are the protagonists of several diseases that cause a strong impact on human health. This fact is evidenced mainly in tropical and subtropical regions of the world [13][14][15]. The Aedes aegypti mosquito is a global vector of human diseases, involving the transmission of pathogens responsible for causing diseases in humans, such as yellow fever, dengue, Zika, and Chikungunya fever [16,17].…”

Section: Introductionmentioning

confidence: 99%

Valorization of Deodorizing Distillate Palm Oil Residue for Larvicidal Activity Against Aedes aegypti and Synergistic Effect of Their Free Fatty Acids

Ribeiro,

Lopes,

Marinho

et al. 2023

Waste Biomass Valor

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Increased consumption of palm oil results in more palm oil by-products. To meet environmental sustainability, deodorizing distillate palm oil (DDPO) also calls attention to diversifying its technological or commercial application. Because of this, the present work, to present new economic-scienti c alternatives for this by-product, aimed to evaluate the larvicide effect of DDPO, well as to investigate the synergistic effect of the combination of these fatty acid present in the composition of DDPO, against larvae of 3rd instar of Ae. aegypti. The DDPO larvicide assay showed a high mortality rate, with an LC 50 of 6.18 µg.mL − 1 at 24 h and 8.73 µg.mL − 1 at 48 h of treatment. In addition, the results of LC 50 , among saturated fatty foods and between the combination of fatty acid (myristic, lauric, stearic and oleic) with palmitic acid, were met positively by second-degree polynomial regression analysis. Finally, the study of molecular docking, corroborated, as potential inhibitors of the binding of juvenile hormones. Together, the results suggest that DDPO can be a potential natural larvicide agent, making it an alternative to the excessive use of synthetic insecticides, thus minimizing its impacts on the environment and promoting new technologies for the use of this palm oil by-product.

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Efficient esterification of eugenol using a microwave-activated waste kaolin

Cited by 15 publications

References 58 publications

Titanium Tetrachloride-Assisted Direct Esterification of Carboxylic Acids

Titanium Tetrachloride-Assisted Direct Esterification of Carboxylic Acids

Visible Light-Promoted Oxidative Cross-Coupling of Alcohols to Esters

Valorization of Deodorizing Distillate Palm Oil Residue for Larvicidal Activity Against Aedes aegypti and Synergistic Effect of Their Free Fatty Acids

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