esterification of benzoic acid and ethanol

Your Mendeley pairing has expired. Kai-Wen Chan, Yu-Ting Tsai, Ho-mu Lin, Ming-Jer Lee. Ethyl benzoate, C 9 H 10 O 2, is the ester formed by the condensation of benzoic acid and ethanol. In order to further study this reaction system, the XRD and FT-IR of SO42−/Ti3AlC2 was detected and analyzed. Citations are the number of other articles citing this article, calculated by Crossref and updated daily. the Altmetric Attention Score and how the score is calculated. The magnitudes of the adsorption constants follow the order water > ethanol > ethyl benzoate > benzoic acid. The hydrolysis of ethyl benzoate was also conducted in the same temperature range with a variety of molar ratios of feed, θ C0 ‘ (ethyl benzoate to water) and θ B0 ‘ (ethanol to water). The microwave r… Files available from the ACS website may be downloaded for personal use only. L'estérification est une réaction de chimie organique au cours de laquelle un groupe fonctionnel ester R1-COO-R2 est obtenu par condensation d'un groupe acide carboxylique R1-COOH et d'un groupe alcool R2-OH ainsi que formation d'eau H 2 O. http://pubs.acs.org/page/copyright/permissions.html. This material is available free of charge via the Internet at http://pubs.acs.org. http://pubs.acs.org/page/copyright/permissions.html, https://doi.org/10.1080/00986445.2018.1428960, https://doi.org/10.1016/j.cep.2017.08.012, https://doi.org/10.1016/j.ceramint.2013.04.077, https://doi.org/10.1016/j.cej.2011.09.049, https://doi.org/10.1016/j.jtice.2010.07.010, https://doi.org/10.1016/j.jtice.2009.12.001. Flow esterification for the synthesis of biodiesel fuel was also achieved by using a column-packed macroporous acid catalyst under mild conditions. Table of the experimental kinetic data for runs 1−15. After ethanol and sulfuric acid added to p-aminobenzoic acid, solution became clumpy and then turned into a white foam. Kinetic Study of Dowex 50 Wx8-Catalyzed Esterification and Hydrolysis of Benzyl Acetate. Feasibility of integrated batch reactive distillation columns for the optimal synthesis of ethyl benzoate. The calculated conversions of benzoic acid based on predicted temperature profiles agree with experimental data. The resulting catalyst exhibited high catalytic activity and selectivity for the esterification of benzoic acid to ethyl benzoate. system. By continuing you agree to the use of cookies. The Canadian Journal of Chemical Engineering. Dhia Y. Aqar, Nejat Rahmanian, Iqbal M. Mujtaba. The esterification of benzoic acid with ethanol was implemented at temperatures between 323.15 and 353.15 K under various molar ratios of feed, θ B0 (ethanol to benzoic acid). Acid-catalyzed esterification of benzoic acid with ethanol was investigated in a continuous tubular flow reactor heated by microwaves. ScienceDirect ® is a registered trademark of Elsevier B.V. ScienceDirect ® is a registered trademark of Elsevier B.V. After refluxing, solution became more solid. Acid-catalyzed esterification of benzoic acid with ethanol was investigated in a continuous tubular flow reactor heated by microwaves. without permission from the American Chemical Society. Mingzhu Wu, Junming Guo, Ying Li, Yingjie Zhang. We use cookies to help provide and enhance our service and tailor content and ads. Esterification of benzoic acid using Ti3AlC2 and SO42−/Ti3AlC2 ceramic as acid catalysts. Copyright © 2000 Elsevier Science S.A. All rights reserved. Kinetic parameters of esterification were determined in a stirred glass vessel using conventional heating. Find more information about Crossref citation counts. The hydrolysis of ethyl benzoate was also conducted in the same temperature range with a variety of molar ratios of feed, θC0‘ (ethyl benzoate to water) and θB0‘ (ethanol to water). This article is cited by A macroporous polymeric acid catalyst enables a direct esterification of carboxylic acids and alcohols at 50 to 80°C without removal of water to give the corresponding esters with high yield. 1 Note that esterification reactions can be significantly influenced by the concentration of starting materials and products in solution, as explained by Le Chatelier’s Principle. Esterification was catalyzed with sulfuric acid and with ion exchange resins. Esterification of adipic acid with methanol over Amberlyst 35. Article Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. Assuming the equilibrium constant for the esterification of benzoic with methanol is K = 3, calculate the theoretical yield of methyl benzoate expected using the molar amounts used in the experiment (Lab I l, above). A mathematical model was proposed to describe temperature profiles and to predict the conversion of the reaction in the tubular flow microwave reactor. Upon filtration, white benzocaine crystals formed. Yu-Ting Tsai, Ho-mu Lin, Ming-Jer Lee. We use cookies to help provide and enhance our service and tailor content and ads. ScienceDirect ® is a registered trademark of Elsevier B.V. ScienceDirect ® is a registered trademark of Elsevier B.V. Esterification of benzoic acid in microwave tubular flow reactor. Please reconnect. This study realized 80.4% conversion for benzoic acid and >99% selectivity for ethyl benzoate under 120 °C at 34 h. Various characteristics of the reaction were studied, such as performance of Ti3AlC2 and SO42−/Ti3AlC2, the influence of bases, reaction temperature, reaction time, and recycling of the catalyst. Information. The kinetic behavior of the synthesis and hydrolysis of ethyl benzoate over an acidic cation-exchange resin, Amberlyst 39, was investigated with a fixed-bed reactor at atmospheric pressure. Find more information on the Altmetric Attention Score and how the score is calculated. -toluenesulphonic acid. All rights reserved. Benzocaine is structurally analogous to Cocaine, Lidocaine, and Novocaine (shown below) and is prepared by the esterification of p-aminobenzoic acid with ethanol. not otherwise permitted to reproduce, republish, redistribute, or sell any Supporting Information It is a colorless liquid that is almost insoluble in water, but miscible with most organic solvents. 11 publications. A novel catalyst of SO42− over Ti3AlC2 ceramic was prepared by an impregnation method. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Additionally, the relative adsorption constants between two reacting species were determined from adsorption experiments. By continuing you agree to the use of cookies. P Melting Point-Known= 88-90 °C. These metrics are regularly updated to reflect usage leading up to the last few days. The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. The LHHW model yielded the best representation for the kinetic behavior of the liquid−solid catalytic synthesis and hydrolysis of ethyl benzoate. The optimized reaction conditions were as follows: SO 4 2 − /Ti 3 AlC 2, 0.195 g, benzoic acid, 1.220 g, ethanol, 150 mL; reaction temperature, 120 °C; reaction time, 34 h. To check the activity and stability of the SO 4 2 − /Ti 3 AlC 2 sample, the catalyst was used three times in the esterification of benzoic acid. As with many volatile esters, ethyl benzoate has a pleasant odor described as sweet, wintergreen, fruity, medicinal, cherry, and grape. Kinetics of Synthesis and Hydrolysis of Ethyl Benzoate over Amberlyst 39, Department of Chemical Engineering, National Taiwan University of Science and Technology, 43 Keelung Road, Section 4, Taipei 106-07, Taiwan. Find more information about Crossref citation counts. Please note: If you switch to a different device, you may be asked to login again with only your ACS ID. The kinetic data of both the synthesis and hydrolysis of ethyl benzoate were simultaneously correlated with the quasi-homogeneous, Eley−Rideal, and Langmuir−Hinshelwood−Hougen−Watson (LHHW) models. Kinetic modeling of benzoic acid esterification using functionalized silica gel. Get article recommendations from ACS based on references in your Mendeley library. Phone:  886-2-2737-6643. Reaction kinetics and mechanism for hydration of cyclohexene over ion-exchange resin and H-ZSM-5. Xianglei Shan, Zhenmin Cheng, and Ying Li . The operating conditions in the microwave reactor allowed us to achieve high conversions at relatively low residence times. Xianglei Shan, Zhenmin Cheng, Peiqing Yuan. Chemical Engineering and Processing: Process Intensification. To whom correspondence should be addressed. https://doi.org/10.1016/S1385-8947(99)00171-0. Copyright © 2020 Elsevier B.V. or its licensors or contributors. Kinetics of heterogeneous esterification of glutaric acid with methanol over Amberlyst 35. Industrial & Engineering Chemistry Research. The equilibrium conversion of benzoic acid in the esterification was found to increase with an increase in both temperature and θB0. Journal of the Taiwan Institute of Chemical Engineers. Kinetics of esterification of benzoic acid and isoamyl alcohol catalyzed by benzocaine: 0.368g. Mass of Substances-p-aminobenzoic acid: 1.201g. redistribute this material, requesters must process their own requests via the RightsLink permission The microwave reactor operated at medium pressure and high temperature conditions. All results indicate that SO42−/Ti3AlC2 can serve as an acid catalyst. Closed-Loop Model-Based Design of Experiments for Kinetic Model Discrimination and Parameter Estimation: Benzoic Acid Esterification on a Heterogeneous Catalyst. Copyright © 2020 Elsevier B.V. or its licensors or contributors. Na 2 CO 3: 11mL. You’ve supercharged your research process with ACS and Mendeley! The American Chemical Society holds a copyright ownership interest in any copyrightable Supporting You have to login with your ACS ID befor you can login with your Mendeley account. A, B, C, and D = benzoic acid, ethanol, ethyl benzoate, and water, respectively, Af = Arrhenius preexponential factor of the forward reaction (mol min-1 kg-1), Aij/R and Aji/R = interaction energy parameters in the NRTL model (K), Ar = Arrhenius preexponential factor of the reverse reaction (mol min-1 kg-1), CA0 = inlet concentration of benzoic acid (mol cm-3), CD0 = inlet concentration of water (mol cm-3), E0,f = activation energy of the forward reaction (kJ mol-1), E0,r = activation energy of the reverse reaction (kJ mol-1), F = volumetric flow rate of feed (cm3 min-1), FA = molar flow rate of benzoic acid in feed (mol min-1), FD = molar flow rate of water in feed (mol min-1), Δhf = molar heat of ethyl benzoate synthesis (kJ mol-1), kf = rate constant of forward reaction (mol min-1 kg-1), kr = rate constant of reverse reaction (mol min-1 kg-1), KD = adsorption equilibrium constant of water, Ka = equilibrium constant in terms of activity, Kγ = equilibrium constant in terms of activity coefficient, K1,2 = ratio of adsorption constants between components 1 and 2, n0 = total initial number of moles in the liquid phase (mol), nis = number of moles of component i adsorbed on the surface per unit mass of absorbent (mol g-1), ns = the constant total number of moles which can be accommodated in the adsorbed phase by unit mass of solid (mol g-1), Nf = number of data points of synthesis of ethyl benzoate, Nr = number of data points of hydrolysis of ethyl benzoate, p = number of parameters in the kinetic models, −rA = reaction rate of benzoic acid (mol min-1 kg-1), −rD = reaction rate of water (mol min-1 kg-1), Δx = change in the mole fraction in the liquid phase, θB0 = molar ratio of feed (ethanol to benzoic acid), θC0‘ = molar ratio of ethyl benzoate to water.