AUTHORS: Juan Carlos Beltran-Prieto, Karel Kolomaznik

Download as PDF

ABSTRACT: Currently, special attention is paid to partial oxidation of several sugar alcohols because it generates oxidation intermediate products with high utility value. In the present paper, we study the modelling of oxidation reaction of 1,2,3 propanotriol using an oxidizing agent in low concentrations. A major problem of such oxidation system is its low reactivity and high oxidation reactivity of products, As a result, the yield to a specific compound (i.e. dihydroxypropanal) depends on the ratio of rate constants of the consecutive reactions and also on the initial concentration of oxidizing agent. In this case, as the input value for the model calculations we chose a ratio of values of the specified rate constants and initial concentrations of nitrous oxide and 1,2,3-propanotriol. Accordingly, an experimental setup was proposed to follow the variation of temperature of the reaction blend after gradual addition of ammonium nitrate to a solution of 1,2,3 propanotriol, which can provide insights for the control of the chemical reactor.

KEYWORDS: Nitrous oxide, oxidation, 1,2,3 propanotriol, dihydroxypropanal, mathematical model, control

REFERENCES:

[1] F. A. Carey, R. M. Giuliano, R. Álvarez Manzo, M. del C. Doria Serrano, S. Sarmiento Ortega, and J. A. Velázquez Arellano, Organic Chemistry, McGraw-Hill Education, 2014.

[2] L. G. Wade, Organic Chemistry, Pearson, 2012.

[3] M. L. de Araújo, D. Mandelli, Y. N. Kozlov, W. A. Carvalho, and G. B. Shul’pin, Oxidation of hydroxyacetone (acetol) with hydrogen peroxide in acetonitrile solution catalyzed by iron(III) chloride, J. Mol. Catal. A Chem., Vol. 422, 2016, pp. 103–114.

[4] T. Kageyama, Y. Yoshida, and T. Sugizaki, Studies on bromite. IX. Oxidation of secondary alcohols with sodium bromite in the alkaline aqueous solution added with metal ions, Nippon Kagaku Kaishi, Vol. 1986, No. 6, 1986, pp. 792–795.

[5] D. S. Fullerton and C.-M. Chen, In Situ Allylic Oxidations With Collins Reagent, Synth. Commun., Vol. 6, No. 3, 1976, pp. 217–220.

[6] M. Li and M. E. Johnson, Oxidation of Certain 4-Substituted Phenethyl Alcohols with Collins Reagent: On the Mechanism of a CarbonCarbon Bond Cleavage, Synth. Commun., Vol. 25, No. 4, 1995, pp. 533–537.

[7] S. Chandrasekaran and V. Ganesh, Oxidation Adjacent to Oxygen of Alcohols by Chromium Reagents, in Comprehensive Organic Synthesis II, 2014, pp. 277–294.

[8] R. J. Fessenden and J. S. Fessenden, Organic chemistry. Brooks/Cole, 1994.

[9] John Mcmurry, Organic Chemistry, Brooks Cole 2013.

[10] R. Stewart and R. van der Linden, The mechanism of the permanganate oxidation of fluoro alcohols in aqueous solution, Discuss. Faraday Soc., Vol. 29, No. 0, 1960, pp. 211.

[11] G. Tojo and M. Fernandez, Selective Oxidations of Secondary Alcohols in Presence of Primary Alcohols, in Oxidation of Alcohols to Aldehydes and Ketones, Springer-Verlag, 2006, pp. 339–349.

[12] B. Ohtani, S.-I. Takamiya, Y. Hirai, M. Sudoh, S.-I. Nishimoto, and T. Kagiya, Catalytic Oxidation with Nitrous Oxide: Oxidation of Alcohols, Ethers and Amines in an Aqueous Suspension of Platinum Particles at Room Temperature, J. Chem. Soc., Perkin Trans, No. 2, 1992, pp. 175-179.

[13] H. S. Fogler, Elements of Chemical Reaction Engineering, Prentice Hall, 1999.

[14] B. A. Finlayson, Introduction to Chemical Engineering Computing. John Wiley and Sons, Inc, 2006.

[15] I. Tosun, Modeling in Transport Phenomena, Elsevier, 2007

[16] R. L. Burden and J. D. Faires, Numerical Methods, Brooks Cole, 2002.

[17] A. S. Foust, L. A. Wenzel, C. W. Clump, L. Maus, and L. B. Andersen, Principles of unit operations, John Wiley & Sons, Inc, 1980.

[18] G. Stephanopoulos, Chemical Process Control: An Introduction to Theory and Practice. Prentice-Hall, 1984.

[19] E. D. Seborg, T. F. Edgar, and D. Mellichamp, Process Dynamics and Control. John Wiley and Sons, Inc., 1989.

[20] R. Aris, Elementary Chemical Reactor Analysis. Dover Publications, 2000