Open Access Open Access  Restricted Access Subscription Access

DFT Study on Hydrogenation Reaction of 1-Hydroxypropan-2-One


Affiliations
1 Department of Chemical Engineering, IIT Guwahati, Assam, India
 

1-hydroxypropan-2-one is an important bio-oil compound obtained after pyrolysis of biomass. The model bio-oil compound for this study, i.e. 1-hydroxypropan-2-one has two oxygen atoms which degrades the quality of bio-oil as fuel thus needs to be upgraded. To remove all the oxygen atoms, three simultaneous hydrogenation reactions are required to get propane as the final product. However, in this study we have reported one hydrogenation reaction and acetone as an intermediate compound is targeted. This study investigates the reaction pathway and barrier height for hydrogenation reaction. Optimization calculation has been performed to find the transition state and a frequency calculation has been done to recognize the transition state. An IRC calculation task was given to find out the minima in both direction to get an optimized structure of reactant and product which also reaffirms the transition state. Optimization, frequency and IRC calculation has been performed at M06-2X level of theory with 6-31g+(d,p) basis set. Energy has been calculated for all the optimized structures at B3LYP/6-311g+(d,p) level of theory. All calculations have been performed using Gaussian 09 and Gauss View 5 software package.

Keywords

DFT, Hydrogenation, IRC Calculation, Optimazation.
User
Notifications
Font Size

  • Serrano-Ruiz JC, Dumesic JA. Catalytic routes for the conversion of biomass into liquid hydrocarbon transportation fuels. Energy Environ Sci. 2011; 4 (1):83–99.
  • Yu-Chuan L, Huber GW. The critical role of heterogeneous catalysis in lignocellulosic biomass conversion. Energy Environ Sci. 2009; 2:68–80
  • Saidi M, Samimi F, Karimipourfard D, Nimmanwudipong T, Gates BC, Rahimpour MR. Upgrading of ligninderived bio-oils by catalytic hydrodeoxygenation. Energy Environ Sci. 2014; 7:103.
  • Tang Z, Lu Q, Zhang Y, Zhu X, Guo Q. One Step bio-Oil Upgrading through Hydrotreatment, Esterification, and Cracking. Ind Eng Chem Res. 2009; 48:6923–9.
  • Huber GW, Iborra S, Corma A. Synthesis of Transportation fuels from Biomass: Chemistry, Catalysts, and Engineering. Chem Rev. 2006; 106:4044–98.
  • Rodriguez J, Jih-Sheng L, Peng FZ. Multilevel inverters: a survey of topologies, controls, and applications. IEEE Transactions on Industrial Electronics. 2002 Aug; 49(4):724–38.
  • Mullen CA, Boateng AA. Chemical Composition of Bio-oils Produced by fast pyrolysis of two energy crops. Energy and Fuels. 2008; 22:2104–9.
  • Arjun N, Sharma RV, Dalal AK. Green diesel synthesis by hydrodeoxygenation of bio-based feedstocks: Strategies for catalyst design and development. Renewable and Sustainable Energy Reviews. 2015; 48:240–55.
  • Romero Y, Richard F, Brunet S. Hydrodeoxygenation of 2-ethylphenol as a model compound of bio-crude over sulfide Mo-based catalysts: Promoting effect and reaction mechanism. Applied Catalysis B, Environmental. 2010; 98:213–23.
  • Huang J, Liu C, Tong H, Li W, Wu D. A density functional theory study on formation mechanism of CO, CO2 and CH4 in pyrolysis of lignin. Computational and Theoretical Chemistry. 2014; 1045:1–9.
  • Hohenberg P, Kohn W. Inhomogeneous Electron Gas. Phys Rev. 1964; 136:B864–71.
  • Kohn W, Sham LJ. Self-Consistent Equations Including Exchange and Correlation Effects. Phys Rev. 1965; 140:A1133–38.
  • Zhao Y, Truhlar DG. The M06 suite of density functionals for main group thermochemistry, thermochemical kinetics, noncovalent interactions, excited states, and transition elements: two new functionals and systematic testing of four M06-class functionals and 12 other functional. Theor Chem Acc. 2008; 120:215–41.
  • Petersson GA, Bennett A, Tensfeldt TG, Al-Laham MA, Shirley WA, Mantzaris J. A complete basis set model chemistry. I. The total energies of closed-shell atoms and hydrides of the first-row atoms. J Chem Phys. 1988; 89:2193–218.
  • Becke AD. A new mixing of Hartree-Fock and local density-functional theories. J Chem Phys. 1993; 98:1372–7
  • McLean AD, Chandler GS. Contracted Gaussian-basis sets for molecular calculations. 1. 2nd row atoms, Z=11-18. J Chem Phys. 1980; 72:5639–48.
  • Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, et al. Gaussian 09, Revision D.01. Wallingford CT: Gaussian, Inc.; 2009.
  • Dennington R, Keith T, Millam J. GaussView, Version 5. Shawnee Mission, KS: Semichem Inc.; 2009.

Abstract Views: 143

PDF Views: 44




  • DFT Study on Hydrogenation Reaction of 1-Hydroxypropan-2-One

Abstract Views: 143  |  PDF Views: 44

Authors

Anand Mohan Verma
Department of Chemical Engineering, IIT Guwahati, Assam, India
Nanda Kishore
Department of Chemical Engineering, IIT Guwahati, Assam, India

Abstract


1-hydroxypropan-2-one is an important bio-oil compound obtained after pyrolysis of biomass. The model bio-oil compound for this study, i.e. 1-hydroxypropan-2-one has two oxygen atoms which degrades the quality of bio-oil as fuel thus needs to be upgraded. To remove all the oxygen atoms, three simultaneous hydrogenation reactions are required to get propane as the final product. However, in this study we have reported one hydrogenation reaction and acetone as an intermediate compound is targeted. This study investigates the reaction pathway and barrier height for hydrogenation reaction. Optimization calculation has been performed to find the transition state and a frequency calculation has been done to recognize the transition state. An IRC calculation task was given to find out the minima in both direction to get an optimized structure of reactant and product which also reaffirms the transition state. Optimization, frequency and IRC calculation has been performed at M06-2X level of theory with 6-31g+(d,p) basis set. Energy has been calculated for all the optimized structures at B3LYP/6-311g+(d,p) level of theory. All calculations have been performed using Gaussian 09 and Gauss View 5 software package.

Keywords


DFT, Hydrogenation, IRC Calculation, Optimazation.

References