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Volumn 118, Issue 46, 2014, Pages 11026-11032

Enthalpy of formation of anisole: Implications for the controversy on the O-H bond dissociation enthalpy in phenol

Author keywords

[No Author keywords available]

Indexed keywords

CALCULATIONS; CALORIMETERS; CALORIMETRY; CHEMICAL BONDS; DISSOCIATION; PHENOLS;

EID: 84913596337     PISSN: 10895639     EISSN: 15205215     Source Type: Journal    
DOI: 10.1021/jp507267f     Document Type: Article
Times cited : (25)

References (60)
  • 1
    • 0001161617 scopus 로고    scopus 로고
    • Energetics of the O-H Bond in Phenol and Substituted Phenols: A Critical Evaluation of Literature Data
    • Borges dos Santos, R. M.; Martinho Simões, J. A. Energetics of the O-H Bond in Phenol and Substituted Phenols: A Critical Evaluation of Literature Data. J. Phys. Chem. Ref. Data 1998, 27, 707-739.
    • (1998) J. Phys. Chem. Ref. Data , vol.27 , pp. 707-739
    • Borges Dos Santos, R.M.1    Martinho Simões, J.A.2
  • 3
    • 33748796616 scopus 로고    scopus 로고
    • Gas-Phase Acidities and O-H Bond Dissociation Enthalpies of Phenol, 3-Methylphenol, 2,4,6-Trimethylphenol, and Ethanoic Acid
    • Angel, L. A.; Ervin, K. M. Gas-Phase Acidities and O-H Bond Dissociation Enthalpies of Phenol, 3-Methylphenol, 2,4,6-Trimethylphenol, and Ethanoic Acid. J. Phys. Chem. A 2006, 110, 10392-10403.
    • (2006) J. Phys. Chem. A , vol.110 , pp. 10392-10403
    • Angel, L.A.1    Ervin, K.M.2
  • 4
    • 34547877558 scopus 로고    scopus 로고
    • Bond-Dissociation Enthalpies in the Gas Phase and in Organic Solvents: Making Ends Meet
    • Borges dos Santos, R. M.; Costa Cabral, B. J.; Martinho Simões, J. A. Bond-Dissociation Enthalpies in the Gas Phase and in Organic Solvents: Making Ends Meet. Pure Appl. Chem. 2007, 79, 1369-1382.
    • (2007) Pure Appl. Chem. , vol.79 , pp. 1369-1382
    • Borges Dos Santos, R.M.1    Costa Cabral, B.J.2    Martinho Simões, J.A.3
  • 8
    • 0000150045 scopus 로고
    • Kinetic Determination of Dissociation-Energy of C-O Bond in Anisole
    • Paul, S.; Back, M. H. Kinetic Determination of Dissociation-Energy of C-O Bond in Anisole. Can. J. Chem. 1975, 53, 3330-3338.
    • (1975) Can. J. Chem. , vol.53 , pp. 3330-3338
    • Paul, S.1    Back, M.H.2
  • 9
    • 0024302933 scopus 로고
    • Kinetics of the Thermal-Decomposition of Methoxybenzene (Anisole)
    • Mackie, J. C.; Doolan, K. R.; Nelson, P. F. Kinetics of the Thermal-Decomposition of Methoxybenzene (Anisole). J. Phys. Chem. 1989, 93, 664-670.
    • (1989) J. Phys. Chem. , vol.93 , pp. 664-670
    • Mackie, J.C.1    Doolan, K.R.2    Nelson, P.F.3
  • 10
    • 0000768935 scopus 로고
    • The Thermal-Decomposition of Anisole and the Heat of Formation of the Phenoxy Radical - Comment
    • Back, M. H. The Thermal-Decomposition of Anisole and the Heat of Formation of the Phenoxy Radical - Comment. J. Phys. Chem. 1989, 93, 6880-6881.
    • (1989) J. Phys. Chem. , vol.93 , pp. 6880-6881
    • Back, M.H.1
  • 11
    • 0000631476 scopus 로고
    • The Thermal-Decomposition of Hydroxy-Substituted and Methoxy-Substituted Anisoles
    • Suryan, M. M.; Kafafi, S. A.; Stein, S. E. The Thermal-Decomposition of Hydroxy-Substituted and Methoxy-Substituted Anisoles. J. Am. Chem. Soc. 1989, 111, 1423-1429.
    • (1989) J. Am. Chem. Soc. , vol.111 , pp. 1423-1429
    • Suryan, M.M.1    Kafafi, S.A.2    Stein, S.E.3
  • 12
    • 0001351779 scopus 로고
    • Thermal-Decomposition of Methyl Phenyl Ether in Shock-Waves - The Kinetics of Phenoxy Radical Reactions
    • Lin, C. Y.; Lin, M. C. Thermal-Decomposition of Methyl Phenyl Ether in Shock-Waves - The Kinetics of Phenoxy Radical Reactions. J. Phys. Chem. 1986, 90, 425-431.
    • (1986) J. Phys. Chem. , vol.90 , pp. 425-431
    • Lin, C.Y.1    Lin, M.C.2
  • 13
    • 0001983968 scopus 로고    scopus 로고
    • Heats of Formation of Organic Free Radicals by Kinetic Methods
    • Martinho Simões, J. A., Greenberg, A., Liebman, J. F., Eds.; Blackie: London
    • Tsang, W. Heats of Formation of Organic Free Radicals by Kinetic Methods. In Energetics of Organic Free Radicals; Martinho Simões, J. A., Greenberg, A., Liebman, J. F., Eds.; Blackie: London, 1996; pp 22-58.
    • (1996) Energetics of Organic Free Radicals , pp. 22-58
    • Tsang, W.1
  • 14
    • 0034837520 scopus 로고    scopus 로고
    • Oxygen - Carbon Bond Dissociation Enthalpies of Benzyl Phenyl Ethers and Anisoles. An Example of Temperature Dependent Substituent Effects
    • Pratt, D. A.; de Heer, M. I.; Mulder, P.; Ingold, K. U. Oxygen - Carbon Bond Dissociation Enthalpies of Benzyl Phenyl Ethers and Anisoles. An Example of Temperature Dependent Substituent Effects. J. Am. Chem. Soc. 2001, 123, 5518-5526.
    • (2001) J. Am. Chem. Soc. , vol.123 , pp. 5518-5526
    • Pratt, D.A.1    De Heer, M.I.2    Mulder, P.3    Ingold, K.U.4
  • 15
    • 34548818103 scopus 로고
    • Ueber den Wärmewerth der Aether der Phenolreihe
    • Stohmann, F.; Rodatz, P.; Herzberg, H. Ueber den Wärmewerth der Aether der Phenolreihe. J. Prakt. Chem. 1887, 35, 22-43.
    • (1887) J. Prakt. Chem. , vol.35 , pp. 22-43
    • Stohmann, F.1    Rodatz, P.2    Herzberg, H.3
  • 16
    • 0040050796 scopus 로고
    • Chaleurs de Combustion du Phénol, du m-Crésol et de leurs Éthers
    • Badoche, M. M. Chaleurs de Combustion du Phénol, du m-Crésol et de leurs Éthers. Bull. Soc. Chim. Fr. 1941, 8, 212-220.
    • (1941) Bull. Soc. Chim. Fr. , vol.8 , pp. 212-220
    • Badoche, M.M.1
  • 17
    • 0004666072 scopus 로고
    • Heats of Combustion of Monosubstituted Benzenes
    • Lebedeva, N. D.; Katin, Y. A. Heats of Combustion of Monosubstituted Benzenes. Russ. J. Phys. Chem. 1972, 46, 1088-1089.
    • (1972) Russ. J. Phys. Chem. , vol.46 , pp. 1088-1089
    • Lebedeva, N.D.1    Katin, Y.A.2
  • 18
    • 0001721747 scopus 로고
    • Thermodynamic Properties of Organic Oxygen Compounds
    • Fenwick, J. O.; Harrop, D.; Head, A. J. Thermodynamic Properties of Organic Oxygen Compounds. 41. Enthalpies of Formation of Eight Ethers. J. Chem. Thermodyn. 1975, 7, 943-954.
    • (1975) J. Chem. Thermodyn. , vol.41 , Issue.7 , pp. 943-954
    • Fenwick, J.O.1    Harrop, D.2    Head, A.J.3
  • 19
    • 0000945476 scopus 로고
    • Vapor Pressure Temperature Data on Some Organic Compounds
    • Dreisbach, R. R.; Shrader, S. A. Vapor Pressure Temperature Data on Some Organic Compounds. Ind. Eng. Chem. 1949, 41, 2879-2880.
    • (1949) Ind. Eng. Chem. , vol.41 , pp. 2879-2880
    • Dreisbach, R.R.1    Shrader, S.A.2
  • 20
    • 0001291150 scopus 로고
    • Untersuchungen über Dampfdruckkurven und kritische Daten einiger technisch wichtiger organischer Substanzen
    • Glaser, F.; Rüland, H. Untersuchungen über Dampfdruckkurven und kritische Daten einiger technisch wichtiger organischer Substanzen. Chem. Ing. Tech. 1957, 29, 772-775.
    • (1957) Chem. Ing. Tech. , vol.29 , pp. 772-775
    • Glaser, F.1    Rüland, H.2
  • 21
    • 84868215961 scopus 로고
    • Studium der intermolekularen Wechselwirkungen in Flüssigkeiten VI. Gleichgewicht Flüssigkeit-Dampf des Systems Anisol-Äthyläther, Anisol-n- Butyläther und Methylalkohol-Tetrahydrofuran
    • Papoušek, D.; Págo, L. Studium der intermolekularen Wechselwirkungen in Flüssigkeiten VI. Gleichgewicht Flüssigkeit-Dampf des Systems Anisol-Äthyläther, Anisol-n- Butyläther und Methylalkohol-Tetrahydrofuran. Collect. Czechosl. Chem. Comm. 1959, 24, 2666-2672.
    • (1959) Collect. Czechosl. Chem. Comm. , vol.24 , pp. 2666-2672
    • Papoušek, D.1    Págo, L.2
  • 22
    • 37049052168 scopus 로고
    • Thermodynamic Properties of Organic Oxygen Compounds. 15. Purification and Vapour Pressures of Some Ketones and Ethers
    • Collerson, R. R.; Counsell, J. F.; Handley, R.; Martin, J. F.; Sprake, C. H. S. Thermodynamic Properties of Organic Oxygen Compounds. 15. Purification and Vapour Pressures of Some Ketones and Ethers. J. Chem. Soc. 1965, 3697-3700.
    • (1965) J. Chem. Soc. , pp. 3697-3700
    • Collerson, R.R.1    Counsell, J.F.2    Handley, R.3    Martin, J.F.4    Sprake, C.H.S.5
  • 23
    • 0012054130 scopus 로고
    • Thermodynamic Properties of Organic Oxygen Compounds. 18. Vapour Heat Capacities and Heats of Vaporization of Ethyl Ketone, Ethyl Propyl Ketone, Methyl Isopropyl Ketone, and Methyl Phenyl Ether
    • Hales, J. L.; Lees, E. B.; Ruxton, D. J. Thermodynamic Properties of Organic Oxygen Compounds. 18. Vapour Heat Capacities and Heats of Vaporization of Ethyl Ketone, Ethyl Propyl Ketone, Methyl Isopropyl Ketone, and Methyl Phenyl Ether. Trans. Farad. Soc. 1967, 63, 1876-1879.
    • (1967) Trans. Farad. Soc. , vol.63 , pp. 1876-1879
    • Hales, J.L.1    Lees, E.B.2    Ruxton, D.J.3
  • 27
    • 0035545286 scopus 로고    scopus 로고
    • 5-Bis-pentamethylcyclopentadienyl Iron Measured with an Electrically Calibrated Vacuum-drop Sublimation Microcalorimetric Apparatus
    • 5-Bis-pentamethylcyclopentadienyl Iron Measured with an Electrically Calibrated Vacuum-drop Sublimation Microcalorimetric Apparatus. J. Chem. Thermodyn. 2001, 33, 11-21.
    • (2001) J. Chem. Thermodyn. , vol.33 , pp. 11-21
    • Kiyobayashi, T.1    Minas Da Piedade, M.E.2
  • 28
    • 33646890871 scopus 로고    scopus 로고
    • A New Calorimetric System to Measure Heat Capacities of Solids by the Drop Method
    • Bernardes, C. E. S.; Santos, L. M. N. B. F.; Minas da Piedade, M. E. A New Calorimetric System to Measure Heat Capacities of Solids by the Drop Method. Meas. Sci. Technol. 2006, 17, 1405-1408.
    • (2006) Meas. Sci. Technol. , vol.17 , pp. 1405-1408
    • Bernardes, C.E.S.1    Santos, L.M.N.B.F.2    Minas Da Piedade, M.E.3
  • 31
    • 77951680464 scopus 로고    scopus 로고
    • A Consistent and Accurate Ab Initio Parametrization of Density Functional Dispersion Correction (DFT-D) for the 94 Elements H-Pu
    • Grimme, S.; Antony, J.; Ehrlich, S.; Krieg, H. A Consistent and Accurate Ab Initio Parametrization of Density Functional Dispersion Correction (DFT-D) for the 94 Elements H-Pu. J. Chem. Phys. 2010, 132, 154104.
    • (2010) J. Chem. Phys. , vol.132 , pp. 154104
    • Grimme, S.1    Antony, J.2    Ehrlich, S.3    Krieg, H.4
  • 32
    • 0000189651 scopus 로고
    • Density-Functional Thermochemistry. III. The Role of Exact Exchange
    • Becke, A. D. Density-Functional Thermochemistry. III. The Role of Exact Exchange. J. Chem. Phys. 1993, 98, 5648-5652.
    • (1993) J. Chem. Phys. , vol.98 , pp. 5648-5652
    • Becke, A.D.1
  • 33
    • 33751157732 scopus 로고
    • Ab-Initio Calculation of Vibrational Absorption and Circular-Dichroism Spectra Using Density-Functional Force-Fields
    • Stephens, P. J.; Devlin, F. J.; Chabalowski, C. F.; Frisch, M. J. Ab-Initio Calculation of Vibrational Absorption and Circular-Dichroism Spectra Using Density-Functional Force-Fields. J. Chem. Phys. 1994, 98, 11623-11627.
    • (1994) J. Chem. Phys. , vol.98 , pp. 11623-11627
    • Stephens, P.J.1    Devlin, F.J.2    Chabalowski, C.F.3    Frisch, M.J.4
  • 34
    • 33746614482 scopus 로고
    • Gaussian-Basis Sets for Use in Correlated Molecular Calculations. 1. The Atoms Boron through Neon and Hydrogen
    • Dunning, T. H., Jr. Gaussian-Basis Sets for Use in Correlated Molecular Calculations. 1. The Atoms Boron through Neon and Hydrogen. J. Chem. Phys. 1989, 90, 1007-1023.
    • (1989) J. Chem. Phys. , vol.90 , pp. 1007-1023
    • Dunning, T.H.1
  • 35
    • 10844224532 scopus 로고    scopus 로고
    • Fast Hartree-Fock Theory using Local Density Fitting Approximations
    • Polly, R.; Werner, H.-J.; Manby, F. R.; Knowles, P. J. Fast Hartree-Fock Theory using Local Density Fitting Approximations. Mol. Phys. 2004, 102, 2311-2321.
    • (2004) Mol. Phys. , vol.102 , pp. 2311-2321
    • Polly, R.1    Werner, H.-J.2    Manby, F.R.3    Knowles, P.J.4
  • 36
    • 0036385792 scopus 로고    scopus 로고
    • A Fully Direct RI-HF Algorithm: Implementation, Optimised Auxiliary Basis Sets, Demonstration of Accuracy and Efficiency
    • Weigend, F. A Fully Direct RI-HF Algorithm: Implementation, Optimised Auxiliary Basis Sets, Demonstration of Accuracy and Efficiency. Phys. Chem. Chem. Phys. 2002, 4, 4285-4291.
    • (2002) Phys. Chem. Chem. Phys. , vol.4 , pp. 4285-4291
    • Weigend, F.1
  • 37
    • 32044436959 scopus 로고    scopus 로고
    • Explicitly Correlated Second-Order Perturbation Theory using Density Fitting and Local Approximations
    • No. 054114
    • Werner, H.-J.; Manby, F. R. Explicitly Correlated Second-Order Perturbation Theory using Density Fitting and Local Approximations. J. Chem. Phys. 2006, 124, No. 054114.
    • (2006) J. Chem. Phys. , vol.124
    • Werner, H.-J.1    Manby, F.R.2
  • 38
    • 34247633618 scopus 로고    scopus 로고
    • General Orbital Invariant MP2-F12 Theory
    • No. 164102
    • Werner, H.-J.; Adler, T. B.; Manby, F. R. General Orbital Invariant MP2-F12 Theory. J. Chem. Phys. 2007, 126, No. 164102.
    • (2007) J. Chem. Phys. , vol.126
    • Werner, H.-J.1    Adler, T.B.2    Manby, F.R.3
  • 39
    • 59949093519 scopus 로고    scopus 로고
    • Simplified CCSD(T)-F12 Methods: Theory and Benchmarks
    • No. 054104
    • Knizia, G.; Adler, T. B.; Werner, H.-J. Simplified CCSD(T)-F12 Methods: Theory and Benchmarks. J. Chem. Phys. 2009, 130, No. 054104.
    • (2009) J. Chem. Phys. , vol.130
    • Knizia, G.1    Adler, T.B.2    Werner, H.-J.3
  • 40
    • 40149107023 scopus 로고    scopus 로고
    • Systematically Convergent Basis Sets for Explicitly Correlated Wavefunctions: The Atoms H, He, B-Ne, and Al-Ar
    • No. 084102
    • Peterson, K. A.; Adler, T. B.; Werner, H.-J. Systematically Convergent Basis Sets for Explicitly Correlated Wavefunctions: the Atoms H, He, B-Ne, and Al-Ar. J. Chem. Phys. 2008, 128, No. 084102.
    • (2008) J. Chem. Phys. , vol.128
    • Peterson, K.A.1    Adler, T.B.2    Werner, H.-J.3
  • 41
    • 56349130840 scopus 로고    scopus 로고
    • Optimized Auxiliary Basis Sets for Explicitly Correlated Methods
    • No. 184108
    • Yousaf, K. E.; Peterson, K. A. Optimized Auxiliary Basis Sets for Explicitly Correlated Methods. J. Chem. Phys. 2008, 129, No. 184108.
    • (2008) J. Chem. Phys. , vol.129
    • Yousaf, K.E.1    Peterson, K.A.2
  • 42
    • 4444367231 scopus 로고    scopus 로고
    • Improving on the Resolution of the Identity in Linear R12 Ab Initio Theories
    • Valeev, E. F. Improving on the Resolution of the Identity in Linear R12 Ab Initio Theories. Chem. Phys. Lett. 2004, 395, 190-195.
    • (2004) Chem. Phys. Lett. , vol.395 , pp. 190-195
    • Valeev, E.F.1
  • 43
    • 0037154597 scopus 로고    scopus 로고
    • Efficient use of the Correlation Consistent Basis Sets in Resolution of the Identity MP2 Calculations
    • Weigend, F.; Köhn, A.; Hättig, C. Efficient use of the Correlation Consistent Basis Sets in Resolution of the Identity MP2 Calculations. J. Chem. Phys. 2002, 116, 3175-3183.
    • (2002) J. Chem. Phys. , vol.116 , pp. 3175-3183
    • Weigend, F.1    Köhn, A.2    Hättig, C.3
  • 44
    • 79951779500 scopus 로고    scopus 로고
    • Convergence of Vibrational Angular Momentum Terms within the Watson Hamiltonian
    • No. 064105
    • Neff, M.; Hrenar, T.; Oschetzki, D.; Rauhut, G. Convergence of Vibrational Angular Momentum Terms within the Watson Hamiltonian. J. Chem. Phys. 2011, 134, No. 064105.
    • (2011) J. Chem. Phys. , vol.134
    • Neff, M.1    Hrenar, T.2    Oschetzki, D.3    Rauhut, G.4
  • 45
    • 70349630530 scopus 로고    scopus 로고
    • Toward Large Scale Vibrational Configuration Interaction Calculations
    • No. 124129
    • Neff, M.; Rauhut, G. Toward Large Scale Vibrational Configuration Interaction Calculations. J. Chem. Phys. 2009, 131, No. 124129.
    • (2009) J. Chem. Phys. , vol.131
    • Neff, M.1    Rauhut, G.2
  • 47
    • 84945599356 scopus 로고
    • Simplification of the Molecular Vibration-Rotation Hamiltonian
    • Watson, J. K. G. Simplification of the Molecular Vibration-Rotation Hamiltonian. Mol. Phys. 1968, 15, 479-490.
    • (1968) Mol. Phys. , vol.15 , pp. 479-490
    • Watson, J.K.G.1
  • 48
    • 84859531157 scopus 로고    scopus 로고
    • Explicitly Correlated Wn Theory: W1-F12 and W2-F12
    • Karton, A.; Martin, J. M. L. Explicitly Correlated Wn Theory: W1-F12 and W2-F12. J. Chem. Phys. 2012, 136, 124114.
    • (2012) J. Chem. Phys. , vol.136 , pp. 124114
    • Karton, A.1    Martin, J.M.L.2
  • 49
    • 34547850726 scopus 로고    scopus 로고
    • Perturbative Treatment of the Electron-Correlation Contribution to the Diagonal Born-Oppenheimer Correction
    • No. 014102
    • Tajti, A.; Szalay, P. G.; Gauss, J. Perturbative Treatment of the Electron-Correlation Contribution to the Diagonal Born-Oppenheimer Correction. J. Chem. Phys. 2007, 127, No. 014102.
    • (2007) J. Chem. Phys. , vol.127
    • Tajti, A.1    Szalay, P.G.2    Gauss, J.3
  • 50
    • 0001242174 scopus 로고    scopus 로고
    • The Adiabatic Approximation I. The Physical Background of the Born-Handy Ansatz
    • Kutzelnigg, W. The Adiabatic Approximation I. The Physical Background of the Born-Handy Ansatz. Mol. Phys. 1997, 90, 909-916.
    • (1997) Mol. Phys. , vol.90 , pp. 909-916
    • Kutzelnigg, W.1
  • 55
    • 0001468466 scopus 로고
    • On the Accuracy of Heat of Combustion Data Obtained with a Precision Moving-Bomb Calorimetric Method for Organic Bromine Compounds
    • Bjellerup, L. On the Accuracy of Heat of Combustion Data Obtained with a Precision Moving-Bomb Calorimetric Method for Organic Bromine Compounds. Acta Chem. Scand. 1961, 15, 121-140.
    • (1961) Acta Chem. Scand. , vol.15 , pp. 121-140
    • Bjellerup, L.1
  • 56
    • 0003324453 scopus 로고
    • Assignment of Uncertainties
    • Sunner, S., Ma˚nsson, M., Eds.; Pergamon Press: Oxford, U.K.
    • Olofsson, G. Assignment of Uncertainties; In Experimental Chemical Thermodynamics ; Sunner, S., Ma˚nsson, M., Eds.; Pergamon Press: Oxford, U.K., 1979; Vol. 1, pp 137-159.
    • (1979) Experimental Chemical Thermodynamics , vol.1 , pp. 137-159
    • Olofsson, G.1


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