Enthalpies of formation and substituent effects of ortho-, meta-, and para-aminotoluenes from thermochemical measurements and from ab initio calculations

Journal of Physical Chemistry A

Volumn 109, Issue 17, 2005, Pages 3960-3966

  Emel'yanenko, Vladimir N ^a   Verevkin, Sergey P ^a  

^a UNIVERSITY OF ROSTOCK   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

CALCULATIONS; CALORIMETRY; DATA REDUCTION; SUBLIMATION; TOLUENE; VAPORIZATION;

ENTHALPY OF FORMATION; ENTHALPY OF VAPORIZATION; GASEOUS STATES; THERMOCHEMICAL MEASUREMENTS;

ENTHALPY;

EID: 18844442052     PISSN: 10895639     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp045450i     Document Type: Article

References (47)

1. Verevkin, S. P. J. Chem. Thermodyn. 1997, 29, 891-899.
2. Verevkin, S. P. J. Chem. Thermodyn. 2000, 32, 247-259.
3. Draeger, J. A. J. Chem. Thermodyn. 1984, 16, 1067-1073.
4. Chao, J.; Gadalla, N. A. M.; Gammon, B. E.; Marsh, K. N.; Rodgers, A. S.; Somayajulu, G. R.; Wilhoit, R. C. J. Phys. Chem. Ref. Data 1990, 19, 1547-1615.
5. Steele, W. V.; Chirico, R. D.; Nguyen, A.; Knipmeyer, S. E. J. Chem. Thermodyn. 1994, 26, 515-544.
6. Swarts, M. F. Recl. Trav. Chim. Pays-Bas 1909, 28, 155-165.
7. Pushin, N. A. Bull. Soc. Chim. Belg. 1954, 19, 531-547.
8. Berliner, J. F. T.; May, O. E. J. Am. Chem. Soc. 1927, 49, 1007-1011.
9. Dreisbach, R. R.; Shrader, S. A. Ind. Eng. Chem. 1949, 41, 2879-2880.
10. Glaser, F.; Ruland, H. Chem. Ing. Technol. 1957, 29, 772-775.
11. Cabezas, J. L.; Beltran, S. J. Chem. Eng. Data 1990, 35, 389-392.
12. Stull, D. R. Ind. Eng. Chem. 1947, 39, 517-540.
13. Stephenson, R. M.; Malanowski, S. Handbook of the Thermodynamics of Organic Compounds; Elsevier: New York, 1987.
14. Emel'yanenko, V. N.; Strutynska, A.; Verevkin, S. P. J. Phys. Chem. A 2004, submitted for publication.
15. Verevkin, S. P. J. Chem. Eng. Data 2000, 45, 953-960.
16. Kulikov, D.; Verevkin, S. P.; Heintz, A. Fluid Phase Equilib. 2001, 192, 187-202.
17. Verevkin, S. P.; Schick, C. J. Chem. Eng. Data 2000, 45, 946-952.
18. Atomic weights of the elements. Review 2000. Pure Appl. Chem. 2003, 75, 683-800.
19. Hendricks, K.; Jefferson, N. J. Opt. Soc. Am. 1933, 23, 299-302.
20. Hubbard, W. N.; Scott, D. W.; Waddington, G. In Experimental Thermochemistry; Rossini, F. D., Ed.; Interscience: New York, 1956, 75-127.
21. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Montgomery, J. A., Jr.; Vreven, T.; Kudin, K. N.; Burant, J. C.; Millam, J. M.; Iyengar, S. S.; Tomasi, J.; Barone, V.; Mennucci, B.; Cossi, M.; Scalmani, G.; Rega, N.; Petersson, G. A.; Nakatsuji, H.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Klene, M.; Li, X.; Knox, J. E.; Hratchian, H. P.; Cross, J. B.; Adamo, C.; Jaramillo, J.; Gomperts, R.; Stratmann, R. E.; Yazyev, O.; Austin, A. J.; Cammi, R.; Pomelli, C.; Ochterski, J. W.; Ayala, P. Y.; Morokuma, K.; Voth, G. A.; Salvador, P.; Dannenberg, J. J.; Zakrzewski, V. G.; Dapprich, S.; Daniels, A. D.; Strain, M. C.; Farkas, O.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Ortiz, J. V.; Cui, Q.; Baboul, A. G.; Clifford, S.; Cioslowski, J.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Challacombe, M.; Gill, P. M. W.; Johnson, B.; Chen, W.; Wong, M. W.; Gonzalez, C.; Pople, J. A. Gaussian 03, revision B.04; Gaussian, Inc.: Pittsburgh, PA, 2003.
22. Curtiss, L. A.; Redfern, P. C.; Raghavachari, K.; Rassolov, V.; Pople, J. A. J. Chem. Phys. 1999, 110, 4703
23. Curtiss, L. A.; Redfern, P. C.; Raghavachari, K.; Rassolov, V.; Pople, J. A. J. Chem. Phys. 1998, 110, 7764-7776.
24. McQuarrie, D. A. Statistical Mechanics; Harper & Row: New York, 1976.
25. Altun, A.; Gölcük, K.; Kumru, M. J. Mol. Struct.: THEOCHEM 2003, 625, 17-24.
26. Altun, A.; Gölcük, K.; Kumru, M. J. Mol. Struct.: THEOCHEM 2003, 637, 155-169.
27. Censky, M.; Lipovska, M.; Schmidt, H.-G.; Ruzicka, V.; Wolf, G. J. Therm. Anal. Cal. 2001, 63, 879-899.
28. Chickos, J. S.; Acree, W. E., Jr. J. Phys. Chem. Ref. Data 2002, 31, 537-698.
29. Chickos, J. S.; Webb, P.; Nichols, C. J. Chem. Termodyn. 2002, 34, 1195-1200.
30. Strutynska, A.; Sporzynski, A.; Serwatowski, J.; Verevkin, S. P. Fluid Phase Equilib., submitted for publication, 2004.
31. Rastogi, R. P.; Nigam, R. K.; Sharma, R. N. Girdhar, H. L. J. Chem. Phys. 1963, 39, 3042-3045.
32. Chickos, J. S.; Acree, W. E., Jr. J. Phys. Chem. Ref. Data 2003, 32, 519-878.
33. CODATA Key Values for Thermodynamics; Cox, J. D., Wagman, D. D., Medvedev, V. A., Eds.; Hemisphere: New York, 1989.
34. Olofsson, G. In Combustion Calorimetry; Sunner, S., Mansson, M., Eds.; Pergamon: New York, 1979, Chapter 6.
35. Kharasch, M. S. J. Res. Natl. Bur. Stand. 1929, 2, 359-430.
36. Stull, D. R.; Westrum, E. F., Jr.; Sinke, G. C. The Chemical Thermodynamics of Organic Compounds; John Wiley: New York, 1969.
37. Hehre, W. J.; Radom, L. Schleyer, P. R.; Popple, J. A. Ab Initio Molecular Orbital Theory, John Wiley & Sons: New York, 1986, p 154.
38. Raghavachari, K.; Stephanov, B. B.; Curtiss, L. J. Chem. Phys. 1997, 106, 6764.
39. Pedley, J. P.; Naylor, R. D.; Kirby, S. P. Thermochemical Data of Organic Compounds, 2nd ed.; Chapman and Hall: London, 1986.
40. Schleyer, P. V.R.; Williams, J. E.; Blanchard, K. B. J. Am. Chem. Soc. 1970, 92, 2377-2386.
41. Benson, S. W. Thermochemical Kinetics: Methods for the Estimation of Thermochemical Data and Rate Parameters; Wiley: New York, 1976, p 274.
42. Tzeng, W. B.; Narayanan, K. J. Mol. Struct. 1998, 446, 93-102.
43. Meva'a, L. M.; Lichanot, A. Thermochim. Acta 1990, 158, 335-345.
44. Eykman, J. F. Z. Phys. Chem. 1889, 4, 497-519.
45. Singh, N. Bull. Soc. Chim. Fr. 1985, 626-628.
46. Rai, U. S.; Mandai, K. D.; Singh, N. P. J. Therm. Anal. 1989, 35, 1687-1697.
47. Martin, E.; Yalkowsky, S. H.; Wells, J. E. J. Pharm. Sci. 1979, 68, 565-568