Improved group-additivity values for the estimation of the standard enthalpies of formation of imines and carboxylic acids derivatives

Journal of Thermal Analysis and Calorimetry

Volumn 60, Issue 2, 2000, Pages 437-451

  Verevkin, S P ^a  

^a UNIVERSITY OF ROSTOCK   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

AMINES; CARBOXYLIC ACIDS; CORRELATION METHODS; DERIVATIVES; NITROGEN; OXYGEN; SUBLIMATION;

CARBOXYLIC ACIDS ANHYDRIDES; GROUP ADDITIVITY VALUES; IMINES; OXOAMIDES; STANDARD ENTHALPY OF FORMATION;

ENTHALPY;

EID: 0033700896     PISSN: 13886150     EISSN: None     Source Type: Journal    
DOI: 10.1023/A:1010193526125     Document Type: Article

References (71)

1. S. W. Benson, Thermochemical Kinetics, Wiley, New York 1976.
2. N. Cohen, J. Chem. Phys. Ref. Data, 25 (1996) 1411.
3. G. Pilcher, The Chemistry of Acid Derivatives. Vol. 2, S. Patai (ed.) Wiley, New York 1992, Chapter 2.
4. L. A. Curtiss, K. Raghavachari, P. C. Redfern and B. B. Stefanov, J. Chem. Phys., 108 (1998) 692.
5. M. B. Seasholtz, T. B. Thompson and N. G. Rondan, J. Phys. Chem., 99 (1995) 17838.
6. R. A. L. Peerboom, S. Ingemann, N. M. M. Nibbering and J. F. Liebman, J. Chem. Soc. Perkin Trans., 2 (1990) 1825.
7. J. L. Holmes, F. P. Lossing and P. M. Mayer, Chem. Phys. Lett., 198 (1992) 211.
8. W. E. Acree, Jr., J. J. Kirchner, S. A. Tucker and G. Pilcher, M. D. M. C. Ribeiro da Silva, J. Chem. Thermodyn., 21 (1989) 443.
9. S. P. Verevkin, J. Morgenthaler and C. Rüchardt, J. Chem. Thermodyn., 29 (1997) 1175.
10. J. B. Pedley, R. D. Naylor and S. P. Kirby, Thermochemical Data of Organic Compounds, 2nd Ed., Chapman and Hall, London 1986.
11. R. Shaw, Thermochemistry of X=Y groups. In 'The chemistry of double-bonded functional groups.' Part 1. S. Patai; Ed.; Wiley, New York 1977, Chapter 3.
12. L. Batt and G. N. Robinson, Thermochemistry of nitrocompounds, amines and nitroso compounds, in Supplement F: The chemistry of amino, nitroso, and nitro compounds and their derivatives. S. Patai; Ed.; Wiley, New York 1982, Chapter 24.
13. A. K. Ryskalieva, G. V. Abramova, N. N. Nurakhmetov and R. Sh. Erkasov, Izv. Vyssh. Uchebn. Zaved., Khim. Khim. Tekhnol., 33 (1990) 17.
14. J.-L. M. Abboud, P. Jimenez, M. V. Roux, C. Turrion and C. Lopez-Mardomingo, J. Chem. Thermodyn., 212 (1989) 859.
15. T. F. Vasil'eva and E. N. Zhil'tsova, Termodin. Organ. Soedin., (1982) 108.
16. T. F. Vasil'eva, J. Appl. Chem., USSR, 57 (1984) 1755.
17. J.-L. M. Abboud, P. Jimenez, M. V. Roux, C. Turrion, C. Lopez-Mardomingo, A. Podosenin, D. W. Rogers and J. F. Liebman, J. Phys. Org. Chem., 8 (1995) 15.
18. J. P. Guthrie, D. C. Pike and Y.-C. Lee, Can. J. Chem., 70 (1992) 1671.
19. A. K. Ryskalieva, G. V. Abramova, N. N. Nurakhmetov and R. Sh. Erkasov, Russ. J. Phys. Chem. (Engl. Transl.), 65 (1991) 559.
20. J. P. Guthrie, J. Barker, P. A. Cullimore, J. Lu and D. C. Pike, Can. J. Chem., 71 (1993) 2111.
21. J. P. Guthrie, D. C. Pike and Y.-C. Lee, Can. J. Chem., 70 (1992) 1671.
22. A. K. Ryskalieva, R. Sh. Erkasov, G. V. Abramova and N. N. Nurakhmetov, Izv. Vyssh. Uchebn. Zaved., Khim. Khim. Tekhnol., 34 (1991) 25.
23. W. V. Steele, R. D. Chirico, A. Nguyen, I. A. Hossenlopp, N. K. Smith, AIChE Symp. Ser., (1990) 138.
24. T. G. Kulagina and E. G. Kiparisova, Russ. J. Phys. Chem. (Engl. Transl.), 61 (1987) 261.
25. M. V. Roux, P. Jimenez, M. A. Martin-Luengo, J. Z. Davalos, Z. Sun, R. S. Hosmane and J. F. Liebman, J. Org. Chem., 62 (1997) 2732.
26. V. S. Ushakov, S. M. Sedov, B. A. Kniazev and B. I. Kuchkaev, Zh. Fiz. Khim., 70 (1997) 1573.
27. A. Greenberg and D. T. Moore, J. Ml. Struct., 413-414 (1997) 477.
28. H. Y. Afeefy, J. F. Liebman and S. E. Stein, 'Neutral Thermochemical Data' in NIST Chemistry WebBook, NIST Standard Reference Database Number 69, Eds. W. G. Mallard and P. J. Linstrom, November 1998, National Institute of Standards and Technology, Gaithersburg MD, 20899 (http://webbook.nist.gov).
29. S. P. Verevkin, H.-D. Beckhaus and C. Rüchardt, Thermochim. Acta, 197 (1992) 27.
30. S. P. Verevkin, Thermochim. Acta, 307 (1997) 17.
31. F. Welle, S. P. Verevkin, H.-D. Beckhaus, M. Keller and C. Rüchardt, Chem. Ber., 127 (1994) 697.
32. F. Welle, S. P. Verevkin, H.-D. Beckhaus and C. Rüchardt, Liebigs Ann., 9 (1997) 155.
33. S. P. Verevkin, H.-D. Beckhaus and C. Rüchardt, Thermochim. Acta, 249 (1995) 1.
34. S. P. Verevkin, H.-D. Beckhaus, U. Schüle and C. Rüchardt, Struct. Chem., 9 (1998) 1.
35. K. Rakus, S. P. Verevkin, H.-D. Beckhaus and C. Rüchardt, Chem. Ber., 127 (1994) 2225.
36. S. P. Verevkin, W.-H. Peng, H.-D. Beckhaus and C. Rüchardt, Eur. J. Org. Chem., (1998) 2323.
37. M. Nölke, S. P. Verevkin, H.-D. Beckhaus and C. Rüchardt, Liebigs Ann., (1995) 41.
38. K. Rakus, S. P. Verevkin, M. Keller, H.-D. Beckhaus and C. Rüchardt, Liebigs Ann., (1995) 1483.
39. K. Rakus, S. P. Verevkin, W.-H. Peng, H.-D. Beckhaus and C. Rüchardt, Liebigs. Ann., (1995) 2059.
40. S. P. Verevkin, H.-D. Beckhaus, R. S. Belen'kaja, K. Rakus and C. Rüchardt, Thermochim. Acta, 279 (1996) 47.
41. F. Schaffer, S. P. Verevkin, H.-J. Rieger, H.-D. Beckhaus and C. Rüchardt, Liebigs. Ann., (1997) 1333.
42. P. von R. Schleyer, J. E. Williams and K. P. Blanchard, J. Am. Chem. Soc., 92 (1970) 2377.
43. H.-D. Beckhaus, Chem. Ber., 116 (1983) 86.
44. K. B. Wiberg, D. Y. Nakaji and K. M. Morgan, J. Am. Chem. Soc., 115 (1993) 3527.
45. B. J. Smith, J. A. Pople, L. A. Curtiss and L. Radom, Aust. J. Chem., 45 (1992) 285.
46. CODATA Key Values for Thermodynamics, Ed. J. D. Cox, D. D. Wagman, and V. A. Medvedev, Hemisphere, New York 1989.
47. A. F. Bedford, P. B. Edmondson and C. T. Mortimer, J. Chem. Soc., (1962) 2927.
48. G. E. Coates and L. E. Sutton, J. Chem. Soc., (1948) 1187.
49. B. N. Oleynik, Precise Calorimetry. Izd. Standartov: Moscow, 1973.
50. A. Bauder and H. H. Gunthard, Helv. Chim. Acta, 41 (1958) 670.
51. V. Majer and V. Svoboda, Enthalpies of Vaporization of Organic Compounds: A Critical Review and Data Compilation, Blackwell Scientific Publications, Oxford 1985, p. 300.
52. J. Morgenthaler, PhD. Thesis, University of Freiburg, Freiburg, 1997.
53. R. M. Stephenson and S. Malanowski, 'Handbook of the Thermodynamics of Organic Compounds, Elsevier, New York 1987.
54. M. V. Roux, P. Jimenez, J. Z. Davalos, O. Castano, M. T. Molina, R. Notario, M. Herreros and J.-L. M. Abboud, J. Am. Chem. Soc., 118 (1996) 12735.
55. I. Wadso, Acta Chem. Scand., 19 (1965) 1079.
56. T. F. Vasil'eva and V. I. Kotov, 7th Vses. Konf. Kalorim. Rasshir. Tezisy Dokl., USSR, (1977) 102.
57. M. P. Kozina and S. M. Skuratov, Dokl. Akad. Nauk USSR, 127 (1959) 561.
58. S. Suradi, J. M. Hacking, G. Pilcher, I. Gumrukcu and M. F. Lappert, J. Chem. Thermodyn., 13 (1981) 857.
59. T. Sato-Toshima, A. Kamagughi, K. Nishiyama, M. Sakiyama and S. Seki, Bull. Chem. Soc. Jpn., 56 (1983) 51.
60. J. O. Hill and I. Wadso, Acta Chem. Scand., 22 (1968) 1590.
61. A. Parts, Z. Phys. Chem., 131 (1928) 405.
62. J. B. Conn, G. B. Kistiakowsky, R. M. Roberts and E. A. Smith, J. Am. Chem. Soc., 64 (1942) 1747.
63. S. P. Verevkin, J. Chem. Eng. Data, 1999, accepted.
64. S. P. Verevkin, Thermochim. Acta, 326 (1999) 17.
65. S. P. Verevkin and J. Ebenhoch, Struct. Chem., 10 (1999) 401.
66. J. S. Chickos, S. Hosseini, D. G. Hesse and J. F. Liebman, Struct. Chem., 4 (1993) 271.
67. M. H. Charlton, R. Docherty and M. G. Hutchings, J. Chem. Soc., Faraday Trans., 2 (1995) 2023.
68. J. S. Chickos, C. M. Braton, D. G. Hesse, and J. F. Liebman, J. Org. Chem., 56 (1991) 938.
69. J. D. Cox and G. Pilcher, Thermochemistry of Organic and Organometallic Compounds. Academic: London 1970.
70. P. Starzewski, I. Wadsö and W. Zielenkiewicz, J. Chem. Thermodyn., 16 (1984) 331.
71. G. Barone, G. Castronuovo, G. Della Gata, V. Elta and A. Iannone, Fluid Phase Equil., 21 (1985) 157.