Thermochemical and Theoretical Study of Some Quinoxaline 1,4-Dioxides and of Pyrazine 1,4-Dioxide

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Article on a thermochemical and theoretical study of some quinoxaline 1,4-dioxides and of pyrazine 1,4-dioxide.

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5 p.

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Acree, William E. (William Eugene); Powell, Joyce R.; Tucker, Sheryl A. (Sheryl Ann); Silva, Maria D. M. C. Ribeiro da; Matos, M. Agostinha R.; Gonçalves, Jorge M. et al. May 30, 1997.

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Article on a thermochemical and theoretical study of some quinoxaline 1,4-dioxides and of pyrazine 1,4-dioxide.

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5 p.

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Abstract: The following standard molar enthalpies of formation in the gaseous state at 298.15 K were determined from the enthalpies of combustion of the crystalline solids, and their enthalpies of sublimation and the mean (N−O) bond dissociation enthalpies were derived. Δf (g); D(N−O) (kJ mol-1):  quinoxaline 1,4-dioxide, 227.1 ± 2.4; 255.8 ± 2.0; 2-methylquinoxaline 1,4-dioxide, 169.9 ± 7.2; 268.3 ± 4.9; 2-methyl-3-acetylquinoxaline 1,4-dioxide, 33.1 ± 5.0; 251.6 ± 4.2; 2-phenyl-3-benzoylquinoxaline 1,4-dioxide, 355.2 ± 7.1; 227.3 ± 5.4; 2-methyl-3-carbomethoxyquinoxaline 1,4-dioxide, −148.7 ± 3.2; 242.3 ± 3.9; pyrazine 1,4-dioxide, 186.5 ± 1.9; 254.0 ± 2.3; 2-methyl-5-pyrazinecarboxylic acid, −213.6 ± 1.7. Unconstrained geometry optimizations by ab initio calculations showed the effect of steric hindrance on changes in extended delocalizations and were in accord with the trends in the mean bond dissociation enthalpies.

Reprinted with permission from the Journal of Organic Chemistry. Copyright 1997 American Chemical Society.

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  • Journal of Organic Chemistry, 1997, Washington DC: American Chemical Society, pp. 3722-3726

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  • Publication Title: Journal of Organic Chemistry
  • Volume: 62
  • Issue: 11
  • Page Start: 3722
  • Page End: 3726
  • Peer Reviewed: Yes

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  • May 30, 1997

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  • Aug. 29, 2014, 2:16 p.m.

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Acree, William E. (William Eugene); Powell, Joyce R.; Tucker, Sheryl A. (Sheryl Ann); Silva, Maria D. M. C. Ribeiro da; Matos, M. Agostinha R.; Gonçalves, Jorge M. et al. Thermochemical and Theoretical Study of Some Quinoxaline 1,4-Dioxides and of Pyrazine 1,4-Dioxide, article, May 30, 1997; [Washington, D.C.]. (digital.library.unt.edu/ark:/67531/metadc333020/: accessed August 18, 2017), University of North Texas Libraries, Digital Library, digital.library.unt.edu; crediting UNT College of Arts and Sciences.