1,3-Diazine

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Reaction thermochemistry data

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled as indicated in comments:
MS - José A. Martinho Simões
B - John E. Bartmess
RCD - Robert C. Dunbar

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Individual Reactions

C10H5CrNO5 (solution) + Carbon monoxide (solution) = Chromium hexacarbonyl (solution) + 1,3-Diazine (solution)

By formula: C10H5CrNO5 (solution) + CO (solution) = C6CrO6 (solution) + C4H4N2 (solution)

Quantity Value Units Method Reference Comment
ΔrH°-61.9kJ/molKinSWovkulich and Atwood, 1980solvent: Hexane; The data rely on the enthalpy and entropy of activation for the forward reaction, 106.3 ± 4.6 kJ/mol and 13.0±14.6 J/(mol K) Dennenberg and Darensbourg, 1972, and also on the enthalpy and entropy of activation for the Cr-CO dissociation in Cr(CO)6, 168.2 ± 2.5 kJ/mol and 94.6±6.3 J/(mol K) Graham and Angelici, 1967. The latter data were obtained in decalin; MS

Tungsten hexacarbonyl (cr) + 1,3-Diazine (l) = C10H5NO5W (cr) + Carbon monoxide (g)

By formula: C6O6W (cr) + C4H4N2 (l) = C10H5NO5W (cr) + CO (g)

Quantity Value Units Method Reference Comment
ΔrH°34.6kJ/molN/ANakashima and Adamson, 1982The reaction enthalpy was calculated from the enthalpy of the reaction W(CO)6(solution) + py(solution) = W(CO)5(py)(solution) + CO(solution) in cyclohexane, 27.4 ± 2.9 kJ/mol, together with the enthalpies of solution of W(CO)6(cr), W(CO)5(py)(cr), and py(l), 35.7, 36.4, and 7.9 kJ/mol, respectively Nakashima and Adamson, 1982.; MS

C4H3N2- + Hydrogen cation = 1,3-Diazine

By formula: C4H3N2- + H+ = C4H4N2

Quantity Value Units Method Reference Comment
ΔrH°1612. ± 10.kJ/molTDEqMeot-ner and Kafafi, 1988gas phase; Acid: pyrimidine. Anchored to 88MEO scale, not "87 acidity scale; B
Quantity Value Units Method Reference Comment
ΔrG°1576.5 ± 2.9kJ/molN/AWren, Vogelhuber, et al., 2012gas phase; B
ΔrG°1577. ± 8.4kJ/molTDEqMeot-ner and Kafafi, 1988gas phase; Acid: pyrimidine. Anchored to 88MEO scale, not "87 acidity scale; B

Tungsten hexacarbonyl (solution) + 1,3-Diazine (solution) = C10H5NO5W (solution) + Carbon monoxide (solution)

By formula: C6O6W (solution) + C4H4N2 (solution) = C10H5NO5W (solution) + CO (solution)

Quantity Value Units Method Reference Comment
ΔrH°27.4 ± 2.9kJ/molPCNakashima and Adamson, 1982solvent: Cyclohexane; MS
ΔrH°24.9 ± 2.9kJ/molPCNakashima and Adamson, 1982solvent: Benzene; MS
ΔrH°18.4 ± 0.4kJ/molPCNakashima and Adamson, 1982solvent: Tetrahydrofuran; MS

C39H68O3P2W (solution) + 1,3-Diazine (solution) = C44H71NO3P2W (solution) + Hydrogen (g)

By formula: C39H68O3P2W (solution) + C4H4N2 (solution) = C44H71NO3P2W (solution) + H2 (g)

Quantity Value Units Method Reference Comment
ΔrH°-39.7 ± 2.1kJ/molRSCGonzalez, Zhang, et al., 1988solvent: Toluene; MS
ΔrH°-41.8 ± 2.1kJ/molRSCGonzalez, Zhang, et al., 1988solvent: Tetrahydrofuran; MS

C14H10CrN2O4 (cr) = 21,3-Diazine (g) + 4Carbon monoxide (g) + chromium (cr)

By formula: C14H10CrN2O4 (cr) = 2C4H4N2 (g) + 4CO (g) + Cr (cr)

Quantity Value Units Method Reference Comment
ΔrH°>199.kJ/molTD-HFCAdedeji, Connor, et al., 1978The reaction enthalpy is a low limit Adedeji, Connor, et al., 1978.; MS

C8H6MoO3 (solution) + 31,3-Diazine (solution) = C18H15MoN3O3 (solution) + 1,3-Cyclopentadiene (solution)

By formula: C8H6MoO3 (solution) + 3C4H4N2 (solution) = C18H15MoN3O3 (solution) + C5H6 (solution)

Quantity Value Units Method Reference Comment
ΔrH°-69.9 ± 2.9kJ/molRSCNolan, Hoff, et al., 1985solvent: Pyridine; Reaction temperature: 323 K; MS

Nitric oxide anion + 1,3-Diazine = C4H4N3O-

By formula: NO- + C4H4N2 = C4H4N3O-

Quantity Value Units Method Reference Comment
ΔrH°69.5 ± 9.6kJ/molN/ALe Barbu, Schiedt, et al., 2002gas phase; Affinity is difference in EAs of lesser solvated species; B

C9H9CrN3O3 (solution) + 31,3-Diazine (solution) = C18H15CrN3O3 (solution) + 3Acetonitrile (solution)

By formula: C9H9CrN3O3 (solution) + 3C4H4N2 (solution) = C18H15CrN3O3 (solution) + 3C2H3N (solution)

Quantity Value Units Method Reference Comment
ΔrH°-48.1 ± 3.8kJ/molRSCMukerjee, Lang, et al., 1992solvent: Tetrahydrofuran; MS

C7H9Cl2NPd (solution) + 1,3-Diazine (l) = (PdCl2(C5H5N)2) (solution) + Ethylene (solution)

By formula: C7H9Cl2NPd (solution) + C4H4N2 (l) = (PdCl2(C5H5N)2) (solution) + C2H4 (solution)

Quantity Value Units Method Reference Comment
ΔrH°-57.7 ± 1.7kJ/molRSCPartenheimer and Durham, 1974solvent: Dichloromethane; MS

C10H5NO5W (cr) + Carbon monoxide (g) = Tungsten hexacarbonyl (g) + 1,3-Diazine (g)

By formula: C10H5NO5W (cr) + CO (g) = C6O6W (g) + C4H4N2 (g)

Quantity Value Units Method Reference Comment
ΔrH°83. ± 10.kJ/molDSCDaamen, van der Poel, et al., 1979Please also see Meester, Vriends, et al., 1976.; MS

C12H16CrO5 (solution) + 1,3-Diazine (solution) = Heptane (solution) + C10H5CrNO5 (solution)

By formula: C12H16CrO5 (solution) + C4H4N2 (solution) = C7H16 (solution) + C10H5CrNO5 (solution)

Quantity Value Units Method Reference Comment
ΔrH°-84.1 ± 1.7kJ/molPACYang, Vaida, et al., 1988solvent: Heptane; MS

C39H66MoO3P3 (solution) + 1,3-Diazine (solution) = C44H71MoNO3P2 (solution)

By formula: C39H66MoO3P3 (solution) + C4H4N2 (solution) = C44H71MoNO3P2 (solution)

Quantity Value Units Method Reference Comment
ΔrH°-70.7 ± 2.5kJ/molRSCZhang, Gonzalez, et al., 1991solvent: Toluene; MS

Molybdenum hexacarbonyl (cr) + 31,3-Diazine (g) = C18H15MoN3O3 (cr) + 3Carbon monoxide (g)

By formula: C6MoO6 (cr) + 3C4H4N2 (g) = C18H15MoN3O3 (cr) + 3CO (g)

Quantity Value Units Method Reference Comment
ΔrH°-50.4 ± 7.0kJ/molHFCAdedeji, Connor, et al., 1978MS

Tungsten hexacarbonyl (cr) + 31,3-Diazine (g) = C18H15N3O3W (g) + 3Carbon monoxide (g)

By formula: C6O6W (cr) + 3C4H4N2 (g) = C18H15N3O3W (g) + 3CO (g)

Quantity Value Units Method Reference Comment
ΔrH°-54.7 ± 8.4kJ/molHFCAdedeji, Connor, et al., 1978MS

C10H5CrNO5 (cr) + Carbon monoxide (g) = Chromium hexacarbonyl (g) + 1,3-Diazine (g)

By formula: C10H5CrNO5 (cr) + CO (g) = C6CrO6 (g) + C4H4N2 (g)

Quantity Value Units Method Reference Comment
ΔrH°75. ± 6.kJ/molDSCDaamen, van der Poel, et al., 1979MS

C10H5MoNO5 (cr) + Carbon monoxide (g) = Molybdenum hexacarbonyl (g) + 1,3-Diazine (g)

By formula: C10H5MoNO5 (cr) + CO (g) = C6MoO6 (g) + C4H4N2 (g)

Quantity Value Units Method Reference Comment
ΔrH°57. ± 3.kJ/molDSCDaamen, van der Poel, et al., 1979MS

Iron ion (1+) + 1,3-Diazine = (Iron ion (1+) • 1,3-Diazine)

By formula: Fe+ + C4H4N2 = (Fe+ • C4H4N2)

Quantity Value Units Method Reference Comment
ΔrH°199. ± 7.9kJ/molCIDTAmunugama and Rodgers, 2001RCD

Chromium ion (1+) + 1,3-Diazine = (Chromium ion (1+) • 1,3-Diazine)

By formula: Cr+ + C4H4N2 = (Cr+ • C4H4N2)

Quantity Value Units Method Reference Comment
ΔrH°177. ± 6.3kJ/molCIDTAmunugama and Rodgers, 2001RCD

Titanium ion (1+) + 1,3-Diazine = (Titanium ion (1+) • 1,3-Diazine)

By formula: Ti+ + C4H4N2 = (Ti+ • C4H4N2)

Quantity Value Units Method Reference Comment
ΔrH°214. ± 10.kJ/molCIDTAmunugama and Rodgers, 2001RCD

Manganese ion (1+) + 1,3-Diazine = (Manganese ion (1+) • 1,3-Diazine)

By formula: Mn+ + C4H4N2 = (Mn+ • C4H4N2)

Quantity Value Units Method Reference Comment
ΔrH°159. ± 9.6kJ/molCIDTAmunugama and Rodgers, 2001RCD

Scandium ion (1+) + 1,3-Diazine = (Scandium ion (1+) • 1,3-Diazine)

By formula: Sc+ + C4H4N2 = (Sc+ • C4H4N2)

Quantity Value Units Method Reference Comment
ΔrH°214. ± 9.2kJ/molCIDTAmunugama and Rodgers, 2001RCD

Magnesium ion (1+) + 1,3-Diazine = (Magnesium ion (1+) • 1,3-Diazine)

By formula: Mg+ + C4H4N2 = (Mg+ • C4H4N2)

Quantity Value Units Method Reference Comment
ΔrH°174. ± 5.9kJ/molCIDTAmunugama and Rodgers, 2001RCD

Vanadium ion (1+) + 1,3-Diazine = (Vanadium ion (1+) • 1,3-Diazine)

By formula: V+ + C4H4N2 = (V+ • C4H4N2)

Quantity Value Units Method Reference Comment
ΔrH°204. ± 7.1kJ/molCIDTAmunugama and Rodgers, 2001RCD

Nickel ion (1+) + 1,3-Diazine = (Nickel ion (1+) • 1,3-Diazine)

By formula: Ni+ + C4H4N2 = (Ni+ • C4H4N2)

Quantity Value Units Method Reference Comment
ΔrH°244. ± 9.6kJ/molCIDTAmunugama and Rodgers, 2001RCD

Aluminum ion (1+) + 1,3-Diazine = (Aluminum ion (1+) • 1,3-Diazine)

By formula: Al+ + C4H4N2 = (Al+ • C4H4N2)

Quantity Value Units Method Reference Comment
ΔrH°159. ± 5.9kJ/molCIDTAmunugama and Rodgers, 2001RCD

Zinc ion (1+) + 1,3-Diazine = (Zinc ion (1+) • 1,3-Diazine)

By formula: Zn+ + C4H4N2 = (Zn+ • C4H4N2)

Quantity Value Units Method Reference Comment
ΔrH°208. ± 7.5kJ/molCIDTAmunugama and Rodgers, 2001RCD

Cobalt ion (1+) + 1,3-Diazine = (Cobalt ion (1+) • 1,3-Diazine)

By formula: Co+ + C4H4N2 = (Co+ • C4H4N2)

Quantity Value Units Method Reference Comment
ΔrH°245. ± 13.kJ/molCIDTAmunugama and Rodgers, 2001RCD

Copper ion (1+) + 1,3-Diazine = (Copper ion (1+) • 1,3-Diazine)

By formula: Cu+ + C4H4N2 = (Cu+ • C4H4N2)

Quantity Value Units Method Reference Comment
ΔrH°249. ± 9.6kJ/molCIDTAmunugama and Rodgers, 2001RCD

References

Go To: Top, Reaction thermochemistry data, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Wovkulich and Atwood, 1980
Wovkulich, M.J.; Atwood, J.D., J. Organometal. Chem., 1980, 184, 77. [all data]

Dennenberg and Darensbourg, 1972
Dennenberg, R.J.; Darensbourg, D.J., Inorg. Chem., 1972, 11, 72. [all data]

Graham and Angelici, 1967
Graham, J.R.; Angelici, R.J., Inorg. Chem., 1967, 6, 2082. [all data]

Nakashima and Adamson, 1982
Nakashima, M.; Adamson, A.W., J. Phys. Chem., 1982, 86, 2905. [all data]

Meot-ner and Kafafi, 1988
Meot-ner, M.; Kafafi, S.A., Carbon Acidities of Aromatic Compounds, J. Am. Chem. Soc., 1988, 110, 19, 6297, https://doi.org/10.1021/ja00227a003 . [all data]

Wren, Vogelhuber, et al., 2012
Wren, S.W.; Vogelhuber, K.M.; Garver, J.M.; Kato, S.; Sheps, L.; Bierbaum, V.M.; Lineberger, W.C., C-H Bond Strengths and Acidities in Aromatic Systems: Effects of Nitrogen Incorporation in Mono-, Di-, and Triazines, J. Am. Chem. Soc., 2012, 134, 15, 6584-6595, https://doi.org/10.1021/ja209566q . [all data]

Gonzalez, Zhang, et al., 1988
Gonzalez, A.A.; Zhang, K.; Nolan, S.P.; Lopez de la Vega, R.; Mukerjee, S.L.; Hoff, C.D., Organometallics, 1988, 7, 2429. [all data]

Adedeji, Connor, et al., 1978
Adedeji, F.A.; Connor, J.A.; Demain, C.P.; Martinho Simões, J.A.; Skinner, H.A.; Zafarani- Moattar, M.T., J. Organometal. Chem., 1978, 149, 333. [all data]

Nolan, Hoff, et al., 1985
Nolan, S.P.; Hoff, C.D.; Landrum, J.T., J. Organometal. Chem., 1985, 282, 357. [all data]

Le Barbu, Schiedt, et al., 2002
Le Barbu, K.; Schiedt, J.; Weinkauf, R.; Schlag, E.W.; Nilles, J.M.; Xu, S.J.; Thomas, O.C.; Bowen, K.H., Microsolvation of small anions by aromatic molecules: An exploratory study, J. Chem. Phys., 2002, 116, 22, 9663-9671, https://doi.org/10.1063/1.1475750 . [all data]

Mukerjee, Lang, et al., 1992
Mukerjee, S.L.; Lang, R.F.; Ju, T.; Kiss, G.; Hoff, C.D.; Nolan, S.P., Inorg. Chem., 1992, 31, 4885. [all data]

Partenheimer and Durham, 1974
Partenheimer, W.; Durham, B., J. Am. Chem. Soc., 1974, 96, 3800. [all data]

Daamen, van der Poel, et al., 1979
Daamen, H.; van der Poel, H.; Stufkens, D.J.; Oskam, A., Thermochim. Acta, 1979, 34, 69. [all data]

Meester, Vriends, et al., 1976
Meester, M.A.M.; Vriends, R.C.J.; Stufkens, D.J.; Vrieze, K., Inorg. Chim. Acta, 1976, 19, 95. [all data]

Yang, Vaida, et al., 1988
Yang, G.K.; Vaida, V.; Peters, K.S., Polyhedron, 1988, 7, 1619. [all data]

Zhang, Gonzalez, et al., 1991
Zhang, K.; Gonzalez, A.A.; Murkerjee, S.L.; Chou, S.-J.; Hoff, C.D.; Kubat- Martin, K.A.; Barnhart, D.; Kubas, G.J., J. Am. Chem. Soc., 1991, 113, 9170. [all data]

Amunugama and Rodgers, 2001
Amunugama, R.; Rodgers, M.T., Periodic Trends in the Binding of Metal Ions to Pyrimidine Studied by Threshold Collision-Induced Dissociation and Density Functional Theory, J. Phys. Chem. A, 2001, 105, 43, 9883, https://doi.org/10.1021/jp010663i . [all data]

Notes

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