2,4(1H,3H)-Pyrimidinedione, 1,3-dimethyl-

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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:
B - John E. Bartmess
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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Individual Reactions

C6H7N2O2- + Hydrogen cation = 2,4(1H,3H)-Pyrimidinedione, 1,3-dimethyl-

By formula: C6H7N2O2- + H+ = C6H8N2O2

Quantity Value Units Method Reference Comment
Δr369.0 ± 2.0kcal/molIMRBLee, 2005gas phase; B
Δr370.7 ± 3.2kcal/molG+TSGronert, Feng, et al., 2000gas phase; B
Quantity Value Units Method Reference Comment
Δr363.0 ± 3.1kcal/molIMRBGronert, Feng, et al., 2000gas phase; B

2,4-Dimethoxypyrimidine = 2,4(1H,3H)-Pyrimidinedione, 1,3-dimethyl-

By formula: C6H8N2O2 = C6H8N2O2

Quantity Value Units Method Reference Comment
Δr-44. ± 3.1kcal/molCisoBeak and White, 1982liquid phase; ALS
Δr-38. ± 4.7kcal/molCisoBeak and White, 1982gas phase; ALS

4-Methoxy-1-methyl-2-pyrimidinone = 2,4(1H,3H)-Pyrimidinedione, 1,3-dimethyl-

By formula: C6H8N2O2 = C6H8N2O2

Quantity Value Units Method Reference Comment
Δr-24.8 ± 1.3kcal/molCisoBeak and White, 1982liquid phase; ALS
Δr-27. ± 4.1kcal/molCisoBeak and White, 1982gas phase; ALS

C6H7N2O2- + Hydrogen cation = 2,4(1H,3H)-Pyrimidinedione, 1,3-dimethyl-

By formula: C6H7N2O2- + H+ = C6H8N2O2

Quantity Value Units Method Reference Comment
Δr384.0 ± 3.0kcal/molIMRBLee, 2005gas phase; B

References

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

Lee, 2005
Lee, J.K., Insights into nucleic acid reactivity through gas-phase experimental and computational studies, Int. J. Mass Spectrom., 2005, 240, 3, 261-272, https://doi.org/10.1016/j.ijms.2004.09.020 . [all data]

Gronert, Feng, et al., 2000
Gronert, S.; Feng, W.Y.; Chew, F.; Wu, W.M., The gas phase acid/base properties of 1,3,-dimethyluracil, 1-methyl-2-pyridone, and 1-methyl-4-pyridone: relevance to the mechanism of orotidine-5 '-monophosphate decarboxylase, Int. J. Mass Spectrom., 2000, 196, 251-258, https://doi.org/10.1016/S1387-3806(99)00191-8 . [all data]

Beak and White, 1982
Beak, P.; White, J.M., Relative enthalpies of 1,3-dimethyl-2,4-pyrimidinedione, 2,4-dimethoxypyrimidine, and 4-methoxy-1-methyl-2-pyrimidinone: estimation of the relative stabilities of two protomers of uracil, J. Am. Chem. Soc., 1982, 104, 7073-7077. [all data]


Notes

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