Succinimide

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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

C4H4NO2- + Hydrogen cation = Succinimide

By formula: C4H4NO2- + H+ = C4H5NO2

Quantity Value Units Method Reference Comment
Δr1445. ± 9.6kJ/molG+TSCumming and Kebarle, 1978gas phase; B
Δr1379. ± 19.kJ/molEIAECooper and Compton, 1973gas phase; B
Quantity Value Units Method Reference Comment
Δr1414. ± 8.4kJ/molIMRECumming and Kebarle, 1978gas phase; B

2,5-Pyrrolidinedione, 1-bromo- + 0.5Hydrazine = Hydrogen bromide + Succinimide + 0.5Nitrogen

By formula: C4H4BrNO2 + 0.5H4N2 = HBr + C4H5NO2 + 0.5N2

Quantity Value Units Method Reference Comment
Δr-260.3 ± 0.46kJ/molCmHoward and Skinner, 1966solid phase; solvent: Aqueous solution; Reanalyzed by Pedley, Naylor, et al., 1986, Original value = -261.7 ± 0.46 kJ/mol; ALS

N-Chlorosuccinimide + 0.5Hydrazine = Succinimide + Hydrogen chloride + 0.5Nitrogen

By formula: C4H4ClNO2 + 0.5H4N2 = C4H5NO2 + HCl + 0.5N2

Quantity Value Units Method Reference Comment
Δr-283.6 ± 0.3kJ/molCmHoward and Skinner, 1966solid phase; solvent: Aqueous solution; ALS

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.

Cumming and Kebarle, 1978
Cumming, J.B.; Kebarle, P., Summary of gas phase measurements involving acids AH. Entropy changes in proton transfer reactions involving negative ions. Bond dissociation energies D(A-H) and electron affinities EA(A), Can. J. Chem., 1978, 56, 1. [all data]

Cooper and Compton, 1973
Cooper, C.D.; Compton, R.N., Electron attachment and cesium collisional ionization studies of tetrafluorosuccinic and hexafluoroglutaric anhydrides: Molecular electron affinities, J. Chem. Phys., 1973, 59, 3550. [all data]

Howard and Skinner, 1966
Howard, P.B.; Skinner, H.A., Thermochemistry of some reactions of aqueous hydrazine with halogens, hydrogen halides and N-halogenosuccinimides, J. Chem. Soc. A, 1966, 1536-1540. [all data]

Pedley, Naylor, et al., 1986
Pedley, J.B.; Naylor, R.D.; Kirby, S.P., Thermochemical Data of Organic Compounds, Chapman and Hall, New York, 1986, 1-792. [all data]


Notes

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