Benzene, nitroso-

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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

Bromine anion + Benzene, nitroso- = (Bromine anion • Benzene, nitroso-)

By formula: Br- + C6H5NO = (Br- • C6H5NO)

Quantity Value Units Method Reference Comment
Δr57.3 ± 7.5kJ/molIMREPaul and Kebarle, 1991gas phase; ΔGaff measured at 303 K, corrected to 423 K, ΔSaff taken as that of PhNO2..Br-; B
Quantity Value Units Method Reference Comment
Δr22. ± 4.2kJ/molIMREPaul and Kebarle, 1991gas phase; ΔGaff measured at 303 K, corrected to 423 K, ΔSaff taken as that of PhNO2..Br-; B

trans-Nitrosobenzene dimer = 2Benzene, nitroso-

By formula: C12H10N2O2 = 2C6H5NO

Quantity Value Units Method Reference Comment
Δr42.5 ± 1.2kJ/molEqkOrrell, Stephenson, et al., 1989liquid phase; solvent: CDCl3; NMR; ALS
Δr42.5 ± 1.2kJ/molEqkOrrell, Sik, et al., 1987liquid phase; solvent: CDCl3; NMR; ALS

cis-Nitrosobenzene dimer = 2Benzene, nitroso-

By formula: C12H10N2O2 = 2C6H5NO

Quantity Value Units Method Reference Comment
Δr55.4 ± 1.7kJ/molEqkOrrell, Stephenson, et al., 1989liquid phase; solvent: CDCl3; NMR; ALS
Δr55.4 ± 1.7kJ/molEqkOrrell, Sik, et al., 1987liquid phase; solvent: CDCl3; NMR; 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.

Paul and Kebarle, 1991
Paul, G.J.C.; Kebarle, P., Stabilities of Complexes of Br- with Substituted Benzenes (SB) Based on Determinations of the Gas-Phase Equilibria Br- + SB = (BrSB)-, J. Am. Chem. Soc., 1991, 113, 4, 1148, https://doi.org/10.1021/ja00004a014 . [all data]

Orrell, Stephenson, et al., 1989
Orrell, K.G.; Stephenson, D.; Rault, T., NMR study of the monomer-dimer equilibria of dimethylnitrosobenzenes in solution. Identification of mixed azodioxy dimeric species, Magn. Reson. Chem., 1989, 27, 368-376. [all data]

Orrell, Sik, et al., 1987
Orrell, K.G.; Sik, V.; Stephenson, D., Study of the monomer-dimer equilibrium of nitrosobenzene using multinuclear one- and two-dimensional NMR techniques, Magn. Reson. Chem., 1987, 25, 1007-1011. [all data]


Notes

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