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Benzene, nitroso-

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Gas phase 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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity Value Units Method Reference Comment
Deltafgas201. ± 4.2kJ/molKinChoo, Golden, et al., 1975 

Condensed phase 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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity Value Units Method Reference Comment
Deltacsolid-3105. ± 6.3kJ/molCcbDrucker and Flade, 1930 

Phase change 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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny, director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos

Quantity Value Units Method Reference Comment
Tfus339.65KN/ABruhl, 1897Uncertainty assigned by TRC = 2. K; TRC
Quantity Value Units Method Reference Comment
Deltasub80.8kJ/molVDrucker and Flade, 1930ALS

Enthalpy of sublimation

DeltasubH (kJ/mol) Temperature (K) Method Reference Comment
85.1312.AStephenson and Malanowski, 1987Based on data from 297. - 339. K. See also Pepekin, Lebedev, et al., 1974.; AC

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:


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

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.

Individual Reactions

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

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

Quantity Value Units Method Reference Comment
Deltar57.3 ± 7.5kJ/molIMREPaul and Kebarle, 1991gas phase; «DELTA»Gaff measured at 303 K, corrected to 423 K, «DELTA»Saff taken as that of PhNO2..Br-; B
Quantity Value Units Method Reference Comment
Deltar22. ± 4.2kJ/molIMREPaul and Kebarle, 1991gas phase; «DELTA»Gaff measured at 303 K, corrected to 423 K, «DELTA»Saff taken as that of PhNO2..Br-; B

trans-Nitrosobenzene dimer = 2Benzene, nitroso-

By formula: C12H10N2O2 = 2C6H5NO

Quantity Value Units Method Reference Comment
Deltar42.5 ± 1.2kJ/molEqkOrrell, Stephenson, et al., 1989liquid phase; solvent: CDCl3; NMR; ALS
Deltar42.5 ± 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
Deltar55.4 ± 1.7kJ/molEqkOrrell, Stephenson, et al., 1989liquid phase; solvent: CDCl3; NMR; ALS
Deltar55.4 ± 1.7kJ/molEqkOrrell, Sik, et al., 1987liquid phase; solvent: CDCl3; NMR; ALS

Gas phase ion energetics 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 evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias

Data compiled as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron

Quantity Value Units Method Reference Comment
Proton affinity (review)854.3kJ/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity823.6kJ/molN/AHunter and Lias, 1998HL

Ionization energy determinations

IE (eV) Method Reference Comment
8.0PEEgdell, Green, et al., 1975LLK
8.09PERabalais and Colton, 1973LLK
8.9PERao, 1975Vertical value; LLK
8.9 ± 0.1PEEgdell, Green, et al., 1975, 2Vertical value; LLK
8.87PEBaker, May, et al., 1968Vertical value; RDSH

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
C6H5+11.0 ± 0.1?EICarmichael, Gowenlock, et al., 1972LLK

Ion clustering 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 by: John E. Bartmess

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. Searches may be limited to ion clustering reactions. A general reaction search form is also available.

Clustering reactions

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

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

Quantity Value Units Method Reference Comment
Deltar57.3 ± 7.5kJ/molIMREPaul and Kebarle, 1991gas phase; «DELTA»Gaff measured at 303 K, corrected to 423 K, «DELTA»Saff taken as that of PhNO2..Br-
Quantity Value Units Method Reference Comment
Deltar22. ± 4.2kJ/molIMREPaul and Kebarle, 1991gas phase; «DELTA»Gaff measured at 303 K, corrected to 423 K, «DELTA»Saff taken as that of PhNO2..Br-

IR Spectrum

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Data compiled by: Coblentz Society, Inc.

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director


Mass spectrum (electron ionization)

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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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

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Mass spectrum
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Additional Data

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Owner NIST Mass Spectrometry Data Center
Collection (C) 2014 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin NIST Mass Spectrometry Data Center, 1992
NIST MS number 125416

All mass spectra in this site (plus many more) are available from the NIST/EPA/NIH Mass Spectral Library. Please see the following for information about the library and its accompanying search program.


UV/Visible spectrum

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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 by: Victor Talrose, Eugeny B. Stern, Antonina A. Goncharova, Natalia A. Messineva, Natalia V. Trusova, Margarita V. Efimkina

Spectrum

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UVVis spectrum
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Additional Data

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Source Ramart-Lucas, Martynoff, et al., 1949
Owner INEP CP RAS, NIST OSRD
Collection (C) 2007 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin INSTITUTE OF ENERGY PROBLEMS OF CHEMICAL PHYSICS, RAS
Source reference RAS UV No. 82
Instrument n.i.g.
Melting point 68.5
Boiling point 58(18)

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, NIST Free Links, Notes

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

Choo, Golden, et al., 1975
Choo, K.Y.; Golden, D.M.; Benson, S.W., Very-low-pressure pyrolysis of nitroso- and pentafluoronitrosobenzene C-NO bond dissociation energies, Int. J. Chem. Kinet., 1975, 7, 713-724. [all data]

Drucker and Flade, 1930
Drucker, C.; Flade, Th., Das Molargewicht des nitrosobenzols in fester losung, Z. Phys. Chem. (Leipzig), 1930, 29, 29-42. [all data]

Bruhl, 1897
Bruhl, J.W., Spectrochemistry of nitrogen containing compounds V, Z. Phys. Chem., Stoechiom. Verwandtschaftsl., 1897, 22, 373. [all data]

Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw, Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2 . [all data]

Pepekin, Lebedev, et al., 1974
Pepekin, V.I.; Lebedev, V.P.; Balepin, A.A.; Lebedev, Y.A., Dokl. Akad. Nauk SSSR, 1974, 221, 1118. [all data]

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]

Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G., Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update, J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018 . [all data]

Egdell, Green, et al., 1975
Egdell, R.; Green, J.C.; Rao, C.N.R., Photoelectron spectra of substituted benzenes, Chem. Phys. Lett., 1975, 33, 600. [all data]

Rabalais and Colton, 1973
Rabalais, J.W.; Colton, R.J., Electronic interaction between the phenyl group and its unsaturated substituents, J. Electron Spectrosc. Relat. Phenom., 1973, 1, 83. [all data]

Rao, 1975
Rao, C.N.R., Lone-pair ionization bands of chromophores in the photoelectron spectra of organic molecules, Indian J. Chem., 1975, 13, 950. [all data]

Egdell, Green, et al., 1975, 2
Egdell, R.; Green, J.C.; Rao, C.N.R.; Gowenlock, B.G.; Pfab, J., He(I) photoelectron studies of C-nitroso compounds, J. Chem. Soc. Faraday Trans. 2, 1975, 988. [all data]

Baker, May, et al., 1968
Baker, A.D.; May, D.P.; Turner, D.W., Molecular photoelectron spectroscopy. Part VII. The vertical ionisation potentials of benzene and some of its monosubstituted and 1,4-disubstituted derivatives, J. Chem. Soc. B, 1968, 22. [all data]

Carmichael, Gowenlock, et al., 1972
Carmichael, P.J.; Gowenlock, B.G.; Johnson, C.A.F., Carbon-nitrogen bond dissociation energy values in C-nitrosocompounds, Int. J. Chem. Kinet., 1972, 4, 339. [all data]

Ramart-Lucas, Martynoff, et al., 1949
Ramart-Lucas, P.; Martynoff, M.M.; Grumez, M.; Chauvin, M., Sur la natrue de l'isomerie des nitrosophenols d'apres leurs spectres d'absorption (Quatrieme Memoire: Derives acyles), Bull. Soc. Chim. Fr., 1949, 16, 905-917. [all data]


Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, NIST Free Links, References