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Benzonitrile, 4-methyl-

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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 compiled as indicated in comments:
B - J.E. Bartmess
LLK - S.G. Lias, R.D. Levin, and S.A. Kafafi
RDSH - H.M. Rosenstock, K. Draxl, B.W. Steiner, and J.T. Herron

View reactions leading to C8H7N+ (ion structure unspecified)

Ionization energy determinations

IE (eV)MethodReferenceComment
9.32EIVan Der Greef, Molenaar-Langeveld, et al., 1979LLK
9.31EIJohnstone and Mellon, 1973LLK
9.56 ± 0.05EIBuchs, 1970RDSH
9.76EICrable and Kearns, 1962RDSH
9.38PEPalmer, Moyes, et al., 1980Vertical value; LLK
9.33PEKobayashi and Nagakura, 1974Vertical value; LLK

Appearance energy determinations

IonAE (eV)Other ProductsMethodReferenceComment
C7H6+12.22HCNEIVan Der Greef, Molenaar-Langeveld, et al., 1979LLK

De-protonation reactions

C8H6N- + Hydrogen cation = Benzonitrile, 4-methyl-

By formula: C8H6N- + H+ = C8H7N

QuantityValueUnitsMethodReferenceComment
Deltar1508. ± 10.kJ/molG+TSKahn, Hehre, et al., 1984gas phase; value altered from reference due to change in acidity scale; B
QuantityValueUnitsMethodReferenceComment
Deltar1478. ± 9.6kJ/molIMREKahn, Hehre, et al., 1984gas phase; value altered from reference due to change in acidity scale; B

References

Go To: Top, Gas phase ion energetics data, Notes

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

Van Der Greef, Molenaar-Langeveld, et al., 1979
Van Der Greef, J.; Molenaar-Langeveld, T.A.; Nibbering, N.M.M., The elimination of HCN (or HNC) from the molecular ions of some isomeric C8H7N compounds, studied by field ionization kinetic and kinetic energy release measurements, Int. J. Mass Spectrom. Ion Phys., 1979, 29, 11. [all data]

Johnstone and Mellon, 1973
Johnstone, R.A.W.; Mellon, F.A., Effects of induction and resonance in the calculation of ionization potentials of substituted benzenes by perturbation molecular orbital theory, J. Chem. Soc. Faraday Trans. 2, 1973, 69, 36. [all data]

Buchs, 1970
Buchs, A., Etude par spectrometrie de masse de l'ionisation de benzonitriles, de phenylacetonitriles et de N,N-dimethylanilines substitues, Helv. Chim. Acta, 1970, 53, 2026. [all data]

Crable and Kearns, 1962
Crable, G.F.; Kearns, G.L., Effect of substituent groups on the ionization potentials of benzenes, J. Phys. Chem., 1962, 66, 436. [all data]

Palmer, Moyes, et al., 1980
Palmer, M.H.; Moyes, W.; Spiers, M., The electronic structure of substituted benzenes: Ab initio calculations and photoelectron spectra for benzonitrile, the tolunitriles, fluorobenzonitriles, dicyanobenzenes and ethynylbenzene, J. Mol. Struct., 1980, 62, 165. [all data]

Kobayashi and Nagakura, 1974
Kobayashi, T.; Nagakura, S., Photoelectron spectra of substituted benzenes, Bull. Chem. Soc. Jpn., 1974, 47, 2563. [all data]

Kahn, Hehre, et al., 1984
Kahn, S.D.; Hehre, W.J.; Bartmess, J.E.; Caldwell, G., Effect of Metal Complexation on the Gas-phase Acidities of Alkylbenzenes, Organomet., 1984, 3, 11, 1740. [doi:10.1021/om00089a024] [all data]


Notes

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