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Benzene, 1-chloro-3-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 evaluated as indicated in comments:
HL - E.P. Hunter and S.G. Lias

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
LL - S.G. Lias and J.F. Liebman

QuantityValueUnitsMethodReferenceComment
Proton affinity (review)783.9kJ/molN/AHunter and Lias, 1998HL
QuantityValueUnitsMethodReferenceComment
Gas basicity754.5kJ/molN/AHunter and Lias, 1998HL

Ionization energy determinations

IE (eV)MethodReferenceComment
8.7 ± 0.1EITajima and Tsuchiya, 1972LLK
8.83 ± 0.02PIWatanabe, Nakayama, et al., 1962RDSH

Appearance energy determinations

IonAE (eV)Other ProductsMethodReferenceComment
C5H5+15.7 ± 0.2C2H2+ClEITajima and Tsuchiya, 1973LLK
C5H5+15.71 ± 0.15C2H2+ClEITajima and Tsuchiya, 1972LLK
C7H6Cl+12.05 ± 0.07HEISelim, Rabbih, et al., 1994LL
C7H7+11.25 ± 0.06ClEISelim, Rabbih, et al., 1994LL
C7H7+11.3 ± 0.1ClEITajima and Tsuchiya, 1972LLK
C7H7+11.9ClEIYeo and Williams, 1970RDSH
C7H7+11.3 ± 0.1ClEIBrown, 1970RDSH

De-protonation reactions

C7H6Cl- + Hydrogen cation = Benzene, 1-chloro-3-methyl-

By formula: C7H6Cl- + H+ = C7H7Cl

QuantityValueUnitsMethodReferenceComment
Deltar1565. ± 8.8kJ/molG+TSCaldwell and Bartmessgas phase; value altered from reference due to change in acidity scale; B
QuantityValueUnitsMethodReferenceComment
Deltar1535. ± 8.4kJ/molIMRECaldwell and Bartmessgas 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.

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. [doi:10.1063/1.556018] [all data]

Tajima and Tsuchiya, 1972
Tajima, S.; Tsuchiya, T., The effects of the repeller voltage and the shield voltage on appearance potential measurements by electron impact, Shitsuryo Bunseki, 1972, 20, 117. [all data]

Watanabe, Nakayama, et al., 1962
Watanabe, K.; Nakayama, T.; Mottl, J., Ionization potentials of some molecules, J. Quant. Spectry. Radiative Transfer, 1962, 2, 369. [all data]

Tajima and Tsuchiya, 1973
Tajima, S.; Tsuchiya, T., Energetics consideration of C5H5+ ions produced from various precursors by electron impact, Bull. Chem. Soc. Jpn., 1973, 46, 3291. [all data]

Selim, Rabbih, et al., 1994
Selim, E.T.M.; Rabbih, M.A.; Fahmey, M.A.; Hawash, M.F., Loss of H and Cl from the molecular ions of chlorotoluene isomers using electron impact mass spectrometry, Int. J. Mass Spectrom. Ion Processes, 1994, 134, 119. [all data]

Yeo and Williams, 1970
Yeo, A.N.H.; Williams, D.H., Rearrangement in the molecular ions of halogenotoluenes prior to fragmentation in the mass spectrometer, Chem. Commun., 1970, 886. [all data]

Brown, 1970
Brown, P., Kinetic studies in mass spectrometry-IV. The [M - Cl] reaction in substituted chlorobenzenes and the question of molecular ion isomerization, Org. Mass Spectrom., 1970, 3, 639. [all data]

Caldwell and Bartmess
Caldwell, G.; Bartmess, J.E., , Unpublished results. [all data]


Notes

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