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Benzene, 1,3-difluoro-

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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
L - 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

QuantityValueUnitsMethodReferenceComment
IE (evaluated)9.33 ± 0.02eVN/AN/AL
QuantityValueUnitsMethodReferenceComment
Proton affinity (review)749.7kJ/molN/AHunter and Lias, 1998HL
QuantityValueUnitsMethodReferenceComment
Gas basicity722.kJ/molN/AHunter and Lias, 1998HL

Ionization energy determinations

IE (eV)MethodReferenceComment
9.2PEMaier and Thommen, 1981LLK
9.332 ± 0.004EQLias and Ausloos, 1978LLK
9.35SGilbert and Sandorfy, 1974LLK
9.78 ± 0.02EIMomigny and Wirtz-Cordier, 1962RDSH
9.32PEStreets and Ceasar, 1973Vertical value; LLK
9.6 ± 0.03PEKlessinger, 1972Vertical value; LLK

Appearance energy determinations

IonAE (eV)Other ProductsMethodReferenceComment
C4H2F2+15.30C2H2EIMomigny and Wirtz-Cordier, 1962RDSH

De-protonation reactions

C6H3F2- + Hydrogen cation = Benzene, 1,3-difluoro-

By formula: C6H3F2- + H+ = C6H4F2

QuantityValueUnitsMethodReferenceComment
Deltar1565. ± 8.8kJ/molG+TSBuker, Nibbering, et al., 1997gas phase; B
Deltar<1575.5 ± 1.3kJ/molG+TSBriscese and Riveros, 1975gas phase; < iPrOH; value altered from reference due to change in acidity scale; B
QuantityValueUnitsMethodReferenceComment
Deltar1533. ± 8.4kJ/molIMREBuker, Nibbering, et al., 1997gas phase; B
Deltar<1543.1kJ/molIMRBBriscese and Riveros, 1975gas phase; < iPrOH; 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]

Maier and Thommen, 1981
Maier, J.P.; Thommen, F., Fluorescence quantum yields and lifetimes of fluorobenzene cations in selected levels of their B and C states determined by photoelectron-photoion coincidence spectroscopy, Chem. Phys., 1981, 57, 319. [all data]

Lias and Ausloos, 1978
Lias, S.G.; Ausloos, P.J., eIonization energies of organic compounds by equilibrium measurements, J. Am. Chem. Soc., 1978, 100, 6027. [all data]

Gilbert and Sandorfy, 1974
Gilbert, R.; Sandorfy, C., Rydberg transitions in the ultraviolet spectra of difluorobenzenes, Chem. Phys. Lett., 1974, 27, 457. [all data]

Momigny and Wirtz-Cordier, 1962
Momigny, J.; Wirtz-Cordier, A.M., Les effets de l'impact electronique sur des derives dihalogenes du benzene, Ann. Soc. Sci. Bruxelles, 1962, 76, 164. [all data]

Streets and Ceasar, 1973
Streets, D.G.; Ceasar, G.P., Inductive mesomeric effects on the «pi» orbitals of halobenzenes, Mol. Phys., 1973, 26, 1037. [all data]

Klessinger, 1972
Klessinger, M., Ionization potentials of substituted benzenes, Angew. Chem. Int. Ed. Engl., 1972, 11, 525. [all data]

Buker, Nibbering, et al., 1997
Buker, H.H.; Nibbering, N.M.M.; Espinosa, D.; Mongin, F.; Schlosser, M., Additivity of substituent effects in the fluoroarene series: Equilibrium acidity in the gas phase and deprotonation rates in ethereal solution, Tetrahed. Lett., 1997, 38, 49, 8519-8522. [doi:10.1016/S0040-4039(97)10303-3] [all data]

Briscese and Riveros, 1975
Briscese, S.M.J.; Riveros, J.M., Gas phase nucleophilic reactions of aromatic systems, J. Am. Chem. Soc., 1975, 97, 230. [all data]


Notes

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