Benzene, (iodomethyl)-

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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
Δfgas127.3 ± 1.3kJ/molEqkWalsh, Golden, et al., 1966 

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 - John E. Bartmess
LL - Sharon G. Lias and Joel F. Liebman
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron

Ionization energy determinations

IE (eV) Method Reference Comment
8.73 ± 0.02PITraeger and Kompe, 1990LL
8.8EIYeo and Williams, 1970RDSH
8.91PESchmidt and Schweig, 1973Vertical value; LLK

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
C7H7+8.84 ± 0.02IPITraeger and Kompe, 1990LL
C7H7+9.2IEIYeo and Williams, 1970RDSH

De-protonation reactions

C7H6I- + Hydrogen cation = Benzene, (iodomethyl)-

By formula: C7H6I- + H+ = C7H7I

Quantity Value Units Method Reference Comment
Δr1556. ± 8.8kJ/molG+TSPoutsma, Nash, et al., 1997gas phase; between tBuCH(Me)OH, FCH2CH2OH; B
Quantity Value Units Method Reference Comment
Δr1525. ± 8.4kJ/molIMRBPoutsma, Nash, et al., 1997gas phase; between tBuCH(Me)OH, FCH2CH2OH; B

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

Gas Phase Spectrum

Benzyl iodide

Infrared Spectrum

1000
1500
2000
2500
3000
3500
0.955
0.960
0.965
0.970
0.975
0.980
0.985
0.990
0.995
1.000
1.005
Wavenumbers (cm-1)
Transmitance

Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived.

Additional Data

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Owner NIST Standard Reference Data Program
Collection (C) 2018 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
State gas
Instrument HP-GC/MS/IRD

This IR spectrum is from the NIST/EPA Gas-Phase Infrared Database .


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.

Walsh, Golden, et al., 1966
Walsh, R.; Golden, D.M.; Benson, S.W., The thermochemistry of the Gas Phase Equilibrium I2 + C6H5CH3 = C6H5CH2I + HI and the heat of formation of the benzyl radical, J. Am. Chem. Soc., 1966, 88, 650-656. [all data]

Traeger and Kompe, 1990
Traeger, J.C.; Kompe, B.M., Threshold C7H7 formation from the benzyl halides by photoionization mass spectrometry, Int. J. Mass Spectrom. Ion Processes, 1990, 101, 111. [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]

Schmidt and Schweig, 1973
Schmidt, H.; Schweig, A., C-Hal hyperkonjugation, Tetrahedron Lett., 1973, 981. [all data]

Poutsma, Nash, et al., 1997
Poutsma, J.C.; Nash, J.J.; Paulino, J.A.; Squires, R.R., Absolute Heats of Formation of Phenylcarbene and Vinylcarbene, J. Am. Chem. Soc., 1997, 119, 20, 4686, https://doi.org/10.1021/ja963918s . [all data]


Notes

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