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Thiophene, 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 compiled as indicated in comments:
B - John E. Bartmess
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
8.84CTSAloisi and Pignataro, 1973LLK
8.72EIAloisi and Pignataro, 1973LLK
8.40PEBaker, Betteridge, et al., 1970RDSH
8.70PEColonna, Distefano, et al., 1979Vertical value; LLK

De-protonation reactions

C5H5S- + Hydrogen cation = Thiophene, 3-methyl-

By formula: C5H5S- + H+ = C5H6S

Quantity Value Units Method Reference Comment
Deltar380.7 ± 3.1kcal/molG+TSDePuy, Kass, et al., 1988gas phase; Acid: 3-methylthiophene. Between MeOH, EtOH. 1 D exchange implies ring proton as site.; B
Quantity Value Units Method Reference Comment
Deltar373.0 ± 3.0kcal/molIMRBDePuy, Kass, et al., 1988gas phase; Acid: 3-methylthiophene. Between MeOH, EtOH. 1 D exchange implies ring proton as site.; 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.

Aloisi and Pignataro, 1973
Aloisi, G.G.; Pignataro, S., Molecular complexes of substituted thiophens with «sigma» and «pi» acceptors, J. Chem. Soc. Faraday Trans. 1, 1973, 69, 534. [all data]

Baker, Betteridge, et al., 1970
Baker, A.D.; Betteridge, D.; Kemp, N.R.; Kirby, R.E., Application of photoelectron spectrometry to pesticide analysis. Photoelectron spectra of fivemembered heterocycles and related molecules, Anal. Chem., 1970, 42, 1064. [all data]

Colonna, Distefano, et al., 1979
Colonna, F.P.; Distefano, G.; Guerra, M.; Jones, D.; Modelli, A., Furyl- and thienyl-mercury derivatives studied by means of ultraviolet photoelectron spectroscopy. Evidence for the participation in bonding of the vacant 6p «pi» orbitals of mercury in bis-2-furyl-bis-2-thienylmercury, J. Chem. Soc. Dalton Trans., 1979, 2037. [all data]

DePuy, Kass, et al., 1988
DePuy, C.H.; Kass, S.R.; Bean, G.P., Formation and Reactions of Heteroaromatic Anions in the Gas Phase, J. Org. Chem., 1988, 53, 19, 4427, https://doi.org/10.1021/jo00254a001 . [all data]


Notes

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