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1,3-Pentadiene, (E)-

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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 - Edward P. Hunter and Sharon G. Lias
L - Sharon G. Lias

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

View reactions leading to C5H8+ (ion structure unspecified)

Quantity Value Units Method Reference Comment
IE (evaluated)8.59 ± 0.02eVN/AN/AL
Quantity Value Units Method Reference Comment
Proton affinity (review)199.4kcal/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity192.3kcal/molN/AHunter and Lias, 1998HL

Ionization energy determinations

IE (eV) Method Reference Comment
8.59 ± 0.02PEMasclet, Mouvier, et al., 1981LLK
8.61 ± 0.02PEBieri, Burger, et al., 1977LLK
8.60EILossing and Traeger, 1975LLK
8.61PEBeez, Bieri, et al., 1973LLK
8.56PEDewar and Worley, 1968RDSH

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
C3H2+20.9 ± 0.1?EIFranklin and Mogenis, 1967RDSH
C3H3+15.16 ± 0.02?EIFranklin and Mogenis, 1967RDSH
C3H4+12.63 ± 0.02C2H4EIFranklin and Mogenis, 1967RDSH
C3H5+14.20 ± 0.02?EIFranklin and Mogenis, 1967RDSH
C3H6+12.73 ± 0.03C2H2EIFranklin and Mogenis, 1967RDSH
C4H3+16.36 ± 0.08CH3+H2EIFranklin and Mogenis, 1967RDSH
C4H4+21.12 ± 0.08?EIFranklin and Mogenis, 1967RDSH
C4H5+12.57 ± 0.05CH3EIFranklin and Mogenis, 1967RDSH
C4H6+13.1 ± 0.1?EIFranklin and Mogenis, 1967RDSH
C5H5+13.90 ± 0.05H2+HEIFranklin and Mogenis, 1967RDSH
C5H6+12.34 ± 0.06H2EIFranklin and Mogenis, 1967RDSH
C5H7+8.60HEILossing and Traeger, 1975, 2LLK
C5H7+10.52HEILossing and Traeger, 1975LLK
C5H7+10.93 ± 0.02HEIFranklin and Mogenis, 1967RDSH

De-protonation reactions

C5H7- + Hydrogen cation = 1,3-Pentadiene, (E)-

By formula: C5H7- + H+ = C5H8

Quantity Value Units Method Reference Comment
Deltar369.2 ± 1.2kcal/molD-EAZimmerman, Gygax, et al., 1978gas phase; Acid: 1,4-pentadiene. (Z)-1,3-pentadiene is 7.0 kcal/mol more stable(weaker acid); B
Quantity Value Units Method Reference Comment
Deltar364.4 ± 1.9kcal/molH-TSZimmerman, Gygax, et al., 1978gas phase; Acid: 1,4-pentadiene. (Z)-1,3-pentadiene is 7.0 kcal/mol more stable(weaker acid); 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, https://doi.org/10.1063/1.556018 . [all data]

Masclet, Mouvier, et al., 1981
Masclet, P.; Mouvier, G.; Bocquet, J.F., Effets electroniques et effets steriques dus a la substitution alcoyle dans les dienes conjugues, J. Chim. Phys., 1981, 78, 99. [all data]

Bieri, Burger, et al., 1977
Bieri, G.; Burger, F.; Heilbronner, E.; Maier, J.P., Valence ionization enrgies of hydrocarbons, Helv. Chim. Acta, 1977, 60, 2213. [all data]

Lossing and Traeger, 1975
Lossing, F.P.; Traeger, J.C., Stabilization in cyclopentadienyl, cyclopentenyl, and cyclopentyl cations, J. Am. Chem. Soc., 1975, 97, 1579. [all data]

Beez, Bieri, et al., 1973
Beez, M.; Bieri, G.; Bock, H.; Heilbronner, E., The ionization potentials of butadiene, hexatriene, andtheir methyl derivatives: evidence for through space interaction between double bond «pi»-orbitals and non-bonded pseudo-«pi» orbitals of methyl groups?, Helv. Chim. Acta, 1973, 56, 1028. [all data]

Dewar and Worley, 1968
Dewar, M.J.S.; Worley, S.D., Ionization potential of cis-1,3-butadiene, J. Chem. Phys., 1968, 49, 2454. [all data]

Franklin and Mogenis, 1967
Franklin, J.L.; Mogenis, A., An electron impact study of ions from several dienes, J. Phys. Chem., 1967, 71, 2820. [all data]

Lossing and Traeger, 1975, 2
Lossing, F.P.; Traeger, J.C., Free radicals by mass spectrometry XLVI. Heats of formation of C5H7 and C5H9 radicals and cations., J. Am. Chem. Soc., 1975, 19, 9. [all data]

Zimmerman, Gygax, et al., 1978
Zimmerman, A.H.; Gygax, R.; Brauman, J.I., Electron photodetachment spectroscopy of polyene anions. Electron affinities of pentadienyl and heptatrienyl radicals, J. Am. Chem. Soc., 1978, 100, 5595. [all data]


Notes

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