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Bicyclo[2.2.1]hept-2-ene, 5-methylene-


Reaction 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: John E. Bartmess

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Individual Reactions

C8H9- + Hydrogen cation = Bicyclo[2.2.1]hept-2-ene, 5-methylene-

By formula: C8H9- + H+ = C8H10

Quantity Value Units Method Reference Comment
Deltar1632. ± 8.8kJ/molG+TSLee and Squires, 1986gas phase; Ca. 1 kcal < H2O
Quantity Value Units Method Reference Comment
Deltar1603. ± 8.4kJ/molIMRBLee and Squires, 1986gas phase; Ca. 1 kcal < H2O

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

View reactions leading to C8H10+ (ion structure unspecified)

Ionization energy determinations

IE (eV) Method Reference Comment
9.01PEAsmus and Klessinger, 1974Vertical value; LLK
8.93PECowling, Johnstone, et al., 1973Vertical value; LLK

De-protonation reactions

C8H9- + Hydrogen cation = Bicyclo[2.2.1]hept-2-ene, 5-methylene-

By formula: C8H9- + H+ = C8H10

Quantity Value Units Method Reference Comment
Deltar1632. ± 8.8kJ/molG+TSLee and Squires, 1986gas phase; Ca. 1 kcal < H2O; B
Quantity Value Units Method Reference Comment
Deltar1603. ± 8.4kJ/molIMRBLee and Squires, 1986gas phase; Ca. 1 kcal < H2O; 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

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IR spectrum
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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 .


Mass spectrum (electron ionization)

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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

Spectrum

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Mass spectrum
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Additional Data

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Owner NIST Mass Spectrometry Data Center
Collection (C) 2014 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, 1990.
NIST MS number 114367

All mass spectra in this site (plus many more) are available from the NIST/EPA/NIH Mass Spectral Library. Please see the following for information about the library and its accompanying search program.


UV/Visible 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: Victor Talrose, Alexander N. Yermakov, Alexy A. Usov, Antonina A. Goncharova, Axlexander N. Leskin, Natalia A. Messineva, Natalia V. Trusova, Margarita V. Efimkina

Spectrum

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UVVis spectrum
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Additional Data

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Source Weiss and Hammond, 1978
Owner INEP CP RAS, NIST OSRD
Collection (C) 2007 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin INSTITUTE OF ENERGY PROBLEMS OF CHEMICAL PHYSICS, RAS
Source reference RAS UV No. 22132
Instrument unknown
Boiling point 55/ 78 mm

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.

Lee and Squires, 1986
Lee, R.E.; Squires, R.R., Anionic homoaromaticity: A gas phase experimental study, J. Am. Chem. Soc., 1986, 105, 5078. [all data]

Asmus and Klessinger, 1974
Asmus, P.; Klessinger, M., Photoelectron spectra of organic compounds. VI. Exocyclic methylene compounds, Tetrahedron, 1974, 30, 2477. [all data]

Cowling, Johnstone, et al., 1973
Cowling, S.A.; Johnstone, R.A.W.; Gorman, A.A.; Smith, P.G., Photoelectron spectrum of 5-methylenenorborn-2-ene and through-space interactions (homobutadiene conjugation), J. Chem. Soc., Chem. Commun., 1973, 627. [all data]

Weiss and Hammond, 1978
Weiss, R.G.; Hammond, G.S., J. Am. Chem. Soc., 1978, 100, 1172. [all data]


Notes

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