Bicyclo[4.2.0]octa-1,3,5,7-tetraene

• Formula: C₈H₆
• Molecular weight: 102.1332
• IUPAC Standard InChI: InChI=1S/C8H6/c1-2-4-8-6-5-7(8)3-1/h1-6H Copy

  
• IUPAC Standard InChIKey: WHEATZOONURNGF-UHFFFAOYSA-N Copy
• CAS Registry Number: 4026-23-7
• Chemical structure:
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• Information on this page:
  • Reaction thermochemistry data
  • Gas phase ion energetics data
  • References
  • Notes
• Data at other public NIST sites:
  • NIST Polycyclic Aromatic Hydrocarbon Structure Index
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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

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.

Individual Reactions

C₈H₅^- +  =

By formula: C₈H₅^- + H⁺ = C₈H₆

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 C₈H₆⁺ (ion structure unspecified)

Electron affinity determinations

Ionization energy determinations

De-protonation reactions

C₈H₅^- +  =

By formula: C₈H₅^- + H⁺ = C₈H₆

References

Go To: Top, Reaction thermochemistry data, 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.

Broadus and Kass, 2000
Broadus, K.M.; Kass, S.R., Benzocyclobutadienyl anion: Formation and energetics of an antiaromatic molecule, J. Org. Chem., 2000, 65, 20, 6566-6571, https://doi.org/10.1021/jo000709o . [all data]

Broadus and Kass, 2000, 2
Broadus, K.M.; Kass, S.R., The electron as a protecting group. 2. Generation of benzocyclobutadiene radical anion in the gas phase and an experimental determination of the heat of formation of benzocyclobutadiene, J. Am. Chem. Soc., 2000, 122, 43, 10697-10703, https://doi.org/10.1021/ja002352b . [all data]

Koenig, Imre, et al., 1979
Koenig, T.; Imre, D.; Hoobler, J.A., He(I) photoelectron spectrum of benzocyclobutadiene, J. Am. Chem. Soc., 1979, 101, 6446. [all data]

Notes

Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, References

• Symbols used in this document:
  

  EA	Electron affinity
  ΔrG°	Free energy of reaction at standard conditions
  ΔrH°	Enthalpy of reaction at standard conditions

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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