Benzocyclobuten-1(2H)-one

• Formula: C₈H₆O
• Molecular weight: 118.1326
• IUPAC Standard InChI: InChI=1S/C8H6O/c9-8-5-6-3-1-2-4-7(6)8/h1-4H,5H2 Copy

  
• IUPAC Standard InChIKey: XOGFXHMYHKGOGP-UHFFFAOYSA-N Copy
• CAS Registry Number: 3469-06-5
• Chemical structure:
  This structure is also available as a 2d Mol file or as a computed 3d SD file
  The 3d structure may be viewed using Java or Javascript.
• Other names: Benzocyclobutenone; Bicyclo(4.2.0)octa-1,3,5-trien-7-one
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• Information on this page:
  • Reaction thermochemistry data
  • Gas phase ion energetics data
  • References
  • Notes
• Other data available:
  • Phase change data
  • Mass spectrum (electron ionization)
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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

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Individual Reactions

C₈H₅O^- +  =

By formula: C₈H₅O^- + H⁺ = C₈H₆O

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
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron

View reactions leading to C₈H₆O⁺ (ion structure unspecified)

Ionization energy determinations

De-protonation reactions

C₈H₅O^- +  =

By formula: C₈H₅O^- + H⁺ = C₈H₆O

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, 1999
Broadus, K.M.; Kass, S.R., Benzocyclobutenone enolate: an anion with an antiaromatic resonance structure, J. Chem. Soc. Perkin Trans., 1999, 2, 11, 2389-2396, https://doi.org/10.1039/a905868k . [all data]

Mamer, Lossing, et al., 1970
Mamer, A.; Lossing, F.P.; Hedaya, E.; Kent, M.E., Pyrolysis of bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic anhydride, Can. J. Chem., 1970, 48, 3606. [all data]

Notes

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

• Symbols used in this document:
  

  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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