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
- IUPAC Standard InChIKey: XOGFXHMYHKGOGP-UHFFFAOYSA-N
- 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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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
C8H5O- + =
By formula: C8H5O- + H+ = C8H6O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 359.8 ± 2.2 | kcal/mol | G+TS | Broadus and Kass, 1999 | gas phase; Correction to direction of ΔGacid reported in literature: Kass, private communication |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 352.1 ± 2.1 | kcal/mol | IMRE | Broadus and Kass, 1999 | gas phase; Correction to direction of ΔGacid reported in literature: Kass, private communication |
References
Go To: Top, Reaction thermochemistry 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]
Notes
Go To: Top, Reaction thermochemistry 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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