1H-Cyclopropa[b]naphthalene
- Formula: C11H8
- Molecular weight: 140.1812
- IUPAC Standard InChI: InChI=1S/C11H8/c1-2-4-9-6-11-7-10(11)5-8(9)3-1/h1-6H,7H2
- IUPAC Standard InChIKey: SHKRKDNBUOUWRB-UHFFFAOYSA-N
- CAS Registry Number: 286-85-1
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
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Gas phase 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | 435. | kJ/mol | Ccb | Billups, Chow, et al., 1973 |
Condensed phase 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°solid | 360. ± 0.8 | kJ/mol | Ccb | Billups, Chow, et al., 1973 | |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -5831.7 ± 0.8 | kJ/mol | Ccb | Billups, Chow, et al., 1973 | Corresponding ΔfHºsolid = 360. kJ/mol (simple calculation by NIST; no Washburn corrections) |
Phase change 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:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔsubH° | 75. | kJ/mol | E | Billups, Chow, et al., 1973 | ALS |
| ΔsubH° | 75.0 | kJ/mol | N/A | Billups, Chow, et al., 1973 | DRB |
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 as indicated in comments:
B - John E. Bartmess
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
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
C11H7- + =
By formula: C11H7- + H+ = C11H8
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1527. ± 9.2 | kJ/mol | G+TS | Antol, Glasovac, et al., 2003 | gas phase; B |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1496. ± 8.8 | kJ/mol | IMRE | Antol, Glasovac, et al., 2003 | gas phase; B |
+
=
By formula: C11H8 + CH4O = C12H12O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -198.4 ± 0.50 | kJ/mol | Cm | Billups, Chow, et al., 1973 | liquid phase; solvent: Methanol; ALS |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Billups, Chow, et al., 1973
Billups, W.E.; Chow, W.Y.; Leavell, K.H.; Lewis, E.S.; Margrave, J.L.; Sass, R.L.; Shieh, J.J.; Werness, P.G.; Wood, J.L.,
Structure and thermochemistry of benzocyclopropenes. Bond fixation and strain energy,
J. Am. Chem. Soc., 1973, 95, 7878-7880. [all data]
Antol, Glasovac, et al., 2003
Antol, I.; Glasovac, Z.; Hare, M.C.; Eckert-Maksic, M.; Kass, S.R.,
On the acidity of cyclopropanaphthalenes - Gas phase and computational studies,
Int. J. Mass Spectrom., 2003, 222, 1-3, 11-26, https://doi.org/10.1016/S1387-3806(02)00953-3
. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, References
- Symbols used in this document:
ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions ΔsubH° Enthalpy of sublimation at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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