3-Methyl-4-cyclohexene-1,1,2,2-tetracarbonitrile
- Formula: C11H8N4
- Molecular weight: 196.2080
- IUPAC Standard InChI: InChI=1S/C11H8N4/c1-9-3-2-4-10(5-12,6-13)11(9,7-14)8-15/h2-3,9H,4H2,1H3
- IUPAC Standard InChIKey: VQCBYCIFFNDHIQ-UHFFFAOYSA-N
- CAS Registry Number: 13358-02-6
- Chemical structure:
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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 | 142.6 ± 1.1 | kcal/mol | Cm | Rogers, 1971 | Heat of formation derived by 77PED/RYL |
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 | 123.02 ± 0.95 | kcal/mol | Cm | Rogers, 1971 | Heat of formation derived by 77PED/RYL |
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:
DRB - Donald R. Burgess, Jr.
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔsubH° | 19.6 | kcal/mol | N/A | Rogers, 1971 | DRB |
Enthalpy of sublimation
| ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 19.60 ± 0.50 | 350. | V | Rogers, 1971 | Heat of formation derived by 77PED/RYL; ALS |
| 20. ± 0.50 | 350. | MG | Rogers, 1971 | See also Pedley and Rylance, 1977.; AC |
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: 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
=
+
By formula: C11H8N4 = C6N4 + C5H8
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 37.6 ± 0.8 | kcal/mol | Cm | Rogers, 1971 | solid phase; Heat of formation derived by 77PED/RYL |
+
=
By formula: C6N4 + C5H8 = C11H8N4
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -37.6 ± 0.8 | kcal/mol | Cm | Rogers, 1971 | liquid phase; solvent: Dichloromethane |
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.
Rogers, 1971
Rogers, F.E.,
Thermochemistry of the Diels-Alder reaction. I. Enthalpy of addition of isoprene to tetracyanoethylene,
J. Phys. Chem., 1971, 75, 1734-1737. [all data]
Pedley and Rylance, 1977
Pedley, J.B.; Rylance, J.,
, Computer Analysed Thermochemical Data: Organic and Organometallic Compounds, University of Sussex, Brighton, 1977. [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:
ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔrH° Enthalpy of reaction at standard conditions ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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