endo-Dicyclopentadiene
- Formula: C10H12
- Molecular weight: 132.2023
- IUPAC Standard InChI: InChI=1S/C10H12/c1-2-9-7-4-5-8(6-7)10(9)3-1/h1-2,4-5,7-10H,3,6H2/t7-,8-,9-,10+/m1/s1
- IUPAC Standard InChIKey: HECLRDQVFMWTQS-KYXWUPHJSA-N
- CAS Registry Number: 1755-01-7
- 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. - Stereoisomers:
- Other names: (3aα,4α,7α,7aα)-3a,4,7,7a-Tetrahydro-4,7-methano-1H-indene; 4,7-Methano-1H-indene, 3a,4,7,7a-tetrahydro-, (3aα,4α,7α,7aα)-
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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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔcH°solid | -5766.8 ± 5.9 | kJ/mol | Ccb | Becker and Roth, 1934 | Reanalyzed by Cox and Pilcher, 1970, Original value = -5767.2 kJ/mol; Corresponding ΔfHºsolid = 116.7 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| S°solid,1 bar | 230.0 | J/mol*K | N/A | Lebedev and Lityagov, 1977 | DH |
Constant pressure heat capacity of solid
| Cp,solid (J/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 188.7 | 298.15 | Lebedev and Lityagov, 1977 | T = 14 to 330 K.; DH |
Reaction thermochemistry data
Go To: Top, Condensed phase thermochemistry data, References, Notes
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
+
= C16H16N4O2
By formula: C6H4N4O2 + C10H12 = C16H16N4O2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -151. | kJ/mol | Cm | Samuilov, Movchan, et al., 1985 | solid phase; solvent: Chlorobenzene |
+
= C16H17N3
By formula: C10H12 + C6H5N3 = C16H17N3
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -161. | kJ/mol | Cm | Samuilov, Movchan, et al., 1985 | solid phase; solvent: Chlorobenzene |
2 =
By formula: 2C5H6 = C10H12
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -195.1 | kJ/mol | Eqk | Lenz and Vaughan, 1989 | gas phase |
References
Go To: Top, Condensed phase thermochemistry 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.
Becker and Roth, 1934
Becker, G.; Roth, W.A.,
Verbrennungswarmen einiger cyclischer kohlenwasserstoffe,
Ber., 1934, 67, 627-632. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]
Lebedev and Lityagov, 1977
Lebedev, B.V.; Lityagov, V.Ya.,
Thermodynamics of polypentenamer synthesis reactions,
Vysokomol. Soedin., 1977, B19, 558-560. [all data]
Samuilov, Movchan, et al., 1985
Samuilov, Ya.D.; Movchan, A.I.; Solov'eva, S.E.; Konovalov, A.I.,
Thermochemical and kinetic study of 1,3-dipolar cycloadditions involving aryl azides and nitrones,
Zh. Org. Khim., 1985, 21, 1772-1776. [all data]
Lenz and Vaughan, 1989
Lenz, T.G.; Vaughan, J.D.,
Employing force-field calculations to predict equilibrium constants and other thermodynamic properties for the dimerization of 1,3-cyclopentadiene,
J. Phys. Chem., 1989, 93, 1592-1596. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid S°solid,1 bar Entropy of solid at standard conditions (1 bar) ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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