endo-Dicyclopentadiene
- Formula: C10H12
- Molecular weight: 132.2023
- 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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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:
AC - William E. Acree, Jr., James S. Chickos
DH - Eugene S. Domalski and Elizabeth D. Hearing
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
10.4 | 365. | A | Stephenson and Malanowski, 1987 | Based on data from 350. to 446. K.; AC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
0.428 | 304.7 | Smirnova, Lebedev, et al., 1997 | AC |
0.531 | 304.8 | Domalski and Hearing, 1996 | AC |
Enthalpy of phase transition
ΔHtrs (kcal/mol) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
2.309 | 216. | crystaline, II | crystaline, I | Lebedev and Lityagov, 1977 | DH |
0.5306 | 304.8 | crystaline, I | liquid | Lebedev and Lityagov, 1977 | DH |
Entropy of phase transition
ΔStrs (cal/mol*K) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
9.56 | 216. | crystaline, II | crystaline, I | Lebedev and Lityagov, 1977 | DH |
1.5 | 304.8 | crystaline, I | liquid | Lebedev and Lityagov, 1977 | DH |
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
+
= C16H16N4O2
By formula: C6H4N4O2 + C10H12 = C16H16N4O2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -36.1 | kcal/mol | Cm | Samuilov, Movchan, et al., 1985 | solid phase; solvent: Chlorobenzene |
+
= C16H17N3
By formula: C10H12 + C6H5N3 = C16H17N3
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -38.5 | kcal/mol | Cm | Samuilov, Movchan, et al., 1985 | solid phase; solvent: Chlorobenzene |
By formula: 2C5H6 = C10H12
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -46.62 | kcal/mol | Eqk | Lenz and Vaughan, 1989 | gas phase |
References
Go To: Top, 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.
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
Smirnova, Lebedev, et al., 1997
Smirnova, N.N.; Lebedev, B.V.; Kiparisova, E.G.; Makovetskii, K.L.; Ostrovskaya, I.Ya.,
Thermodynamics of endo- and exo-dicyclopentadienes, their metathesis and addition polymerizations, and the resulting polymers,
Poly. Sci., Ser. A, 1997, 39, 8, 893. [all data]
Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D.,
Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III,
J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985
. [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, Phase change data, Reaction thermochemistry data, References
- Symbols used in this document:
ΔHtrs Enthalpy of phase transition ΔStrs Entropy of phase transition ΔfusH Enthalpy of fusion ΔrH° Enthalpy of reaction at standard conditions ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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