endo-Dicyclopentadiene

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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
Δcsolid-5766.8 ± 5.9kJ/molCcbBecker and Roth, 1934Reanalyzed by Cox and Pilcher, 1970, Original value = -5767.2 kJ/mol; Corresponding Δfsolid = 116.7 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Quantity Value Units Method Reference Comment
solid,1 bar230.0J/mol*KN/ALebedev and Lityagov, 1977DH

Constant pressure heat capacity of solid

Cp,solid (J/mol*K) Temperature (K) Reference Comment
188.7298.15Lebedev and Lityagov, 1977T = 14 to 330 K.; DH

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 (kJ/mol) Temperature (K) Method Reference Comment
43.6365.AStephenson and Malanowski, 1987Based on data from 350. to 446. K.; AC

Enthalpy of fusion

ΔfusH (kJ/mol) Temperature (K) Reference Comment
1.79304.7Smirnova, Lebedev, et al., 1997AC
2.22304.8Domalski and Hearing, 1996AC

Enthalpy of phase transition

ΔHtrs (kJ/mol) Temperature (K) Initial Phase Final Phase Reference Comment
9.660216.crystaline, IIcrystaline, ILebedev and Lityagov, 1977DH
2.220304.8crystaline, IliquidLebedev and Lityagov, 1977DH

Entropy of phase transition

ΔStrs (J/mol*K) Temperature (K) Initial Phase Final Phase Reference Comment
40.0216.crystaline, IIcrystaline, ILebedev and Lityagov, 1977DH
6.1304.8crystaline, IliquidLebedev and Lityagov, 1977DH

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

Benzene, 1-azido-4-nitro- + endo-Dicyclopentadiene = C16H16N4O2

By formula: C6H4N4O2 + C10H12 = C16H16N4O2

Quantity Value Units Method Reference Comment
Δr-151.kJ/molCmSamuilov, Movchan, et al., 1985solid phase; solvent: Chlorobenzene

endo-Dicyclopentadiene + Benzene, azido- = C16H17N3

By formula: C10H12 + C6H5N3 = C16H17N3

Quantity Value Units Method Reference Comment
Δr-161.kJ/molCmSamuilov, Movchan, et al., 1985solid phase; solvent: Chlorobenzene

21,3-Cyclopentadiene = endo-Dicyclopentadiene

By formula: 2C5H6 = C10H12

Quantity Value Units Method Reference Comment
Δr-195.1kJ/molEqkLenz and Vaughan, 1989gas phase

References

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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]

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]

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

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