Cyclodecane

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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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity Value Units Method Reference Comment
Δcliquid-6586.2 ± 0.9kJ/molCcbCoops, Van Kamp, et al., 1960Corresponding Δfliquid = -207.2 kJ/mol (simple calculation by NIST; no Washburn corrections)
Δcliquid-6600.3 ± 6.3kJ/molCcbHuckel, Gercke, et al., 1933Corresponding Δfliquid = -193.1 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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos

Quantity Value Units Method Reference Comment
Tboil474.KN/AFarchan Laboratories, 1990BS
Tboil475.2KN/AWeast and Grasselli, 1989BS
Tboil474.KN/AHuckel, Gercke, et al., 1933, 2Uncertainty assigned by TRC = 5. K; TRC
Quantity Value Units Method Reference Comment
Tfus285.0KN/AMueller, Padeken, et al., 1965Uncertainty assigned by TRC = 1. K; TRC

Enthalpy of vaporization

ΔvapH (kJ/mol) Temperature (K) Method Reference Comment
45.1419.A,EBStephenson and Malanowski, 1987Based on data from 404. to 489. K. See also Meyer and Hotz, 1976.; AC
48.2358.EBStephenson and Malanowski, 1987Based on data from 343. to 386. K. See also Meyer and Hotz, 1976.; AC

Enthalpy of fusion

ΔfusH (kJ/mol) Temperature (K) Reference Comment
18.95282.7Huang, Simon, et al., 2005AC

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:


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

2Hydrogen + Cyclodecyne = Cyclodecane

By formula: 2H2 + C10H16 = C10H20

Quantity Value Units Method Reference Comment
Δr-236.2 ± 0.96kJ/molChydTurner, Jarrett, et al., 1973liquid phase; solvent: Acetic acid
Δr-236.kJ/molChydSicher, Svoboda, et al., 1966liquid phase; solvent: Acetic acid

2Hydrogen + trans,trans-1,6-Cyclodecadiene = Cyclodecane

By formula: 2H2 + C10H16 = C10H20

Quantity Value Units Method Reference Comment
Δr-199.3kJ/molChydTurner, Mallon, et al., 1973liquid phase; solvent: Glacial acetic acid

cis,cis-1,6-Cyclodecadiene + 2Hydrogen = Cyclodecane

By formula: C10H16 + 2H2 = C10H20

Quantity Value Units Method Reference Comment
Δr-183.0kJ/molChydTurner, Mallon, et al., 1973liquid phase; solvent: Glacial acetic acid

Hydrogen + Cyclodecene, (Z)- = Cyclodecane

By formula: H2 + C10H18 = C10H20

Quantity Value Units Method Reference Comment
Δr-86.5 ± 0.3kJ/molChydTurner and Meador, 1957liquid phase; solvent: Acetic acid

Hydrogen + Cyclodecene, (E)- = Cyclodecane

By formula: H2 + C10H18 = C10H20

Quantity Value Units Method Reference Comment
Δr-100. ± 4.kJ/molChydTurner and Meador, 1957liquid phase; solvent: Acetic acid

4Hydrogen + Meso 1,2,6,7-cyclodecatetraene = Cyclodecane

By formula: 4H2 + C10H12 = C10H20

Quantity Value Units Method Reference Comment
Δr-514.6 ± 0.8kJ/molChydRoth, Adamczak, et al., 1991liquid phase

Gas phase ion energetics 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:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi

Ionization energy determinations

IE (eV) Method Reference Comment
9.6PEBieri, Burger, et al., 1977LLK
10.00 ± 0.05EIPuttemans, 1974LLK

References

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Coops, Van Kamp, et al., 1960
Coops, J.; Van Kamp, H.; Lambregts, W.A.; Visser, B.J.; Dekker, H., Thermal quantities of cycloparaffins. Part IV. Heats of combustion of cycloparaffins with 10-17 C atoms, Rec. Trav. Chim. Pays/Bas, 1960, 79, 1226-1234. [all data]

Huckel, Gercke, et al., 1933
Huckel, W.; Gercke, A.; Gross, A., Cyclodecan, Ber., 1933, 66, 563-567. [all data]

Farchan Laboratories, 1990
Farchan Laboratories, Research Chemicals Catalog, Farchan Laboratories, Gainesville, FL, 1990, 91. [all data]

Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]

Huckel, Gercke, et al., 1933, 2
Huckel, W.; Gercke, A.; Gross, A., Chem. Ber., 1933, 66b, 563. [all data]

Mueller, Padeken, et al., 1965
Mueller, E.; Padeken, H.G.; Salamon, M.; Fiedler, G., Direct Photooxidation of Cycloalkanes, Chem. Ber., 1965, 98, 1893-1909. [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]

Meyer and Hotz, 1976
Meyer, Edwin F.; Hotz, Carol A., Cohesive energies in polar organic liquids. 3. Cyclic ketones, J. Chem. Eng. Data, 1976, 21, 3, 274-279, https://doi.org/10.1021/je60070a035 . [all data]

Huang, Simon, et al., 2005
Huang, Dinghai; Simon, Sindee L.; McKenna, Gregory B., Chain length dependence of the thermodynamic properties of linear and cyclic alkanes and polymers, J. Chem. Phys., 2005, 122, 8, 084907, https://doi.org/10.1063/1.1852453 . [all data]

Turner, Jarrett, et al., 1973
Turner, R.B.; Jarrett, A.D.; Goebel, P.; Mallon, B.J., Heats of hydrogenation. 9. Cyclic acetylenes and some miscellaneous olefins, J. Am. Chem. Soc., 1973, 95, 790-792. [all data]

Sicher, Svoboda, et al., 1966
Sicher, J.; Svoboda, M.; Zavada, J.; Turner, R.B.; Goebel, P., Sterochemical studies - XXXVI. An approach to conformational analysis of medium ring compounds. Unsaturated ten-membered ring derivates, Tetrahedron, 1966, 22, 659-671. [all data]

Turner, Mallon, et al., 1973
Turner, R.B.; Mallon, B.J.; Tichy, M.; Doering, W.v.E.; Roth, W.R.; Schroder, G., Heats of hydrogenation. X. Conjugative interaction in cyclic dienes and trienes, J. Am. Chem. Soc., 1973, 95, 8605-8610. [all data]

Turner and Meador, 1957
Turner, R.B.; Meador, W.R., Heats of hydrogenation. IV. Hydrogenation of some cis- and trans-cycloolefins, J. Am. Chem. Soc., 1957, 79, 4133-4136. [all data]

Roth, Adamczak, et al., 1991
Roth, W.R.; Adamczak, O.; Breuckmann, R.; Lennartz, H.-W.; Boese, R., Die Berechnung von Resonanzenergien; das MM2ERW-Kraftfeld, Chem. Ber., 1991, 124, 2499-2521. [all data]

Bieri, Burger, et al., 1977
Bieri, G.; Burger, F.; Heilbronner, E.; Maier, J.P., Valence ionization enrgies of hydrocarbons, Helv. Chim. Acta, 1977, 60, 2213. [all data]

Puttemans, 1974
Puttemans, J.P., Ionisation de cycloalcanes (C5 a C12) en spectroscopie photoelectronique et par impact electronique, Ing. Chim. (Brussels), 1974, 56, 64. [all data]


Notes

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