Cyclodecane
- Formula: C10H20
- Molecular weight: 140.2658
- IUPAC Standard InChIKey: LMGZGXSXHCMSAA-UHFFFAOYSA-N
- CAS Registry Number: 293-96-9
- Chemical structure:
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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 |
---|---|---|---|---|---|
ΔcH°liquid | -6586.2 ± 0.9 | kJ/mol | Ccb | Coops, Van Kamp, et al., 1960 | Corresponding ΔfHºliquid = -207.2 kJ/mol (simple calculation by NIST; no Washburn corrections) |
ΔcH°liquid | -6600.3 ± 6.3 | kJ/mol | Ccb | Huckel, Gercke, et al., 1933 | Corresponding ΔfHºliquid = -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 |
---|---|---|---|---|---|
Tboil | 474. | K | N/A | Farchan Laboratories, 1990 | BS |
Tboil | 475.2 | K | N/A | Weast and Grasselli, 1989 | BS |
Tboil | 474. | K | N/A | Huckel, Gercke, et al., 1933, 2 | Uncertainty assigned by TRC = 5. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 285.0 | K | N/A | Mueller, Padeken, et al., 1965 | Uncertainty assigned by TRC = 1. K; TRC |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
45.1 | 419. | A,EB | Stephenson and Malanowski, 1987 | Based on data from 404. to 489. K. See also Meyer and Hotz, 1976.; AC |
48.2 | 358. | EB | Stephenson and Malanowski, 1987 | Based on data from 343. to 386. K. See also Meyer and Hotz, 1976.; AC |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
18.95 | 282.7 | Huang, Simon, et al., 2005 | 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: 2H2 + C10H16 = C10H20
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -236.2 ± 0.96 | kJ/mol | Chyd | Turner, Jarrett, et al., 1973 | liquid phase; solvent: Acetic acid |
ΔrH° | -236. | kJ/mol | Chyd | Sicher, Svoboda, et al., 1966 | liquid phase; solvent: Acetic acid |
By formula: 2H2 + C10H16 = C10H20
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -199.3 | kJ/mol | Chyd | Turner, Mallon, et al., 1973 | liquid phase; solvent: Glacial acetic acid |
By formula: C10H16 + 2H2 = C10H20
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -183.0 | kJ/mol | Chyd | Turner, Mallon, et al., 1973 | liquid phase; solvent: Glacial acetic acid |
By formula: H2 + C10H18 = C10H20
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -86.5 ± 0.3 | kJ/mol | Chyd | Turner and Meador, 1957 | liquid phase; solvent: Acetic acid |
By formula: H2 + C10H18 = C10H20
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -100. ± 4. | kJ/mol | Chyd | Turner and Meador, 1957 | liquid phase; solvent: Acetic acid |
By formula: 4H2 + C10H12 = C10H20
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -514.6 ± 0.8 | kJ/mol | Chyd | Roth, Adamczak, et al., 1991 | liquid 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 |
---|---|---|---|
9.6 | PE | Bieri, Burger, et al., 1977 | LLK |
10.00 ± 0.05 | EI | Puttemans, 1974 | LLK |
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
Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point ΔcH°liquid Enthalpy of combustion of liquid at standard conditions 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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