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Cyclododecane

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Gas phase thermochemistry data

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), 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

Quantity Value Units Method Reference Comment
Deltacgas-7434.kJ/molCcbSmith and Easley, 1963Corresponding «DELTA»fgas = -718. kJ/mol (simple calculation by NIST; no Washburn corrections)

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
Deltacsolid-7700.33kJ/molCcbGollis, Belenyessy, et al., 1962Corresponding «DELTA»fsolid = -451.75 kJ/mol (simple calculation by NIST; no Washburn corrections)
Deltacsolid-7845.4 ± 1.3kJ/molCcbCoops, Van Kamp, et al., 1960Reanalyzed by Cox and Pilcher, 1970, Original value = -7844.8 ± 1.3 kJ/mol; Corresponding «DELTA»fsolid = -306.68 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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny, director
AC - William E. Acree, Jr., James S. Chickos
CAL - James S. Chickos, William E. Acree, Jr., Joel F. Liebman, Students of Chem 202 (Introduction to the Literature of Chemistry), University of Missouri -- St. Louis

Quantity Value Units Method Reference Comment
Tfus333.8KN/ADrotloff and Moller, 1987Crystal phase 1 phase; Uncertainty assigned by TRC = 0.3 K; TRC
Tfus332.5KN/AMueller, Padeken, et al., 1965Uncertainty assigned by TRC = 1. K; TRC
Tfus316.KN/AGollis, Belenyessy, et al., 1962, 2Uncertainty assigned by TRC = 1.66 K; TRC
Quantity Value Units Method Reference Comment
Deltavap63.0kJ/molCGCChickos, Hesse, et al., 1998AC
Deltavap62.8kJ/molCGCChickos, Hosseini, et al., 1995Based on data from 403. - 453. K.; AC
Quantity Value Units Method Reference Comment
Deltasub76.2kJ/molCGC-DSCChickos, Hesse, et al., 1998AC

Enthalpy of vaporization

DeltavapH (kJ/mol) Temperature (K) Method Reference Comment
52.6401.A,EBStephenson and Malanowski, 1987Based on data from 386. - 441. K. See also Meyer and Hotz, 1976.; AC
49.8455.A,EBStephenson and Malanowski, 1987Based on data from 440. - 529. K. See also Meyer and Hotz, 1976.; AC

Enthalpy of fusion

DeltafusH (kJ/mol) Temperature (K) Reference Comment
14.8333.8Drotloff and Möller, 1987AC

Entropy of fusion

DeltafusS (J/mol*K) Temperature (K) Reference Comment
3.02199.Drotloff and Moller, 1987CAL
44.34333.8

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

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, IR Spectrum, Mass spectrum (electron ionization), 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

Cyclododecyne + 2Hydrogen = Cyclododecane

By formula: C12H20 + 2H2 = C12H24

Quantity Value Units Method Reference Comment
Deltar-258.4 ± 1.7kJ/molChydTurner, Jarrett, et al., 1973liquid phase; solvent: Acetic acid
Deltar-258.kJ/molChydSicher, Svoboda, et al., 1968liquid phase; solvent: Acetic acid

Hydrogen + Cyclododecene, (E)- = Cyclododecane

By formula: H2 + C12H22 = C12H24

Quantity Value Units Method Reference Comment
Deltar-112.kJ/molChydSicher, Svoboda, et al., 1968liquid phase; solvent: Acetic acid

Cyclododecene, (Z)- + Hydrogen = Cyclododecane

By formula: C12H22 + H2 = C12H24

Quantity Value Units Method Reference Comment
Deltar-110.kJ/molChydSicher, Svoboda, et al., 1968liquid phase; solvent: Acetic acid

IR Spectrum

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Data compiled by: Coblentz Society, Inc.

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director


Mass spectrum (electron ionization)

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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: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

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Additional Data

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Owner NIST Mass Spectrometry Data Center
Collection (C) 2014 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin Japan AIST/NIMC Database- Spectrum MS-NW-3626
NIST MS number 229170

All mass spectra in this site (plus many more) are available from the NIST/EPA/NIH Mass Spectral Library. Please see the following for information about the library and its accompanying search program.


References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), Notes

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

Smith and Easley, 1963
Smith, J.O.; Easley, K.W., Ortho-substituted bicyclohexyl hydrocarbons as high energy fuels, Patent No. 3,113,425 to Monsanto Research Corp., Everett, MA, USA 12/10/63, 1963, 1. [all data]

Gollis, Belenyessy, et al., 1962
Gollis, M.H.; Belenyessy, L.I.; Gudzinowicz, B.J.; Koch, S.D.; Smith, J.O.; Wineman, R.J., Evaluation of pure hydrocarbons as jet fuels, J. Chem. Eng. Data, 1962, 7, 331-316. [all data]

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]

Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G., Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]

Drotloff and Moller, 1987
Drotloff, H.; Moller, M., On the phase transitions of cycloalkanes, Thermochim. Acta, 1987, 112, 1, 57, https://doi.org/10.1016/0040-6031(87)88079-6 . [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]

Gollis, Belenyessy, et al., 1962, 2
Gollis, M.H.; Belenyessy, L.I.; Gudzinowicz, B.J.; Koch, S.D.; Smith, J.O.; Wineman, R.J., Evaluation of pure hydrocarbons as jet fuels., J. Chem. Eng. Data, 1962, 7, 311-6. [all data]

Chickos, Hesse, et al., 1998
Chickos, James; Hesse, Donald; Hosseini, Sarah; Nichols, Gary; Webb, Paul, Sublimation enthalpies at 298.15K using correlation gas chromatography and differential scanning calorimetry measurements, Thermochimica Acta, 1998, 313, 2, 101-110, https://doi.org/10.1016/S0040-6031(97)00432-2 . [all data]

Chickos, Hosseini, et al., 1995
Chickos, James S.; Hosseini, Sarah; Hesse, Donald G., Determination of vaporization enthalpies of simple organic molecules by correlations of changes in gas chromatographic net retention times, Thermochimica Acta, 1995, 249, 41-62, https://doi.org/10.1016/0040-6031(95)90670-3 . [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]

Drotloff and Möller, 1987
Drotloff, Hansotto; Möller, Martin, On the phase transitions of cycloalkanes, Thermochimica Acta, 1987, 112, 1, 57-62, https://doi.org/10.1016/0040-6031(87)88079-6 . [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., 1968
Sicher, J.; Svoboda, M.; Mallon, B.J.; Turner, R.B., Stereochemical studies. Part XLVII. Conformational analysis of many-membered ring compounds. The cyclododecenes, J. Chem. Soc. B, 1968, 441-447. [all data]


Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), References