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Cyclotetradecane

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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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny, director
AC - William E. Acree, Jr., James S. Chickos
DRB - Donald R. Burgess, Jr.
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity Value Units Method Reference Comment
Tfus330.KN/AChickos, Hesse, et al., 1990Crystal phase 1 phase; Uncertainty assigned by TRC = 1. K; TRC
Tfus329.KN/ADrotloff and Moller, 1987Crystal phase 1 phase; Uncertainty assigned by TRC = 0.3 K; TRC
Tfus325.KN/ASondheimer, Amiel, et al., 1957Uncertainty assigned by TRC = 3. K; TRC
Quantity Value Units Method Reference Comment
Deltavap65.3 ± 0.2kJ/molN/AChickos, Hesse, et al., 1992AC
Quantity Value Units Method Reference Comment
Deltasub95.6kJ/molCGC-DSCChickos, Hesse, et al., 1998AC
Deltasub132.9kJ/molN/AFrisch, Bautista, et al., 1964DRB

Enthalpy of vaporization

DeltavapH (kJ/mol) Temperature (K) Reference Comment
62.3 ± 0.2343.Chickos, Hesse, et al., 1992AC

Enthalpy of sublimation

DeltasubH (kJ/mol) Temperature (K) Method Reference Comment
97.9 ± 1.7310.HSAChickos, Hesse, et al., 1992Based on data from 300. - 321. K.; AC
134.8 ± 1.5355.VFrisch, Bautista, et al., 1964see Frisch, 1962; ALS
134.8 ± 1.5301.MEFrisch, Bautista, et al., 1964Based on data from 295. - 307. K. See also Cox and Pilcher, 1970.; AC
89.3 ± 0.4287.TMEngelsman, 1955Based on data from 285. - 290. K.; AC

Enthalpy of fusion

DeltafusH (kJ/mol) Temperature (K) Reference Comment
28.7328.Borgen and Dale, 1970AC

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:


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.

Chickos, Hesse, et al., 1990
Chickos, J.S.; Hesse, D.G.; Liebman, J.F., Estimating entropies and enthalpies of fusion of hydrocarbons, J. Org. Chem., 1990, 55, 3833-40. [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]

Sondheimer, Amiel, et al., 1957
Sondheimer, F.; Amiel, Y.; Wolovsky, R., Unsaturated Macrocyclic Compounds IV. The Oxidation of Terminal Diacetylenes to Macrocyclic Tetraacetaylenes, J. Am. Chem. Soc., 1957, 79, 6263. [all data]

Chickos, Hesse, et al., 1992
Chickos, James S.; Hesse, Donald G.; Panshin, Sandra Y.; Rogers, Donald W.; Saunders, Martin; Uffer, Philip M.; Liebman, Joel F., The strain energy of cyclotetradecane is small, J. Org. Chem., 1992, 57, 6, 1897-1899, https://doi.org/10.1021/jo00032a052 . [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]

Frisch, Bautista, et al., 1964
Frisch, M.A.; Bautista, R.G.; Margrave, J.L.; Parsons, C.G.; Wotiz, J.H., Strain energies in hydrocarbons from heats of combustion. II. Concerning the possibility of a transannular interaction in 1,8-cyclotetradecadiyne, J. Am. Chem. Soc., 1964, 86, 335-336. [all data]

Frisch, 1962
Frisch, M.A., A high precision calorimeter for ther measurement of small energy differences, Ph.D. Thesis for University of Wisconsin, 1962, 1-100. [all data]

Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G., Thermochemistry of Organic and Organometallic Compounds, Academic Press Inc., London, 1970, 643. [all data]

Engelsman, 1955
Engelsman, J.J., , Ph.D. Thesis, Vrije Universiteit Te Amsterdam, 1955. [all data]

Borgen and Dale, 1970
Borgen, Gerd; Dale, Johannes, Conformational analysis of 14- and 16-membered rings, J. Chem. Soc. D, 1970, 20, 1340b, https://doi.org/10.1039/c2970001340b . [all data]


Notes

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