1,8-Cyclotetradecadiyne
- Formula: C14H20
- Molecular weight: 188.3086
- IUPAC Standard InChI: InChI=1S/C14H20/c1-2-4-6-8-10-12-14-13-11-9-7-5-3-1/h1-5,10-14H2
- IUPAC Standard InChIKey: BVTCHBNCNJEJTD-UHFFFAOYSA-N
- CAS Registry Number: 1540-80-3
- Chemical structure:
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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 |
|---|---|---|---|---|---|
| Tfus | 370. | K | N/A | Chickos, Hesse, et al., 1990 | Uncertainty assigned by TRC = 0.3 K; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔsubH° | 94.3 | kJ/mol | CGC-DSC | Chickos, Hesse, et al., 1998 | AC |
| ΔsubH° | 166.1 | kJ/mol | N/A | Frisch, Bautista, et al., 1964 | DRB |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (bar)
T = temperature (K)
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| Temperature (K) | A | B | C | Reference | Comment |
|---|---|---|---|---|---|
| 317.09 to 332.39 | 3.85915 | 686.983 | -233.124 | Frisch, Bautista, et al., 1964 | Coefficents calculated by NIST from author's data. |
Enthalpy of sublimation
| ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 87.6 ± 1.0 | 338. | HSA | Chickos, Hesse, et al., 1998 | Based on data from 315. to 364. K.; AC |
| 166.0 ± 3.2 | 355. | V | Frisch, Bautista, et al., 1964 | see Frisch, 1962; ALS |
| 166.0 ± 3.2 | 325. | ME | Frisch, Bautista, et al., 1964 | Based on data from 317. to 332. K. See also Cox and Pilcher, 1970.; AC |
Enthalpy of fusion
| ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 22.6 | 370. | Augdahl, Borgen, et al., 1974 | AC |
References
Go To: Top, Phase change data, Notes
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]
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]
Augdahl, Borgen, et al., 1974
Augdahl, Else; Borgen, Gerd; Dale, Johannes; Krane, Jostein; Taticchi, A.; Mannervik, Bengt,
The Conformations of Cyclotetradeca-1,8-diyne.,
Acta Chem. Scand., 1974, 28b, 125-129, https://doi.org/10.3891/acta.chem.scand.28b-0125
. [all data]
Notes
Go To: Top, Phase change data, References
- Symbols used in this document:
Tfus Fusion (melting) point ΔfusH Enthalpy of fusion ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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