1,5,9-Cyclododecatriene, (E,E,E)-
- Formula: C12H18
- Molecular weight: 162.2713
- IUPAC Standard InChI: InChI=1S/C12H18/c1-2-4-6-8-10-12-11-9-7-5-3-1/h1-2,7-10H,3-6,11-12H2/b2-1+,9-7+,10-8+
- IUPAC Standard InChIKey: ZOLLIQAKMYWTBR-FFWAUJBHSA-N
- CAS Registry Number: 676-22-2
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
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- Other names: (E,E,E)-1,5,9-Cyclododecatriene; All-trans-1,5,9-Cyclododecatriene; trans,trans,trans-1,5,9-Cyclododecatriene; (1Z,5E,9E)-Cyclododeca-1,5,9-triene; (1E,5E,9E)-cyclododeca-1,5,9-triene
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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°solid | -7321.2 | kJ/mol | Ccr | Rauh, Geyer, et al., 1973 | Corresponding ΔfHºsolid = 27. 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
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tboil | 510.7 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔsubH° | 74.68 | kJ/mol | V | Rauh, Geyer, et al., 1973 | ALS |
Enthalpy of sublimation
| ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 75.2 | 288. | A | Stephenson and Malanowski, 1987 | Based on data from 273. to 307. K.; AC |
Gas Chromatography
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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
Kovats' RI, non-polar column, isothermal
| Column type | Active phase | Temperature (C) | I | Reference | Comment |
|---|---|---|---|---|---|
| Capillary | Methyl Silicone | 160. | 1303. | Boneva and Balbolov, 1993 | 50. m/0.25 mm/1.0 μm, N2 |
| Capillary | Methyl Silicone | 170. | 1312. | Boneva and Balbolov, 1993 | 50. m/0.25 mm/1.0 μm, N2 |
| Packed | SE-30 | 120. | 1264. | Drugov, Murav'eva, et al., 1991 | N2, Chromaton N AW (0.20-0.25 mm); Column length: 2. m |
| Packed | SE-30 | 120. | 1269. | Drugov, Murav'eva, et al., 1991 | N2, Chromaton N AW (0.20-0.25 mm); Column length: 2. m |
| Capillary | Squalane | 120. | 1260. | Schomburg, 1967 | Ar; Column length: 100. m |
| Capillary | Squalane | 120. | 1256. | Schomburg, 1966 |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Rauh, Geyer, et al., 1973
Rauh, H.J.; Geyer, W.; Schmidt, H.; Geiseler, G.,
Bildungsenthalpien und mesomerieenergien von π-bindungssystemen,
Z. Phys. Chem. (Leipzig), 1973, 253, 43-48. [all data]
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [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]
Boneva and Balbolov, 1993
Boneva, S.; Balbolov, E.,
Capillary gas chromatography of hydrogenation products of 1,5,9-cyclododecatriene stereoisomers,
Chromatographia, 1993, 37, 5/6, 277-280, https://doi.org/10.1007/BF02278633
. [all data]
Drugov, Murav'eva, et al., 1991
Drugov, Yu.S.; Murav'eva, G.V.; Shlyakhov, A.F.,
Gas-Chromatographic Determination of 1,3-Butadine Trimers in the Atmosphere,
J. Anal. Chem. USSR (Engl. Transl.), 1991, 8, 1155-1160. [all data]
Schomburg, 1967
Schomburg, G.,
Struktur und Retentionsverhalten von Offenkettigen und Cyclischen Kohlenwasserstoffen und Deren Einfacher Substitutionsprodukte,
Anal. Chim. Acta., 1967, 38, 45-64, https://doi.org/10.1016/S0003-2670(01)80560-2
. [all data]
Schomburg, 1966
Schomburg, G.,
Gaschromatographische Retentionsdaten und struktur chemischer verbindungen. III. Alkylverzweigte und ungesättigte cyclische Kohlenwasserstoffe,
J. Chromatogr., 1966, 23, 18-41, https://doi.org/10.1016/S0021-9673(01)98653-4
. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas Chromatography, References
- Symbols used in this document:
Tboil Boiling point ΔcH°solid Enthalpy of combustion of solid at standard conditions 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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