Naphthalene, decahydro-, trans-
- Formula: C10H18
- Molecular weight: 138.2499
- IUPAC Standard InChI: InChI=1S/C10H18/c1-2-6-10-8-4-3-7-9(10)5-1/h9-10H,1-8H2/t9-,10-
- IUPAC Standard InChIKey: NNBZCPXTIHJBJL-MGCOHNPYSA-N
- CAS Registry Number: 493-02-7
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Stereoisomers:
- Other names: trans-Bicyclo[4.4.0]Decane; trans-Decahydronaphthalene; trans-Decalin; trans-Perhydronaphthalene; Decahydronaphthalene, trans-; Decahydronaphthalene, (E)-; (E)-Decahydronaphthalene; t-Decalin; Bicyclo[4.4.0]decane, isomer # 1; trans-Decaline
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Gas 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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | -182.2 ± 2.3 | kJ/mol | Ccb | Speros and Rossini, 1960 | ALS |
| ΔfH°gas | -180.2 | kJ/mol | N/A | Davies and Gilbert, 1941 | Value computed using ΔfHliquid° value of -228.7±1.3 kj/mol from Davies and Gilbert, 1941 and ΔvapH° value of 48.5 kj/mol from Speros and Rossini, 1960.; DRB |
Constant pressure heat capacity of gas
| Cp,gas (J/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 39.17 | 50. | Dorofeeva O.V., 1988 | Recommended values agree with results of statistical calculations [ Miyazawa T., 1958, Chang S., 1970] within their uncertainties. These functions are also reproduced in the reference book [ Frenkel M., 1994].; GT |
| 59.59 | 100. | ||
| 83.80 | 150. | ||
| 109.18 | 200. | ||
| 152.32 | 273.15 | ||
| 168.6 ± 1.0 | 298.15 | ||
| 169.78 | 300. | ||
| 236.37 | 400. | ||
| 297.34 | 500. | ||
| 349.20 | 600. | ||
| 392.71 | 700. | ||
| 429.33 | 800. | ||
| 460.36 | 900. | ||
| 486.74 | 1000. | ||
| 509.26 | 1100. | ||
| 528.54 | 1200. | ||
| 545.08 | 1300. | ||
| 559.33 | 1400. | ||
| 571.64 | 1500. |
Constant pressure heat capacity of gas
| Cp,gas (J/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 237.53 | 400. | Miyazawa T., 1958 | GT |
| 272.29 | 450. |
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: C10H18 = C10H18
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -11.3 | kJ/mol | Eqk | Nuzzi, 1984 | liquid phase; GC |
| ΔrH° | -13.3 | kJ/mol | Eqk | Nuzzi, 1984 | gas phase; GC |
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 evaluated as indicated in comments:
L - Sharon G. Lias
Data compiled as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| IE (evaluated) | 9.32 ± 0.05 | eV | N/A | N/A | L |
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 9.32 ± 0.05 | PI | Mikaya and Zaikin, 1980 | LLK |
| 9.383 ± 0.005 | EI | Mikaya and Zaikin, 1980 | LLK |
| 9.35 | PE | Dewar and Worley, 1969 | RDSH |
Appearance energy determinations
| Ion | AE (eV) | Other Products | Method | Reference | Comment |
|---|---|---|---|---|---|
| C6H10+ | 11.29 ± 0.02 | ? | EI | Natalis, 1962 | RDSH |
| C7H12+ | 11.04 ± 0.02 | C3H6 | EI | Natalis, 1962 | RDSH |
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.
Speros and Rossini, 1960
Speros, D.M.; Rossini, F.D.,
Heats of combustion and formation of naphthalene, the two methylnaphthalenes, cis and trans decahydronaphthalene and related compounds,
J. Phys. Chem., 1960, 64, 1723-1727. [all data]
Davies and Gilbert, 1941
Davies, G.F.; Gilbert, E.C.,
The heat of combustion of cis- and trans-decahydronaphthalene,
J. Am. Chem. Soc., 1941, 63, 1585-1586. [all data]
Dorofeeva O.V., 1988
Dorofeeva O.V.,
Thermodynamic Properties of Polycyclic Aromatic Hydrocarbons in the Gaseous Phase. Institute for High Temperatures, USSR Academy of Sciences, Preprint No.1-238 (in Russian), Moscow, 1988. [all data]
Miyazawa T., 1958
Miyazawa T.,
Thermodynamic functions for gaseous cis- and trans-decalins from 298 to 1000 K,
J. Am. Chem. Soc., 1958, 80, 60-62. [all data]
Chang S., 1970
Chang S.,
The heats of combustion and strain energies of bicyclo[n.m.0]alkanes,
J. Am. Chem. Soc., 1970, 92, 3109-3118. [all data]
Frenkel M., 1994
Frenkel M.,
Thermodynamics of Organic Compounds in the Gas State, Vol. I, II, Thermodynamics Research Center, College Station, Texas, 1994, 1994. [all data]
Nuzzi, 1984
Nuzzi, M.,
cis-Decalin = trans-decalin reaction. Experimental equilibrium constants and thermodynamic functions of its liquid isomers,
Riv. Combust, 1984, 38, 293-297. [all data]
Mikaya and Zaikin, 1980
Mikaya, A.I.; Zaikin, V.G.,
Determination of the difference in enthalpies of formation of the cis- and trans-isomers of bicyclo[4.3.0]nonane and bicyclo[4.4.0]decane using appearance potentials,
Izv. Akad. Nauk SSSR, Ser. Khim., 1980, 6, 1286. [all data]
Dewar and Worley, 1969
Dewar, M.J.S.; Worley, S.D.,
Photoelectron spectra of molecules. I. Ionization potentials of some organic molecules and their interpretation,
J. Chem. Phys., 1969, 50, 654. [all data]
Natalis, 1962
Natalis, P.,
Note sur le comportement des isomeres cis et trans de la decaline soumis a l'impact electronique,
Bull. Soc. Roy. Sci. Liege, 1962, 31, 803. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy Cp,gas Constant pressure heat capacity of gas IE (evaluated) Recommended ionization energy ΔfH°gas Enthalpy of formation of gas at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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