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Naphthalene, decahydro-, trans-

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Gas phase thermochemistry data

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics 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 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
Deltafgas-182.2 ± 2.3kJ/molCcbSperos and Rossini, 1960ALS
Deltafgas-180.2kJ/molN/ADavies and Gilbert, 1941Value computed using «DELTA»fHliquid° value of -228.7±1.3 kj/mol from Davies and Gilbert, 1941 and «DELTA»vapH° 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
39.1750.Dorofeeva O.V., 1988Recommended 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
59.59100.
83.80150.
109.18200.
152.32273.15
168.6 ± 1.0298.15
169.78300.
236.37400.
297.34500.
349.20600.
392.71700.
429.33800.
460.36900.
486.741000.
509.261100.
528.541200.
545.081300.
559.331400.
571.641500.

Constant pressure heat capacity of gas

Cp,gas (J/mol*K) Temperature (K) Reference Comment
237.53400.Miyazawa T., 1958GT
272.29450.

Condensed phase thermochemistry data

Go To: Top, Gas phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics 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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
Deltafliquid-230.7 ± 0.92kJ/molCcbSperos and Rossini, 1960ALS
Deltafliquid-228.7 ± 1.3kJ/molCcbDavies and Gilbert, 1941Reanalyzed by Cox and Pilcher, 1970, Original value = -229.6 kJ/mol; ALS
Quantity Value Units Method Reference Comment
Deltacliquid-6276.96 ± 0.92kJ/molCcbSperos and Rossini, 1960Corresponding «DELTA»fliquid = -230.6 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Deltacliquid-6278.9 ± 1.3kJ/molCcbDavies and Gilbert, 1941Reanalyzed by Cox and Pilcher, 1970, Original value = -6277.3 ± 0.4 kJ/mol; Corresponding «DELTA»fliquid = -228.7 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Deltacliquid-6264. ± 2.kJ/molCcbHuckel, Kamenz, et al., 1937Corresponding «DELTA»fliquid = -244. kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Deltacliquid-6255.9kJ/molCcbHuckel and Mentzel, 1926Corresponding «DELTA»fliquid = -251. kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Deltacliquid-6268.2 ± 4.6kJ/molCcbRoth and Lasse, 1925Corresponding «DELTA»fliquid = -239.4 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Quantity Value Units Method Reference Comment
liquid264.93J/mol*KN/AMcCullough, Finke, et al., 1957DH

Constant pressure heat capacity of liquid

Cp,liquid (J/mol*K) Temperature (K) Reference Comment
229.17298.15Ohnishi, Fujihara, et al., 1989DH
229.17298.15Shiohama, Ogawa, et al., 1988DH
229.17298.15Shiohama, Ogawa, et al., 1988, 2DH
250.6313.Gudinowicz, Campbell, et al., 1963T = 313 to 423 K.; DH
228.49298.15McCullough, Finke, et al., 1957T = 10 to 350 K.; DH
226.86298.Seyer, 1953T = 293 to 413 K.; DH
217.72298.15Parks and Hatton, 1949T = 80 to 298.15 K.; DH

Phase change data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics 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 as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny, director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
AC - William E. Acree, Jr., James S. Chickos
DH - Eugene S. Domalski and Elizabeth D. Hearing
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
Tboil460. ± 3.KAVGN/AAverage of 17 values; Individual data points
Quantity Value Units Method Reference Comment
Tfus242. ± 2.KAVGN/AAverage of 15 out of 16 values; Individual data points
Quantity Value Units Method Reference Comment
Ttriple242.7700KN/AMcCullough, Finke, et al., 1957, 2Uncertainty assigned by TRC = 0.07 K; TRC
Ttriple242.7700KN/AMcCullough, Finke, et al., 1957, 2Uncertainty assigned by TRC = 0.05 K; TRC
Ttriple242.4KN/AParks and Hatton, 1949, 2Uncertainty assigned by TRC = 0.2 K; TRC
Quantity Value Units Method Reference Comment
Tc687. ± 3.KN/ADaubert, 1996 
Tc960.15KN/ACheng, McCoubrey, et al., 1962Uncertainty assigned by TRC = 1.3 K; extrapolated to zero time to correct for decomposition cal. vs NPL thermometer; TRC
Quantity Value Units Method Reference Comment
Deltavap48.5 ± 2.1kJ/molVSperos and Rossini, 1960ALS
Deltavap48.5kJ/molN/ASperos and Rossini, 1960DRB
Deltavap42.84kJ/molCGlaser and Ruland, 1957ALS
Quantity Value Units Method Reference Comment
Deltasub64.3kJ/molHBondi, 1963See also Chickos, Hosseini, et al., 1993.; AC

Reduced pressure boiling point

Tboil (K) Pressure (bar) Reference Comment
458.21.01Aldrich Chemical Company Inc., 1990BS

Enthalpy of vaporization

DeltavapH (kJ/mol) Temperature (K) Method Reference Comment
44.2378.A,GSStephenson and Malanowski, 1987Based on data from 363. - 461. K. See also Camin and Rossini, 1955.; AC

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
365.51 - 461.023.993041572.899-65.947Camin and Rossini, 1955Coefficents calculated by NIST from author's data.

Enthalpy of sublimation

DeltasubH (kJ/mol) Temperature (K) Method Reference Comment
66.2241.BBondi, 1963AC

Enthalpy of fusion

DeltafusH (kJ/mol) Temperature (K) Reference Comment
3.244242.4Parks and Hatton, 1949DH
9.49230.2Domalski and Hearing, 1996AC

Entropy of fusion

DeltafusS (J/mol*K) Temperature (K) Reference Comment
13.4242.4Parks and Hatton, 1949DH

Entropy of fusion

DeltafusS (J/mol*K) Temperature (K) Reference Comment
9.87216.1Domalski and Hearing, 1996CAL
41.22230.2

Enthalpy of phase transition

DeltaHtrs (kJ/mol) Temperature (K) Initial Phase Final Phase Reference Comment
2.1355216.1crystaline, IIcrystaline, IMcCullough, Finke, et al., 1957DH
9.489230.18crystaline, IliquidMcCullough, Finke, et al., 1957DH

Entropy of phase transition

DeltaStrs (J/mol*K) Temperature (K) Initial Phase Final Phase Reference Comment
9.88216.1crystaline, IIcrystaline, IMcCullough, Finke, et al., 1957DH
41.22230.18crystaline, IliquidMcCullough, Finke, et al., 1957DH

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, Gas phase ion energetics 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

Naphthalene, decahydro-, cis- = Naphthalene, decahydro-, trans-

By formula: C10H18 = C10H18

Quantity Value Units Method Reference Comment
Deltar-11.3kJ/molEqkNuzzi, 1984liquid phase; GC
Deltar-13.3kJ/molEqkNuzzi, 1984gas phase; GC

Gas phase ion energetics data

Go To: Top, Gas phase thermochemistry data, 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 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 ± 0.05eVN/AN/AL

Ionization energy determinations

IE (eV) Method Reference Comment
9.32 ± 0.05PIMikaya and Zaikin, 1980LLK
9.383 ± 0.005EIMikaya and Zaikin, 1980LLK
9.35PEDewar and Worley, 1969RDSH

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
C6H10+11.29 ± 0.02?EINatalis, 1962RDSH
C7H12+11.04 ± 0.02C3H6EINatalis, 1962RDSH

IR Spectrum

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

Data compiled by: Coblentz Society, Inc.

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


Mass spectrum (electron ionization)

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, 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: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

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Mass 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 NIST Mass Spectrometry Data Center, 1990.
NIST MS number 118772

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References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics 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.

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]

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

Huckel, Kamenz, et al., 1937
Huckel, W.; Kamenz, E.; Gross, A.; Tappe, W., Zur kenntnis der waldenschen umkehrung, Ann. Chim., 1937, 533, 1-45. [all data]

Huckel and Mentzel, 1926
Huckel, W.; Mentzel, R., Zur Stereochemie bicyclischer Ringsteme II. Die Stereoisomerie des Dekahydronaphtalins und seiner Derivate II. Stereoisomere «beta»-substituierte Dekaline, Ann., 1926, 451, 109-132. [all data]

Roth and Lasse, 1925
Roth, W.A.; Lasse, R., Verbrennungswarme der Dekahydro-naphthaline und der Dekalone, Ann., 1925, 441, 48-53. [all data]

McCullough, Finke, et al., 1957
McCullough, J.P.; Finke, H.L.; Messerly, J.F.; Kincheloe, T.C.; Waddington, G., The low temperature thermodynamic properties of naphthalene, 1-methylnaphthalene, 2-methylnaphthalene, 1,2,3,4-tetrahydronaphthalene, trans-decahydronaphthalene and cis-decahydronaphthalene, J. Phys. Chem., 1957, 61, 1105-1116. [all data]

Ohnishi, Fujihara, et al., 1989
Ohnishi, K.; Fujihara, I.; Murakami, S., Thermodynamic properties of decalins mixed with hexane isomers at 298.15K. 1. Excess enthalpies and excess isobaric heat capacities, Fluid Phase Equilib., 1989, 46, 59-72. [all data]

Shiohama, Ogawa, et al., 1988
Shiohama, Y.; Ogawa, H.; Murakami, S.; Fujihara, I., Excess molar isobaric heat capacities and isentropic compressibilities of (cis- or trans-decalin + benzene or toluene or iso-octane or n-heptane) at 298.15 K, J. Chem. Thermodynam., 1988, 20, 1183-1189. [all data]

Shiohama, Ogawa, et al., 1988, 2
Shiohama, Y.; Ogawa, H.; Murakami, S.; Fujihara, I., Excess thermodynamic properties of (cis-decalin or trans-decalin + cyclohexane or methylcyclohexane or cyclooctane) at 298.15 K, J. Chem. Thermodynam., 1988, 20, 1307-1314. [all data]

Gudinowicz, Campbell, et al., 1963
Gudinowicz, B.J.; Campbell, R.H.; Adams, J.S., Specific heat measurements of complex saturated hydrocarbons, J. Chem. Eng. Data, 1963, 8, 201-214. [all data]

Seyer, 1953
Seyer, W.F., The heat capacity of cis- and trans-decahydronaphthalene and the possible existence of a lambda-region for the cis form at 50.1-50.5, J. Am. Chem. Soc., 1953, 75, 616-621. [all data]

Parks and Hatton, 1949
Parks, G.S.; Hatton, J.A., Thermal data on organic compounds. XXIV. The heat capacities, entropies and free energies of cis- and trans-decahydronaphthalene, J. Am. Chem. Soc., 1949, 71, 2773-2775. [all data]

McCullough, Finke, et al., 1957, 2
McCullough, J.P.; Finke, H.L.; Messerly, J.F.; Todd, S.S.; Kincheloe, T.C.; Waddington, G., The Low-Temperature Thermodynamic Properties of Naphthalene, 1-Methylnaphthalene, 2-Methylnaphthalene, 1,2,3,4-tetrahydro- naphthalene, trans-decahydronaphthalene and cis-Decahydronaphthalene, J. Phys. Chem., 1957, 61, 1105. [all data]

Parks and Hatton, 1949, 2
Parks, G.S.; Hatton, J.A., Thermal Data on Organic Compounds. XXIV. The Heat Capacities, Entropies and Free Energies of cis- and trans-Decahydronapthalene, J. Am. Chem. Soc., 1949, 71, 2773-5. [all data]

Daubert, 1996
Daubert, T.E., Vapor-Liquid Critical Properties of Elements and Compounds. 5. Branched Alkanes and Cycloalkanes, J. Chem. Eng. Data, 1996, 41, 365-372. [all data]

Cheng, McCoubrey, et al., 1962
Cheng, D.C.H.; McCoubrey, J.C.; Phillips, D.G., Critical Temperatures of Some Organic Cyclic Compounds, Trans. Faraday Soc., 1962, 58, 224. [all data]

Glaser and Ruland, 1957
Glaser, F.; Ruland, H., Untersuchungsen über dampfdruckkurven und kritische daten einiger technisch wichtiger organischer substanzen, Chem. Ing. Techn., 1957, 29, 772. [all data]

Bondi, 1963
Bondi, A., Heat of Siblimation of Molecular Crystals: A Catalog of Molecular Structure Increments., J. Chem. Eng. Data, 1963, 8, 3, 371-381, https://doi.org/10.1021/je60018a027 . [all data]

Chickos, Hosseini, et al., 1993
Chickos, James S.; Hosseini, Sarah; Hesse, Donald G.; Liebman, Joel F., Heat capacity corrections to a standard state: a comparison of new and some literature methods for organic liquids and solids, Struct Chem, 1993, 4, 4, 271-278, https://doi.org/10.1007/BF00673701 . [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]

Camin and Rossini, 1955
Camin, David L.; Rossini, Frederick D., Physical Properties of Fourteen API Research Hydrocarbons, C 9 to C 15, J. Phys. Chem., 1955, 59, 11, 1173-1179, https://doi.org/10.1021/j150533a014 . [all data]

Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D., Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III, J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985 . [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, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), References