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Naphthalene, decahydro-, cis-

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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-40.45 ± 0.55kcal/molCcbSperos and Rossini, 1960ALS
Deltafgas-40.54kcal/molN/ADavies and Gilbert, 1941Value computed using «DELTA»fHliquid° value of -219.9±1.3 kj/mol from Davies and Gilbert, 1941 and «DELTA»vapH° value of 50.3 kj/mol from Speros and Rossini, 1960.; DRB

Constant pressure heat capacity of gas

Cp,gas (cal/mol*K) Temperature (K) Reference Comment
9.50050.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
14.31100.
19.83150.
25.848200.
36.264273.15
40.19 ± 0.24298.15
40.480300.
56.506400.
71.121500.
83.528600.
93.922700.
102.67800.
110.08900.
116.381000.
121.761100.
126.361200.
130.311300.
133.711400.
136.651500.

Constant pressure heat capacity of gas

Cp,gas (cal/mol*K) Temperature (K) Reference Comment
56.589400.Miyazawa T., 1958GT
65.010450.

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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity Value Units Method Reference Comment
Deltafliquid-52.45 ± 0.22kcal/molCcbSperos and Rossini, 1960 
Deltafliquid-52.55 ± 0.32kcal/molCcbDavies and Gilbert, 1941Reanalyzed by Cox and Pilcher, 1970, Original value = -52.75 kcal/mol
Quantity Value Units Method Reference Comment
Deltacliquid-1502.92 ± 0.22kcal/molCcbSperos and Rossini, 1960Corresponding «DELTA»fliquid = -52.43 kcal/mol (simple calculation by NIST; no Washburn corrections)
Deltacliquid-1502.80 ± 0.30kcal/molCcbDavies and Gilbert, 1941Reanalyzed by Cox and Pilcher, 1970, Original value = -1502.4 ± 0.1 kcal/mol; Corresponding «DELTA»fliquid = -52.55 kcal/mol (simple calculation by NIST; no Washburn corrections)
Deltacliquid-1499.9kcal/molCcbHuckel and Mentzel, 1926Corresponding «DELTA»fliquid = -55.4 kcal/mol (simple calculation by NIST; no Washburn corrections)
Deltacliquid-1501.18 ± 0.97kcal/molCcbRoth and Lasse, 1925Corresponding «DELTA»fliquid = -54.17 kcal/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
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

Quantity Value Units Method Reference Comment
Tboil466. ± 5.KAVGN/AAverage of 15 values; Individual data points
Quantity Value Units Method Reference Comment
Tfus230. ± 2.KAVGN/AAverage of 12 out of 14 values; Individual data points
Quantity Value Units Method Reference Comment
Ttriple230.15 ± 0.09KAVGN/AAverage of 6 values; Individual data points
Quantity Value Units Method Reference Comment
Tc704. ± 3.KN/ADaubert, 1996 
Tc681.KN/AMatzik and Schneider, 1985Uncertainty assigned by TRC = 1.5 K; TRC
Tc705.0KN/APak and Kay, 1972Uncertainty assigned by TRC = 1. K; extrapolated to zero time to correct for decomposition; TRC
Tc702.2KN/ACheng, McCoubrey, et al., 1962Uncertainty assigned by TRC = 1.5 K; extrapolated to zero time to correct for decomposition; calibr. vs NPL thermometer; TRC
Quantity Value Units Method Reference Comment
Pc32. ± 2.atmN/ADaubert, 1996 
Pc24.57atmN/AMatzik and Schneider, 1985Uncertainty assigned by TRC = 0.49 atm; TRC
Pc31.65atmN/APak and Kay, 1972Uncertainty assigned by TRC = 0.2041 atm; corrected for vapor pressure of Hg, and extrapolated to zero time to correct for decompostion; TRC
Quantity Value Units Method Reference Comment
Deltavap12.00 ± 0.50kcal/molVSperos and Rossini, 1960ALS
Deltavap12.0kcal/molN/ASperos and Rossini, 1960DRB
Quantity Value Units Method Reference Comment
Deltasub14.9kcal/molHBondi, 1963See also Chickos, Hosseini, et al., 1993.; AC

Enthalpy of vaporization

DeltavapH (kcal/mol) Temperature (K) Method Reference Comment
10.9386.A,GSStephenson and Malanowski, 1987Based on data from 371. - 473. K. See also Camin and Rossini, 1955.; AC

Antoine Equation Parameters

log10(P) = A − (B / (T + C))
    P = vapor pressure (atm)
    T = temperature (K)

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Temperature (K) A B C Reference Comment
373.03 - 469.533.994761594.687-69.731Camin and Rossini, 1955Coefficents calculated by NIST from author's data.

Enthalpy of sublimation

DeltasubH (kcal/mol) Temperature (K) Method Reference Comment
15.5230.BBondi, 1963AC

Enthalpy of fusion

DeltafusH (kcal/mol) Temperature (K) Reference Comment
3.449242.8Domalski and Hearing, 1996AC

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-2.69kcal/molEqkNuzzi, 1984liquid phase; GC
Deltar-3.19kcal/molEqkNuzzi, 1984gas phase; GC

5Hydrogen + Naphthalene = Naphthalene, decahydro-, cis-

By formula: 5H2 + C10H8 = C10H18

Quantity Value Units Method Reference Comment
Deltar-76.0kcal/molEqkFrye and Weitkamp, 1969gas phase

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
9.427 ± 0.003EIMikaya and Zaikin, 1980LLK
9.40PEDewar and Worley, 1969RDSH

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
C6H10+10.89 ± 0.02?EINatalis, 1962RDSH
C7H12+10.72 ± 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 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

Gas Phase Spectrum

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IR spectrum
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Additional Data

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Owner NIST Standard Reference Data Program
Collection (C) 2018 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin Sadtler Research Labs Under US-EPA Contract
State gas

This IR spectrum is from the NIST/EPA Gas-Phase Infrared Database .


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 Japan AIST/NIMC Database- Spectrum MS-NW-2221
NIST MS number 230530

All mass spectra in this site (plus many more) are available from the NIST/EPA/NIH Mass Spectral Library. Please see the following for information about the library and its accompanying search program.


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 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]

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]

Matzik and Schneider, 1985
Matzik, I.; Schneider, G.M., Fluid phase equilibria of binary mixtures of sulfur hexafluoride with octane, nonane, hendecane, and cis-decahydronaphthalene at temperature between 280 K and 440 K and at pressures up to 140 MPa, Ber. Bunsen-Ges. Phys. Chem., 1985, 89, 551. [all data]

Pak and Kay, 1972
Pak, S.C.; Kay, W.B., Gas-Liquid Critical Temperatures of Mixtures. Benzene + n-Alkanes and Hexafluorobenzene + n-Alkanes, Ind. Eng. Chem. Fundam., 1972, 11, 255. [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]

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]

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]

Frye and Weitkamp, 1969
Frye, C.G.; Weitkamp, A.W., Equilibrium hydrogenations of multi-ring aromatics, J. Chem. Eng. Data, 1969, 14, 372-376. [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