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2-Naphthalenol

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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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Kenneth Kroenlein 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
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
Tboil558.7KN/AAldrich Chemical Company Inc., 1990BS
Tboil559.KN/AMantyukov, Loginova, et al., 1974Uncertainty assigned by TRC = 0.4 K; TRC
Tboil568.KN/AMay, Berliner, et al., 1927Uncertainty assigned by TRC = 0.3 K; probably calculated from vapor pressure equation; TRC
Quantity Value Units Method Reference Comment
Tfus394. ± 3.KAVGN/AAverage of 9 values; Individual data points
Quantity Value Units Method Reference Comment
Ttriple393.8KN/AAndrews, Lynn, et al., 1926Uncertainty assigned by TRC = 1.25 K; TRC
Quantity Value Units Method Reference Comment
Deltavap76.2kJ/molCGCChickos, Hosseini, et al., 1995Based on data from 393. - 433. K.; AC
Quantity Value Units Method Reference Comment
Deltasub88. ± 10.kJ/molAVGN/AAverage of 6 values; Individual data points

Enthalpy of vaporization

DeltavapH (kJ/mol) Temperature (K) Method Reference Comment
59.7416.AStephenson and Malanowski, 1987Based on data from 401. - 561. K.; AC
59.7432.N/Avon Terres, Gebert, et al., 1955Based on data from 417. - 561. K.; AC
61.8473.N/AMay, Berliner, et al., 1927, 2Based on data from 423. - 563. K.; 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
417. - 561.5.179072771.316-24.925von Terres, Gebert, et al., 1955, 2Coefficents calculated by NIST from author's data.

Enthalpy of sublimation

DeltasubH (kJ/mol) Temperature (K) Method Reference Comment
97.8305.AStephenson and Malanowski, 1987Based on data from 298. - 312. K. See also Aihara, 1960.; AC
87.8323.AStephenson and Malanowski, 1987In reference Aihara, 1960 the author mentions that there may be a small Phase transition at 39.1 °C as evidenced in the log P versus 1/T graph; AC
87.4 ± 2.5300.MEArshadi, 1974Based on data from 277. - 324. K.; AC
94.2 ± 0.5305. - 323.MEColomina, Roux, et al., 1974AC
78.66 ± 0.84283.VKaryakin, Rabinovich, et al., 1968ALS
68.2567.85VMay, Berliner, et al., 1927, 3ALS

Enthalpy of fusion

DeltafusH (kJ/mol) Temperature (K) Method Reference Comment
20.9392.5DSCRojas and Orozco, 2003Based on data from 363. - 413. K.; AC
18.79393.6CAcree, 1991See also Andrews, Lynn, et al., 1926, 2.; AC
18.790393.6N/AAndrews, Lynn, et al., 1926, 2DH

Entropy of fusion

DeltafusS (J/mol*K) Temperature (K) Reference Comment
55.9393.6Andrews, Lynn, et al., 1926, 2DH

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:


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.

Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc., Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]

Mantyukov, Loginova, et al., 1974
Mantyukov, G.D.; Loginova, M.A.; Bychkov, B.N.; Rozhkov, S.S., Liquid-vapor equilibrium in the system isopropylnaphthalene + 2-naphthol, J. Appl. Chem. USSR (Engl. Transl.), 1974, 47, 2665-6. [all data]

May, Berliner, et al., 1927
May, O.E.; Berliner, J.F.T.; Lynch, D.F.J., Studies in Vapor Pressure IV. The Naphthols, J. Am. Chem. Soc., 1927, 49, 1012. [all data]

Andrews, Lynn, et al., 1926
Andrews, D.H.; Lynn, G.; Johnston, J., The Heat Capacities and Heat of Crystallization of Some Isomeric Aromatic Compounds, J. Am. Chem. Soc., 1926, 48, 1274. [all data]

Chickos, Hosseini, et al., 1995
Chickos, James S.; Hosseini, Sarah; Hesse, Donald G., Determination of vaporization enthalpies of simple organic molecules by correlations of changes in gas chromatographic net retention times, Thermochimica Acta, 1995, 249, 41-62, https://doi.org/10.1016/0040-6031(95)90670-3 . [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]

von Terres, Gebert, et al., 1955
von Terres, E.; Gebert, F.; Hulsemann, H.; Petereit, H.; Toepsch, H.; Ruppert, W., Brennst.-Chem., 1955, 36, 272. [all data]

May, Berliner, et al., 1927, 2
May, Orville E.; Berliner, J.F.T.; Lynch, D.F.J., STUDIES IN VAPOR PRESSURE. IV. THE NAPHTHOLS, J. Am. Chem. Soc., 1927, 49, 4, 1012-1016, https://doi.org/10.1021/ja01403a018 . [all data]

von Terres, Gebert, et al., 1955, 2
von Terres, E.; Gebert, F.; Hulsemann, H.; Petereit, H.; Toepsch, H.; Ruppert, W., Zur Kenntnis der physikalisch-chemischen Grundlagen der Gewinnung und Zerlegung der Phenolfraktionen von Steinkohlenteer und Braunkohlenschwelteer. IV. Mitteilung Die Dampfdrucke von Phenol und Phenolderivaten, Brennst.-Chem., 1955, 36, 272-274. [all data]

Aihara, 1960
Aihara, Ariyuki, Estimation of the Energy of Hydrogen Bonds Formed in Crystals. II. Phenols, Bull. Chem. Soc. Jpn., 1960, 33, 2, 194-200, https://doi.org/10.1246/bcsj.33.194 . [all data]

Arshadi, 1974
Arshadi, Mohammed R., Determination of heats of sublimation of organic compounds by a mass spectrometric--knudsen effusion method, J. Chem. Soc., Faraday Trans. 1, 1974, 70, 0, 1569, https://doi.org/10.1039/f19747001569 . [all data]

Colomina, Roux, et al., 1974
Colomina, M.; Roux, M.V.; Turrion, C., Thermochemical properties of naphthalene compounds. II. Enthalpies of combustion and formation of the 1- and 2-naphthols, J. Chem. Thermodyn., 1974, 6, 571-576. [all data]

Karyakin, Rabinovich, et al., 1968
Karyakin, N.V.; Rabinovich, I.B.; Pakhomov, L.G., Heats of sublimation of naphthalene and its monosubstituted «beta»-derivatives, Russ. J. Phys. Chem. (Engl. Transl.), 1968, 42, 954. [all data]

May, Berliner, et al., 1927, 3
May, O.E.; Berliner, J.F.T.; Lynch, D.F.J., Studies in vapor pressure. IV. The naphthols, J. Am. Chem. Soc., 1927, 49, 1012-10. [all data]

Rojas and Orozco, 2003
Rojas, Aarón; Orozco, Eulogio, Measurement of the enthalpies of vaporization and sublimation of solids aromatic hydrocarbons by differential scanning calorimetry, Thermochimica Acta, 2003, 405, 1, 93-107, https://doi.org/10.1016/S0040-6031(03)00139-4 . [all data]

Acree, 1991
Acree, William E., Thermodynamic properties of organic compounds: enthalpy of fusion and melting point temperature compilation, Thermochimica Acta, 1991, 189, 1, 37-56, https://doi.org/10.1016/0040-6031(91)87098-H . [all data]

Andrews, Lynn, et al., 1926, 2
Andrews, D.H.; Lynn, G.; Johnston, J., The heat capacities and heat of crystallization of some isomeric aromatic compounds, J. Am. Chem. Soc., 1926, 48, 1274-1287. [all data]


Notes

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