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2-Naphthalenol

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Gas phase thermochemistry data

Go To: Top, 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 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-7.15 ± 0.41kcal/molCcbRibeiro Da Silva, Ribeiro Da Silva, et al., 1988Hs=94.2±0.5 kJ/mol; Colomina, Roux, et al., 1974; ALS
Deltafgas-7.18 ± 0.27kcal/molCcbColomina, Roux, et al., 1974, 2ALS
Deltafgas-3.30kcal/molN/APushin, 1954Value computed using «DELTA»fHsolid° value of -108.0 kj/mol from Pushin, 1954 and «DELTA»subH° value of 94.2 kj/mol from Ribeiro Da Silva, Ribeiro Da Silva, et al., 1988.; DRB
Quantity Value Units Method Reference Comment
gas87.62 ± 0.94cal/mol*KN/AKudchadker S.A., 1978GT

Constant pressure heat capacity of gas

Cp,gas (cal/mol*K) Temperature (K) Reference Comment
8.80550.Kudchadker S.A., 1978GT
12.34100.
17.31150.
23.06200.
32.180273.15
35.330298.15
35.562300.
47.371400.
57.177500.
64.957600.
71.130700.
76.111800.
80.201900.
83.6091000.
86.4791100.
88.9151200.
90.9991300.
92.7871400.
94.3311500.

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 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
Deltafsolid-29.66 ± 0.38kcal/molCcbRibeiro Da Silva, Ribeiro Da Silva, et al., 1988Hs=94.2±0.5 kJ/mol; Colomina, Roux, et al., 1974; ALS
Deltafsolid-29.69 ± 0.24kcal/molCcbColomina, Roux, et al., 1974, 2ALS
Deltafsolid-25.8kcal/molCcbPushin, 1954Author's hf298_condensed=-28.2 kcal/mol; ALS
Quantity Value Units Method Reference Comment
Deltacsolid-1185. ± 3.kcal/molAVGN/AAverage of 6 values; Individual data points
Quantity Value Units Method Reference Comment
solid,1 bar42.78cal/mol*KN/ADanilenko, Danilenko, et al., 1974DH

Constant pressure heat capacity of solid

Cp,solid (cal/mol*K) Temperature (K) Reference Comment
41.30298.Andrews, Lynn, et al., 1926T = 22 to 205°C.; DH

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
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., 1926, 2Uncertainty assigned by TRC = 1.25 K; TRC
Quantity Value Units Method Reference Comment
Deltavap18.2kcal/molCGCChickos, Hosseini, et al., 1995Based on data from 393. - 433. K.; AC
Quantity Value Units Method Reference Comment
Deltasub21. ± 3.kcal/molAVGN/AAverage of 6 values; Individual data points

Enthalpy of vaporization

DeltavapH (kcal/mol) Temperature (K) Method Reference Comment
14.3416.AStephenson and Malanowski, 1987Based on data from 401. - 561. K.; AC
14.3432.N/Avon Terres, Gebert, et al., 1955Based on data from 417. - 561. K.; AC
14.8473.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 (atm)
    T = temperature (K)

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Temperature (K) A B C Reference Comment
417. - 561.5.173362771.316-24.925von Terres, Gebert, et al., 1955, 2Coefficents calculated by NIST from author's data.

Enthalpy of sublimation

DeltasubH (kcal/mol) Temperature (K) Method Reference Comment
23.4305.AStephenson and Malanowski, 1987Based on data from 298. - 312. K. See also Aihara, 1960.; AC
21.0323.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
20.9 ± 0.60300.MEArshadi, 1974Based on data from 277. - 324. K.; AC
22.5 ± 0.1305. - 323.MEColomina, Roux, et al., 1974, 2AC
18.80 ± 0.20283.VKaryakin, Rabinovich, et al., 1968ALS
16.3567.85VMay, Berliner, et al., 1927, 3ALS

Enthalpy of fusion

DeltafusH (kcal/mol) Temperature (K) Method Reference Comment
5.00392.5DSCRojas and Orozco, 2003Based on data from 363. - 413. K.; AC
4.491393.6CAcree, 1991See also Andrews, Lynn, et al., 1926.; AC
4.4909393.6N/AAndrews, Lynn, et al., 1926DH

Entropy of fusion

DeltafusS (cal/mol*K) Temperature (K) Reference Comment
13.4393.6Andrews, Lynn, et al., 1926DH

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, 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: John E. Bartmess

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

C10H7O- + Hydrogen cation = 2-Naphthalenol

By formula: C10H7O- + H+ = C10H8O

Quantity Value Units Method Reference Comment
Deltar343.8 ± 2.1kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Deltar336.5 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

IR Spectrum

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

Data compiled by: Coblentz Society, Inc.

Data compiled by: Timothy J. Johnson, Tanya L. Myers, Yin-Fong Su, Russell G. Tonkyn, Molly Rose K. Kelly-Gorham, and Tyler O. Danby

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, 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-1515
NIST MS number 229333

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References

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

Ribeiro Da Silva, Ribeiro Da Silva, et al., 1988
Ribeiro Da Silva, M.A.V.; Ribeiro Da Silva, M.D.M.C.; Pilcher, G., Enthalpies of combustion of 1-hydroxynaphthalene, 2-hydroxynaphthalene, and 1,2-, 1,3-, 1,4-, and 2,3-dihydroxynaphthalenes, J. Chem. Thermodyn., 1988, 20, 969-974. [all data]

Colomina, Roux, et al., 1974
Colomina, M.; Roux, M.V.; Turrion, C., Thermochemical properties of naphthalene compounds. I. Enthalpies of combustion and formation of the 1- and 2-naphthoic acids, J. Chem. Thermodyn., 1974, 6, 149-155. [all data]

Colomina, Roux, et al., 1974, 2
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]

Pushin, 1954
Pushin, N.A., Heats of combustion and heats of formation of isomeric organic compounds, Bull. Soc. Chim. Belgrade, 1954, 19, 531-547. [all data]

Kudchadker S.A., 1978
Kudchadker S.A., Ideal gas thermodynamic properties of 1- and 2-naphthol, J. Chem. Soc. Faraday Trans. 2, 1978, 74, 1515-1520. [all data]

Danilenko, Danilenko, et al., 1974
Danilenko, V.E.; Danilenko, G.N.; Demidenko, A.F., Thermodynamic properties of «beta»-naphthol and 2,3-dihydroxynaphthalene, Zhur. Fiz. Khim., 1974, 48, 1886. [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, 1274-1287. [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]

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, 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. [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]

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]

Taft, 1987
Taft, R.W., The Nature and Analysis of Substitutent Electronic Effects, Personal communication. See also Prog. Phys. Org. Chem., 1987, 16, 1. [all data]


Notes

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