Diphenyl ether

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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
Δcliquid-6113.7 ± 3.8kJ/molCcbCass, Fletcher, et al., 1958Reanalyzed by Cox and Pilcher, 1970, Original value = -6113. ± 4. kJ/mol; Corresponding Δfliquid = -37.6 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Quantity Value Units Method Reference Comment
Δfsolid-32.11 ± 0.93kJ/molCcbFurukawa, Ginnings, et al., 1951ALS
Quantity Value Units Method Reference Comment
Δcsolid-6119.24 ± 0.88kJ/molCcbFurukawa, Ginnings, et al., 1951Corresponding Δfsolid = -32.03 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Quantity Value Units Method Reference Comment
solid,1 bar233.91J/mol*KN/AFurukawa, Ginnings, et al., 1951DH

Constant pressure heat capacity of solid

Cp,solid (J/mol*K) Temperature (K) Reference Comment
216.56298.15Ginnings and Furukawa, 1953T = 14 to 570 K.; DH
216.56298.15Furukawa, Ginnings, et al., 1951T = 18 to 570 K.; DH
215.9298.5Smith and Andrews, 1931T = 102 to 298 K.; 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
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
Tboil532.2KN/AAldrich Chemical Company Inc., 1990BS
Tboil531.1KN/AWeast and Grasselli, 1989BS
Tboil523.65KN/ABeringer, Brierley, et al., 1953Uncertainty assigned by TRC = 1.5 K; TRC
Tboil531.46KN/ADreisbach and Martin, 1949Uncertainty assigned by TRC = 0.07 K; TRC
Tboil532.5KN/ALecat, 1927Uncertainty assigned by TRC = 0.5 K; TRC
Quantity Value Units Method Reference Comment
Tfus300.1 ± 0.4KAVGN/AAverage of 9 values; Individual data points
Quantity Value Units Method Reference Comment
Ttriple300.01KN/AMarsh, 1987Uncertainty assigned by TRC = 0.003 K; values recommended as calibration standards; TRC
Ttriple300.03KN/AGinnings and Furukawa, 1953, 2Uncertainty assigned by TRC = 0.01 K; TRC
Quantity Value Units Method Reference Comment
Tc766.8KN/AAmbrose, Broderick, et al., 1974Uncertainty assigned by TRC = 1. K; TRC
Tc788.15KN/AGlaser and Ruland, 1957Uncertainty assigned by TRC = 2. K; TRC
Tc767.2KN/AZhuravlev, 1937Uncertainty assigned by TRC = 1. K; TRC
Quantity Value Units Method Reference Comment
Pc31.4107barN/AGlaser and Ruland, 1957Uncertainty assigned by TRC = 2.0265 bar; TRC
Quantity Value Units Method Reference Comment
Δvap67.1kJ/molCGCChickos, Hosseini, et al., 1995Based on data from 353. - 393. K.; AC
Δvap65.0kJ/molN/AAmbrose, Ellender, et al., 1976Based on data from 477. - 544. K.; AC
Δvap66.9 ± 0.3kJ/molVMorawetz, 1972ALS
Δvap66.1 ± 0.4kJ/molCMorawetz, 1972, 2See also Collerson, Counsell, et al., 1965.; AC
Δvap64.9 ± 2.1kJ/molVBent and Francel, 1948Reanalyzed by Pedley, Naylor, et al., 1986, Original value = 64.0 ± 2.1 kJ/mol; ALS

Enthalpy of vaporization

ΔvapH (kJ/mol) Temperature (K) Method Reference Comment
53.0492.GS,EBStephenson and Malanowski, 1987Based on data from 477. - 544. K. See also Ambrose, Ellender, et al., 1976.; AC
64.2323.AStephenson and Malanowski, 1987Based on data from 313. - 333. K. See also Bent and Francel, 1948.; AC
48.2531.N/AAmbrose, Ellender, et al., 1976Based on data from 477. - 544. 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
477.36 - 544.094.136781800.415-95.324Collerson, Counsell, et al., 1965, 2

Enthalpy of fusion

ΔfusH (kJ/mol) Temperature (K) Method Reference Comment
17.215300.03N/AGinnings and Furukawa, 1953DH
17.216300.02N/AFurukawa, Ginnings, et al., 1951DH
17.21300.N/ADomalski and Hearing, 1996AC
16.51300.4DSCBabich, Hwang, et al., 1992AC

Entropy of fusion

ΔfusS (J/mol*K) Temperature (K) Reference Comment
57.38300.03Ginnings and Furukawa, 1953DH
57.38300.02Furukawa, Ginnings, et al., 1951DH

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:


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

View reactions leading to C12H10O+ (ion structure unspecified)

Quantity Value Units Method Reference Comment
IE (evaluated)8.09eVN/AN/AL

Ionization energy determinations

IE (eV) Method Reference Comment
8.0PETerlouw, Heerma, et al., 1974LLK
8.09 ± 0.03PIPotapov, Kardash, et al., 1972LLK
8.10PEEland, 1969RDSH
8.82 ± 0.05EINatalis and Franklin, 1965RDSH

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
C6H5+14.85 ± 0.05?EINatalis and Franklin, 1965RDSH
C6H6O+14. ± 0.?EINatalis and Franklin, 1965RDSH
C12H9O+12.90 ± 0.05HEINatalis and Franklin, 1965RDSH

IR Spectrum

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

Data compiled by: Coblentz Society, Inc.

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


Mass spectrum (electron ionization)

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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: 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.
NIST MS number 6610

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UV/Visible spectrum

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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: Victor Talrose, Eugeny B. Stern, Antonina A. Goncharova, Natalia A. Messineva, Natalia V. Trusova, Margarita V. Efimkina

Spectrum

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UVVis spectrum
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Additional Data

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Source missing citation
Owner INEP CP RAS, NIST OSRD
Collection (C) 2007 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin INSTITUTE OF ENERGY PROBLEMS OF CHEMICAL PHYSICS, RAS
Source reference RAS UV No. 9018
Instrument Unicam SP 700
Melting point 26.8
Boiling point 258

References

Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Cass, Fletcher, et al., 1958
Cass, R.C.; Fletcher, S.E.; Mortimer, C.T.; Springall, H.D.; White, T.R., Heats of combustion and molecular structure. Part V. The mean bond energy term for the C-O bond in ethers, and the structures of some cyclic ethers, J. Chem. Soc., 1958, 1406-1410. [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]

Furukawa, Ginnings, et al., 1951
Furukawa, G.T.; Ginnings, D.C.; McCoskey, R.E.; Nelson, R.A., Calorimetric properties of diphenyl ether from 0° to 570°K, J. Res. NBS, 1951, 46, 195-206. [all data]

Ginnings and Furukawa, 1953
Ginnings, D.C.; Furukawa, G.T., Heat capacity standards for the range 14 to 1200°K, J. Am. Chem. Soc., 1953, 75, 522-527. [all data]

Smith and Andrews, 1931
Smith, R.H.; Andrews, D.H., Thermal energy studies. II. Phenyl derivatives of metals, J. Am. Chem. Soc., 1931, 53, 3661-3667. [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]

Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]

Beringer, Brierley, et al., 1953
Beringer, F.M.; Brierley, A.; Drexler, M.; Gindler, E.M.; Lumpkin, C.C., Diaryliodonium Salts II. The Phenylation of Organic and Inorganic Bases, J. Am. Chem. Soc., 1953, 75, 2708. [all data]

Dreisbach and Martin, 1949
Dreisbach, R.R.; Martin, R.A., Physical Data on Some Organic Compounds, Ind. Eng. Chem., 1949, 41, 2875-8. [all data]

Lecat, 1927
Lecat, M., New binary azeotropes: 6th list, Ann. Soc. Sci. Bruxelles, Ser. B, 1927, 47, 63-71. [all data]

Marsh, 1987
Marsh, K.N., Recommended Reference Materials for the Realization of Physicochemical Properties, Blackwell Sci. Pub., Oxford, 1987. [all data]

Ginnings and Furukawa, 1953, 2
Ginnings, D.C.; Furukawa, G.T., Heat Capacity Standards for the Range 14 to 1200 K, J. Am. Chem. Soc., 1953, 75, 522-7. [all data]

Ambrose, Broderick, et al., 1974
Ambrose, D.; Broderick, B.E.; Townsend, R., The Critical Temperatures and Pressures of Thirty Organic Compounds, J. Appl. Chem. Biotechnol., 1974, 24, 359. [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]

Zhuravlev, 1937
Zhuravlev, D.I., Crit. Temp. and Orthobaric Density of Diphenyl Ether and Napphthalene naphthalene, Zh. Fiz. Khim., 1937, 9, 875. [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]

Ambrose, Ellender, et al., 1976
Ambrose, D.; Ellender, J.H.; Sprake, C.H.S.; Townsend, R., Thermodynamic properties of organic oxygen compounds XLIII. Vapour pressures of some ethers, The Journal of Chemical Thermodynamics, 1976, 8, 2, 165-178, https://doi.org/10.1016/0021-9614(76)90090-2 . [all data]

Morawetz, 1972
Morawetz, E., Enthalpies of vaporization for a number of aromatic compounds, J. Chem. Thermodyn., 1972, 4, 455. [all data]

Morawetz, 1972, 2
Morawetz, Ernst, Enthalpies of vaporization for a number of aromatic compounds, The Journal of Chemical Thermodynamics, 1972, 4, 3, 455-460, https://doi.org/10.1016/0021-9614(72)90029-8 . [all data]

Collerson, Counsell, et al., 1965
Collerson, R.R.; Counsell, J.F.; Handley, R.; Martin, J.F.; Sprake, C.H.S., 677. Thermodynamic properties of organic oxygen compounds. Part XV. Purification and vapour pressures of some ketones and ethers, J. Chem. Soc., 1965, 3697, https://doi.org/10.1039/jr9650003697 . [all data]

Bent and Francel, 1948
Bent, H.E.; Francel, R.J., The vapor pressure of "Mustard Gas" (β,β'-dichloroethylsufide), diphenyl ether and their mixtures, J. Am. Chem. Soc., 1948, 70, 634-637. [all data]

Pedley, Naylor, et al., 1986
Pedley, J.B.; Naylor, R.D.; Kirby, S.P., Thermochemical Data of Organic Compounds, Chapman and Hall, New York, 1986, 1-792. [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]

Collerson, Counsell, et al., 1965, 2
Collerson, R.R.; Counsell, J.F.; Handley, R.; Martin, J.F.; Sprake, C.H.S., Thermodynamic Properties of Organic Oxygen Compounds. Part XV. Purification and Vapour Pressures of Some Ketones and Ethers, J. Chem. Soc., 1965, 3697-3700, https://doi.org/10.1039/jr9650003697 . [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]

Babich, Hwang, et al., 1992
Babich, M.W.; Hwang, S.W.; Mounts, R.D., The search for novel energy storage materials using differential scanning calorimetry, Thermochimica Acta, 1992, 210, 83-88, https://doi.org/10.1016/0040-6031(92)80279-6 . [all data]

Terlouw, Heerma, et al., 1974
Terlouw, J.K.; Heerma, W.; Frintrop, P.C.M.; Dijkstra, G.; Meinema, H.A., Electron-impact induced fragmentation of some heterocyclic-tin compounds, J. Organomet. Chem., 1974, 64, 205. [all data]

Potapov, Kardash, et al., 1972
Potapov, V.K.; Kardash, I.E.; Sorokin, V.V.; Sokolov, S.A.; Evlasheva, T.I., Photoionization of heteroaromatic compounds, Khim. Vys. Energ., 1972, 6, 392. [all data]

Eland, 1969
Eland, J.H.D., Photoelectron spectra of conjugated hydrocarbons and heteromolecules, Intern. J. Mass Spectrom. Ion Phys., 1969, 2, 471. [all data]

Natalis and Franklin, 1965
Natalis, P.; Franklin, J.L., Ionization and dissociation of diphenyl and condensed ring aromatics by electron impact. II. Diphenylcarbonyls and ethers, J. Phys. Chem., 1965, 69, 2943. [all data]


Notes

Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, References