Benzophenone

• Formula: C₁₃H₁₀O
• Molecular weight: 182.2179
• IUPAC Standard InChI: InChI=1S/C13H10O/c14-13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H Copy

  
• IUPAC Standard InChIKey: RWCCWEUUXYIKHB-UHFFFAOYSA-N Copy
• CAS Registry Number: 119-61-9
• Chemical structure:
  This structure is also available as a 2d Mol file or as a computed 3d SD file
  The 3d structure may be viewed using Java or Javascript.
• Other names: Methanone, diphenyl-; α-Oxodiphenylmethane; α-Oxoditane; Benzene, benzoyl-; Benzoylbenzene; Diphenyl ketone; Diphenylmethanone; Phenyl ketone; Ketone, diphenyl; alpha-Oxodiphenylmethane; alpha-Oxoditane; Adjutan 6016; Kayacure BP; Diphenyl-methanon; NSC 8077; 1-Benzophenone; Cinnarizine M (benzophenone); Cyclizine M (Benzophenone)
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• Information on this page:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Phase change data
  • Reaction thermochemistry data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • UV/Visible spectrum
  • References
  • Notes
• Other data available:
  • Gas phase ion energetics data
  • Gas Chromatography
• Data at other public NIST sites:
  • Gas Phase Kinetics Database
  • X-ray Photoelectron Spectroscopy Database, version 5.0
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Gas 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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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

Constant pressure heat capacity of solid

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
AC - William E. Acree, Jr., James S. Chickos
DH - Eugene S. Domalski and Elizabeth D. Hearing

Reduced pressure boiling point

Enthalpy of vaporization

Antoine Equation Parameters

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

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Enthalpy of sublimation

Enthalpy of fusion

Entropy of fusion

Reaction 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 by: José A. Martinho Simões

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

C₁₃H₁₀NaO (solution) + 0.5 (solution) = C₄CoNaO₄ (solution) +  (solution)

By formula: C₁₃H₁₀NaO (solution) + 0.5C₈Co₂O₈ (solution) = C₄CoNaO₄ (solution) + C₁₃H₁₀O (solution)

 (solution) +  (cr) = C₁₃H₁₀NaO (solution)

By formula: C₁₃H₁₀O (solution) + Na (cr) = C₁₃H₁₀NaO (solution)

IR Spectrum

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Data compiled by: Coblentz Society, Inc.

• Not specified, most likely a prism, grating, or hybrid spectrometer.; (NO SPECTRUM, ONLY SCANNED IMAGE IS AVAILABLE)
• SOLUTION (10% CCl4 FOR 3800-1330, 10% CS2 FOR 1330-440 CM^-1) $$ 99.99% PRINCETON ORGANICS; DOW KBr FOREPRISM-GRATING; DIGITIZED BY COBLENTZ SOCIETY (BATCH I) FROM HARD COPY; 2 cm^-1 resolution

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

• solid; Bruker Tensor 37 FTIR; 0.96450084 cm^-1 resolution

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

• gas

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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Additional Data

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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Additional Data

References

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

Sabbah and Laffitte, 1978
Sabbah, R.; Laffitte, M., Etude thermodynamique de la molecule de benzophenone, Thermochim. Acta, 1978, 23, 196-198. [all data]

Colomina, Cambeiro, et al., 1959
Colomina, M.; Cambeiro, M.; Perez-Ossorio, R.; Latorre, C., Estudios acerca de calores de combustion II. Calores de combustion de benzofenona y sus p-alquilderivados, Ber. Bunsenges. Phys. Chem., 1959, 509-514. [all data]

Springall and White, 1954
Springall, H.D.; White, T.R., Heats of combustion and molecular structure. Part II. The mean bond energy term for the carbonyl system in certain ketones, J. Chem. Soc., 1954, 2765-27. [all data]

Parks, Mosley, et al., 1950
Parks, G.S.; Mosley, J.R.; Peterson, P.V., Jr., Heats of combustion and formation of some organic compounds containing oxygen, J. Chem. Phys., 1950, 18, 152. [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]

Landrieu and Blatt, 1924
Landrieu, P.; Blatt, H., Thermochemical study of diphenylphenylethinylcarbinol and its derivatives, Bull. Soc. Chim. Fr., 1924, 35, 1424-1236. [all data]

DeKruif, Van Miltenburg, et al., 1983
DeKruif, C.G.; Van Miltenburg, J.C.; Blok, J.G., Molar heat capacities and vapour pressures of solid and liquid benzophenone, J. Chem. Thermodynam., 1983, 15, 129-136. [all data]

De Kruif, van Miltenburg, et al., 1983
De Kruif, C.G.; van Miltenburg, J.C.; Blok, J.G., Molar heat capacities and vapour pressures of solid and liquid benzophenone, J. Chem. Thermodyn., 1983, 15, 129. [all data]

Steele, Chirico, et al., 1994
Steele, W.V.; Chirico, R.D.; Hossenlopp, I.A.; Knipmeyer, S.E.; Nguyen, A.; Smith, N.K., DIPPR project 871. Determination of ideal-gas enthalpies of formation for key compounds. The 1990 project results, Experimental Results for DIPPR 1990-91 Projects on Phase Equilibria and Pure Component Properties, 1994, 1994, DIPPR Data Ser. No. 2, p. 188-215. [all data]

Neumann and Volker, 1932
Neumann, K.; Volker, E., Eine drehwaagemethode zur messung kleinster dampfdruck, Z. Phys. Chem., 1932, 161, 33-45. [all data]

Buckingham and Donaghy, 1982
Buckingham, J.; Donaghy, S.M., Dictionary of Organic Compounds: Fifth Edition, Chapman and Hall, New York, 1982, 1. [all data]

Jaquerod and Wassmer, 2006
Jaquerod, Adrien; Wassmer, Eugene, Ueber den Siedepunkt des Naphtalins, des Diphenyls und des Benzophenons unter verschiedenem Druck und dessen Bestimmung mit Hilfe des Wasserstoffthermometers, Ber. Dtsch. Chem. Ges., 2006, 37, 3, 2531-2534, https://doi.org/10.1002/cber.19040370303 . [all data]

Boublik, Fried, et al., 1984
Boublik, T.; Fried, V.; Hala, E., The Vapour Pressures of Pure Substances: Selected Values of the Temperature Dependence of the Vapour Pressures of Some Pure Substances in the Normal and Low Pressure Region, 2nd ed., Elsevier, New York, 1984, 972. [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]

Dreisbach and Shrader, 1949
Dreisbach, R.R.; Shrader, S.A., Vapor Pressure--Temperature Data on Some Organic Compounds, Ind. Eng. Chem., 1949, 41, 12, 2879-2880, https://doi.org/10.1021/ie50480a054 . [all data]

Dreisbach and Martin, 1949
Dreisbach, R.R.; Martin, R.A., Physical Data on Some Organic Compounds, Ind. Eng. Chem., 1949, 41, 12, 2875-2878, https://doi.org/10.1021/ie50480a053 . [all data]

Ginkel, Kruif, et al., 2001
Ginkel, C.H.D. van; Kruif, C.G. de; Waal, F.E.B. de, The need for temperature control in effusion experiments (and application to heat of sublimation determination), J. Phys. E: Sci. Instrum., 2001, 8, 6, 490-492, https://doi.org/10.1088/0022-3735/8/6/018 . [all data]

Pribilová and Pouchlý, 1974
Pribilová, J.; Pouchlý, J., Vapour pressure of some low-volatile hydrocarbons determined by the effusion method, Collect. Czech. Chem. Commun., 1974, 39, 5, 1118-1124, https://doi.org/10.1135/cccc19741118 . [all data]

Kruif, Miltenburg, et al., 1983
Kruif, C.G. de; Miltenburg, J.C. van; Blok, J.G., Molar heat capacities and vapour pressures of solid and liquid benzophenone, The Journal of Chemical Thermodynamics, 1983, 15, 2, 129-136, https://doi.org/10.1016/0021-9614(83)90151-9 . [all data]

Colomina, Jimenez, et al., 1980
Colomina, M.; Jimenez, P.; Turrion, C.; Fernandez, J.A.; Monzon, C., An. Quim. Ser. A, 1980, 76, 245. [all data]

De Kruif and Van Ginkel, 1977
De Kruif, C.G.; Van Ginkel, C.H.D., Torsion-weighing effusion vapour-pressure measurements on organic compounds, The Journal of Chemical Thermodynamics, 1977, 9, 8, 725-730, https://doi.org/10.1016/0021-9614(77)90015-5 . [all data]

DeKruif, van Ginkel, et al., 1975
DeKruif, C.G.; van Ginkel, C.H.D.; Voogd, J., Torsion-effusion vapour pressure measurements of organic compounds, Conf. Int. Thermodyn. Chim. C. R. 4th, 1975, 8, 11-18. [all data]

Serpinskii, Voitkevich, et al., 1956
Serpinskii, V.V.; Voitkevich, S.A.; Lyuboshits, N.Y., Zh. Fiz. Khim., 1956, 30, 177. [all data]

Wolf and Weghofer, 1938
Wolf, K.L.; Weghofer, H.Z., Z. Phys. Chem. Abt. B, 1938, 39, 194. [all data]

Wolf and Trieschmann, 1934
Wolf, K.L.; Trieschmann, H.G., Z. Phys. Chem. Abt. B, 1934, 27, 376. [all data]

Wolf and Weghofer, 1938, 2
Wolf, K.L.; Weghofer, H., Uber sublimationswarmen, Z. Phys. Chem., 1938, 39, 194-208. [all data]

Chirico, Knipmeyer, et al., 2002
Chirico, R.D.; Knipmeyer, S.E.; Steele, W.V., Heat capacities, enthalpy increments, and derived thermodynamic functions for benzophenone between the temperatures 5K and 440K, The Journal of Chemical Thermodynamics, 2002, 34, 11, 1885-1895, https://doi.org/10.1016/S0021-9614(02)00261-6 . [all data]

Hanaya, Hikima, et al., 2002
Hanaya, Minoru; Hikima, Takaaki; Hatase, Minoru; Oguni, Masaharu, Low-temperature adiabatic calorimetry of salol and benzophenone and microscopic observation of their crystallization: finding of homogeneous-nucleation-based crystallization, The Journal of Chemical Thermodynamics, 2002, 34, 8, 1173-1193, https://doi.org/10.1006/jcht.2002.0976 . [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]

Eykman, 1889
Eykman, J.F., Zur kryoskopischen Molekulargewichtsbestimmung, Z. Physik. Chem., 1889, 4, 497-519. [all data]

Kiss, Nolan, et al., 1994
Kiss, G.; Nolan, S.P.; Hoff, C.D., Inorg. Chim. Acta, 1994, 227, 285. [all data]

Terenin and Ermolaev, 1952
Terenin, A.N.; Ermolaev, V.L., Sensibilized phosphorescence of organic molecules at low temperatures, Dokl. Akad. Nauk SSSR, 1952, 85, 3, 547-550. [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), UV/Visible spectrum, References

• Symbols used in this document:
  

  Cp,solid	Constant pressure heat capacity of solid
  Pc	Critical pressure
  Tboil	Boiling point
  Tc	Critical temperature
  Tfus	Fusion (melting) point
  Ttriple	Triple point temperature
  ΔcH°solid	Enthalpy of combustion of solid at standard conditions
  ΔfH°gas	Enthalpy of formation of gas at standard conditions
  ΔfH°solid	Enthalpy of formation of solid at standard conditions
  ΔfusH	Enthalpy of fusion
  ΔfusS	Entropy of fusion
  ΔrH°	Enthalpy of reaction at standard conditions
  ΔsubH	Enthalpy of sublimation
  ΔsubH°	Enthalpy of sublimation at standard conditions
  ΔvapH	Enthalpy of vaporization
  ΔvapH°	Enthalpy of vaporization at standard conditions
  ρc	Critical density

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