Benzophenone
- Formula: C13H10O
- Molecular weight: 182.2179
- IUPAC Standard InChIKey: RWCCWEUUXYIKHB-UHFFFAOYSA-N
- 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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Phase change data
Go To: Top, 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:
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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 550. ± 100. | K | AVG | N/A | Average of 7 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 321.2 ± 0.7 | K | AVG | N/A | Average of 23 out of 24 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 321.03 | K | N/A | De Kruif, van Miltenburg, et al., 1983 | Uncertainty assigned by TRC = 0.02 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 830. | K | N/A | Steele, Chirico, et al., 1994 | Uncertainty assigned by TRC = 2. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 33.52 | bar | N/A | Steele, Chirico, et al., 1994 | Uncertainty assigned by TRC = 0.04 bar; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ρc | 1.762 | mol/l | N/A | Steele, Chirico, et al., 1994 | Uncertainty assigned by TRC = 0.02 mol/l; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 94.977 | kJ/mol | V | Neumann and Volker, 1932 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 89. ± 10. | kJ/mol | AVG | N/A | Average of 11 values; Individual data points |
Reduced pressure boiling point
Tboil (K) | Pressure (bar) | Reference | Comment |
---|---|---|---|
497. to 497. | 0.133 | Buckingham and Donaghy, 1982 | BS |
430.7 | 0.013 | Buckingham and Donaghy, 1982 | BS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
59.0 | 545. | N/A | Jaquerod and Wassmer, 2006 | Based on data from 530. to 575. K. See also Boublik, Fried, et al., 1984.; AC |
65.1 | 448. | A | Stephenson and Malanowski, 1987 | Based on data from 433. to 673. K.; AC |
62.2 | 488. | N/A | Dreisbach and Shrader, 1949 | Based on data from 473. to 579. K. See also Dreisbach and Martin, 1949 and Boublik, Fried, et al., 1984.; 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 |
---|---|---|---|---|---|
473.7 to 579.3 | 4.36238 | 2116.372 | -93.43 | Dreisbach and Shrader, 1949 | Coefficents calculated by NIST from author's data. |
Enthalpy of sublimation
ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
92.9 ± 0.8 | 306. | ME | Ginkel, Kruif, et al., 2001 | Based on data from 294. to 318. K.; AC |
89.96 | 308. | ME | Stephenson and Malanowski, 1987 | Based on data from 298. to 318. K. See also Pribilová and Pouchlý, 1974.; AC |
95. ± 1. | 321. | DM | Kruif, Miltenburg, et al., 1983 | AC |
95.0 ± 0.2 | 304. | ME | Colomina, Jimenez, et al., 1980 | Based on data from 295. to 313. K.; AC |
93.9 ± 0.5 | 307. | TE,ME | De Kruif and Van Ginkel, 1977 | Based on data from 297. to 317. K.; AC |
95.0 ± 1.5 | 305. | TE | DeKruif, van Ginkel, et al., 1975 | Based on data from 293. to 318. K.; AC |
96.1 | 306. | N/A | Serpinskii, Voitkevich, et al., 1956 | Based on data from 293. to 319. K.; AC |
78.2 ± 1.2 | 303. | N/A | Wolf and Weghofer, 1938 | Based on data from 290. to 315. K. See also Wolf and Trieschmann, 1934.; AC |
78.2 ± 0.8 | 313. | V | Wolf and Weghofer, 1938, 2 | ALS |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
18.194 | 321.03 | N/A | DeKruif, Van Miltenburg, et al., 1983 | DH |
18.81 | 321.2 | AC | Chirico, Knipmeyer, et al., 2002 | Based on data from 5. to 440. K.; AC |
18.47 | 321.3 | AC | Hanaya, Hikima, et al., 2002 | AC |
18.19 | 324.2 | N/A | Domalski and Hearing, 1996 | AC |
17.669 | 321.2 | N/A | Eykman, 1889 | DH |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
56.67 | 321.03 | DeKruif, Van Miltenburg, et al., 1983 | DH |
55.0 | 321.2 | Eykman, 1889 | DH |
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.
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]
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]
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]
Notes
Go To: Top, Phase change data, References
- Symbols used in this document:
Pc Critical pressure Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point Ttriple Triple point temperature ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion 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 - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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