Selected ATcT [1, 2] enthalpy of formation based on version 1.202 of the Thermochemical Network [3]

This version of ATcT results[3] was generated by additional expansion of version 1.176 in order to include species related to the thermochemistry of glycine[4].

Benzophenone

Formula: C6H5C(O)C6H5 (cr)

CAS RN: 119-61-9

ATcT ID: 119-61-9*510

SMILES: c1ccccc1C(=O)c1ccccc1

SMILES: O=C(C=1C=CC=CC1)C=2C=CC=CC2

InChI: InChI=1S/C13H10O/c14-13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H

InChIKey: RWCCWEUUXYIKHB-UHFFFAOYSA-N

Hills Formula: C13H10O1

2D Image:

Aliases: C6H5C(O)C6H5; Benzophenone; Diphenylmethanone; Benzoylbenzene; Diphenyl ketone; Adjutan 6016; B 0083; BLS 531; BP; Daracure 1137; Darocur BP; Gencure BP; Hycure Benzophenone; Irgacure BP; JRCure 1020; Kayacure BP; Kayacure BP 100; Lowlite 24; NSC 8077; Omnirad BP; Phenyl ketone; Photoinitiator BP; PI BP; Runtecure 1020; SB-PI 710; Speedcure BP; Winure BP; alpha-Oxodiphenylmethane; alpha-Oxoditane; OC(C6H5)2; (C6H5)2CO

Relative Molecular Mass: 182.2179 ± 0.0104

Δ_fH°(0 K)	Δ_fH°(298.15 K)	Uncertainty	Units
-16.7	-41.9	± 1.5	kJ/mol

Top contributors to the provenance of Δ_fH° of C6H5C(O)C6H5 (cr)

The 20 contributors listed below account only for 88.3% of the provenance of Δ_fH° of C6H5C(O)C6H5 (cr).
A total of 24 contributors would be needed to account for 90% of the provenance.

Please note: The list is limited to 20 most important contributors or, if less, a number sufficient to account for 90% of the provenance. The Reference acts as a further link to the relevant references and notes for the measurement. The Measured Quantity is normaly given in the original units; in cases where we have reinterpreted the original measurement, the listed value may differ from that given by the authors. The quoted uncertainty is the a priori uncertainty used as input when constructing the initial Thermochemical Network, and corresponds either to the value proposed by the original authors or to our estimate; if an additional multiplier is given in parentheses immediately after the prior uncertainty, it corresponds to the factor by which the prior uncertainty needed to be multiplied during the ATcT analysis in order to make that particular measurement consistent with the prevailing knowledge contained in the Thermochemical Network.

Contribution (%)	TN ID	Reaction	Measured Quantity	Reference
55.6	9445.1	C6H5C(O)C6H5 (cr,l) + 15 O2 (g) → 13 CO2 (g) + 5 H2O (cr,l)	Δ_rH°(298.15 K) = -6502.56 ± 1.92 kJ/mol	Verevkin 1998, note unc2
3.8	9442.3	C6H5C(O)C6H5 (g) + CH2O (g) → 2 C6H5C(O)H (g)	Δ_rH°(0 K) = -2.52 ± 0.90 kcal/mol	Ruscic CBS-n
3.8	9442.1	C6H5C(O)C6H5 (g) + CH2O (g) → 2 C6H5C(O)H (g)	Δ_rH°(0 K) = -3.18 ± 0.90 kcal/mol	Ruscic G4
3.3	9444.3	C6H5C(O)C6H5 (g) + HCO (g) → C6H5CO (g) + C6H5C(O)H (g)	Δ_rH°(0 K) = 0.28 ± 0.90 kcal/mol	Ruscic CBS-n
3.1	9445.2	C6H5C(O)C6H5 (cr,l) + 15 O2 (g) → 13 CO2 (g) + 5 H2O (cr,l)	Δ_rH°(298.15 K) = -1555.96 ± 0.50 (×3.83) kcal/mol	Colomina 1959
3.1	9442.2	C6H5C(O)C6H5 (g) + CH2O (g) → 2 C6H5C(O)H (g)	Δ_rH°(0 K) = -3.20 ± 1.00 kcal/mol	Ruscic CBS-n
2.7	9444.2	C6H5C(O)C6H5 (g) + HCO (g) → C6H5CO (g) + C6H5C(O)H (g)	Δ_rH°(0 K) = -0.76 ± 1.00 kcal/mol	Ruscic CBS-n
2.0	9445.3	C6H5C(O)C6H5 (cr,l) + 15 O2 (g) → 13 CO2 (g) + 5 H2O (cr,l)	Δ_rH°(298.15 K) = -1556.47 ± 0.78 (×3.084) kcal/mol	Parks 1950a
1.5	9446.2	C6H5C(O)C6H5 (cr,l) → C6H5C(O)C6H5 (g)	Δ_rH°(306 K) = 22.2 ± 0.2 kcal/mol	van Ginkel 2001
1.5	7256.1	C6H5C(O)H (cr,l) + 8 O2 (g) → 7 CO2 (g) + 3 H2O (l)	Δ_rH°(298.15 K) = -3524.94 ± 1.97 kJ/mol	Ambrose 1975b
1.3	7321.1	CH3C6H4C(O)H (cr, l, ortho) + 19/2 O2 (g) → 8 CO2 (g) + 4 H2O (cr,l)	Δ_rH°(298.15 K) = -4170.4 ± 2.1 kJ/mol	Bilodeau 1999
1.1	9444.1	C6H5C(O)C6H5 (g) + HCO (g) → C6H5CO (g) + C6H5C(O)H (g)	Δ_rH°(0 K) = -2.12 ± 0.90 (×1.719) kcal/mol	Ruscic G4
0.9	7291.1	C6H5C(O)CH3 (cr,l) + 19/2 O2 (g) → 8 CO2 (g) + 4 H2O (cr,l)	Δ_rH°(298.15 K) = -4148.80 ± 0.89 (×3.292) kJ/mol	Colomina 1961
0.5	7279.1	C6H5C(O)Cl (cr,l) → C6H5C(O)Cl (g)	Δ_rH°(298.15 K) = 55.5 ± 1.8 (×1.795) kJ/mol	ThermoData 2004
0.5	7260.5	C6H5C(O)H (g) + CH3CH3 (g) → C6H5CH3 (g) + CH3CHO (g)	Δ_rH°(0 K) = 1.25 ± 0.85 kcal/mol	Ruscic W1RO
0.5	7259.5	C6H5C(O)H (g) + CH4 (g) → C6H5CH3 (g) + CH2O (g)	Δ_rH°(0 K) = 12.45 ± 0.9 kcal/mol	Ruscic W1RO
0.5	7258.5	C6H5C(O)H (g) + CH4 (g) → C6H6 (g) + CH3CHO (g)	Δ_rH°(0 K) = 7.06 ± 0.9 kcal/mol	Ruscic W1RO
0.5	7260.4	C6H5C(O)H (g) + CH3CH3 (g) → C6H5CH3 (g) + CH3CHO (g)	Δ_rH°(0 K) = 1.58 ± 0.90 kcal/mol	Ruscic CBS-n
0.5	7260.2	C6H5C(O)H (g) + CH3CH3 (g) → C6H5CH3 (g) + CH3CHO (g)	Δ_rH°(0 K) = 1.20 ± 0.90 kcal/mol	Ruscic G4
0.5	7260.1	C6H5C(O)H (g) + CH3CH3 (g) → C6H5CH3 (g) + CH3CHO (g)	Δ_rH°(0 K) = 1.59 ± 0.90 kcal/mol	Ruscic G3X

Top 10 species with enthalpies of formation correlated to the Δ_fH° of C6H5C(O)C6H5 (cr)

Please note: The correlation coefficients are obtained by renormalizing the off-diagonal elements of the covariance matrix by the corresponding variances.
The correlation coefficient is a number from -1 to 1, with 1 representing perfectly correlated species, -1 representing perfectly anti-correlated species, and 0 representing perfectly uncorrelated species.

Correlation Coefficent (%)	Species Name	Formula	Δ_fH°(0 K)	Δ_fH°(298.15 K)	Uncertainty	Units	Relative Molecular Mass	ATcT ID
100.0	Benzophenone	C6H5C(O)C6H5 (cr,l)	-16.7	-41.9	± 1.5	kJ/mol	182.2179 ± 0.0104	119-61-9*500
100.0	Benzophenone	C6H5C(O)C6H5 (l)		-24.8	± 1.5	kJ/mol	182.2179 ± 0.0104	119-61-9*590
91.0	Benzophenone	C6H5C(O)C6H5 (g)	80.7	51.5	± 1.5	kJ/mol	182.2179 ± 0.0104	119-61-9*0
45.9	Benzaldehyde	C6H5C(O)H (g)	-19.16	-36.95	± 0.68	kJ/mol	106.1219 ± 0.0056	100-52-7*0
36.7	Benzoyl	C6H5CO (g)	138.85	125.32	± 0.98	kJ/mol	105.1140 ± 0.0056	2652-65-5*0
31.3	Acetophenone	C6H5C(O)CH3 (g)	-60.71	-83.90	± 0.98	kJ/mol	120.1485 ± 0.0064	98-86-2*0
29.2	Acetophenone	C6H5C(O)CH3 (cr,l)		-139.3	± 1.1	kJ/mol	120.1485 ± 0.0064	98-86-2*500
29.0	Benzaldehyde	C6H5C(O)H (cr,l)	-85.59	-86.66	± 0.90	kJ/mol	106.1219 ± 0.0056	100-52-7*500
26.0	m-Tolualdehyde	CH3C6H4C(O)H (g, meta)	-48.4	-71.3	± 1.2	kJ/mol	120.1485 ± 0.0064	620-23-5*0
25.9	p-Tolualdehyde	CH3C6H4C(O)H (g, para)	-49.2	-72.2	± 1.2	kJ/mol	120.1485 ± 0.0064	104-87-0*0

Most Influential reactions involving C6H5C(O)C6H5 (cr)

Please note: The list, which is based on a hat (projection) matrix analysis, is limited to no more than 20 largest influences.

Influence Coefficient	TN ID	Reaction	Measured Quantity	Reference
1.000	9449.2	C6H5C(O)C6H5 (cr) → C6H5C(O)C6H5 (l)	Δ_rG°(321.197 K) = 0.0 ± 0.0 kJ/mol	Chirico 2002
1.000	9448.1	C6H5C(O)C6H5 (cr,l) → C6H5C(O)C6H5 (cr)	Δ_rH°(298.15 K) = 0 ± 0 cm-1	triv
0.000	9449.1	C6H5C(O)C6H5 (cr) → C6H5C(O)C6H5 (l)	Δ_rH°(321.197 K) = 18.606 ± 0.10 kJ/mol	Chirico 2002, est unc
0.000	9449.4	C6H5C(O)C6H5 (cr) → C6H5C(O)C6H5 (l)	Δ_rH°(321.03 K) = 18.194 ± 0.50 kJ/mol	de Kruif 1983, est unc

References

1		B. Ruscic, R. E. Pinzon, M. L. Morton, G. von Laszewski, S. Bittner, S. G. Nijsure, K. A. Amin, M. Minkoff, and A. F. Wagner, Introduction to Active Thermochemical Tables: Several "Key" Enthalpies of Formation Revisited. J. Phys. Chem. A 108, 9979-9997 (2004) [DOI: 10.1021/jp047912y]
2		B. Ruscic, R. E. Pinzon, G. von Laszewski, D. Kodeboyina, A. Burcat, D. Leahy, D. Montoya, and A. F. Wagner, Active Thermochemical Tables: Thermochemistry for the 21^st Century. J. Phys. Conf. Ser. 16, 561-570 (2005) [DOI: 10.1088/1742-6596/16/1/078]
3		B. Ruscic and D. H. Bross, Active Thermochemical Tables (ATcT) values based on ver. 1.202 of the Thermochemical Network (2024); available at ATcT.anl.gov
4		B. Ruscic and D. H. Bross Accurate and Reliable Thermochemistry by Data Analysis of Complex Thermochemical Networks using Active Thermochemical Tables: The Case of Glycine Thermochemistry Faraday Discuss. (in press) (2024) [DOI: 10.1039/D4FD00110A]
5		B. Ruscic, Uncertainty Quantification in Thermochemistry, Benchmarking Electronic Structure Computations, and Active Thermochemical Tables. Int. J. Quantum Chem. 114, 1097-1101 (2014) [DOI: 10.1002/qua.24605]
6		B. Ruscic and D. H. Bross, Thermochemistry Computer Aided Chem. Eng. 45, 3-114 (2019) [DOI: 10.1016/B978-0-444-64087-1.00001-2]

Formula

The aggregate state is given in parentheses following the formula, such as: g - gas-phase, cr - crystal, l - liquid, etc.

Uncertainties

The listed uncertainties correspond to estimated 95% confidence limits, as customary in thermochemistry (see, for example, Ruscic [5] and Ruscic and Bross[6]).
Note that an uncertainty of ± 0.000 kJ/mol indicates that the estimated uncertainty is < ± 0.000₅ kJ/mol.

Website Functionality Credits

The reorganization of the website was developed and implemented by David H. Bross (ANL).
The find function is based on the complete Species Dictionary entries for the appropriate version of the ATcT TN.
The molecule images are rendered by Indigo-depict.
The XYZ renderings are based on Jmol: an open-source Java viewer for chemical structures in 3D. http://www.jmol.org/.

Acknowledgement

This work was supported by the U.S. Department of Energy, Office of Science, Office of Basic Energy Sciences, Division of Chemical Sciences, Geosciences and Biosciences under Contract No. DE-AC02-06CH11357.