Selected ATcT [1, 2] enthalpy of formation based on version 1.130 of the Thermochemical Network [3]

This version of ATcT results[4] was generated by additional expansion of version 1.128 [5,6] to include with the calculations provided in reference [4].

Fluorobenzene

Formula: C6H5F (cr,l)

CAS RN: 462-06-6

ATcT ID: 462-06-6*500

SMILES: c1ccc(cc1)F

InChI: InChI=1S/C6H5F/c7-6-4-2-1-3-5-6/h1-5H

InChIKey: PYLWMHQQBFSUBP-UHFFFAOYSA-N

Hills Formula: C6H5F1

2D Image:

Aliases: Fluorobenzene; Phenyl fluoride; Monofluorobenzene; Benzenyl fluoride; C6H5F; UN 2387

Relative Molecular Mass: 96.1023 ± 0.0048

Δ_fH°(0 K)	Δ_fH°(298.15 K)	Uncertainty	Units
-148.77	-146.35	± 0.39	kJ/mol

Top contributors to the provenance of Δ_fH° of C6H5F (cr,l)

The 20 contributors listed below account only for 88.1% of the provenance of Δ_fH° of C6H5F (cr,l).
A total of 27 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
15.4	6814.1	C6F6 (g) + 5 C6H6 (g) → 6 C6H5F (g)	Δ_rH°(0 K) = -32.57 ± 0.90 kcal/mol	Ruscic G3X
15.4	6814.2	C6F6 (g) + 5 C6H6 (g) → 6 C6H5F (g)	Δ_rH°(0 K) = -32.98 ± 0.90 kcal/mol	Ruscic G4
15.4	6814.4	C6F6 (g) + 5 C6H6 (g) → 6 C6H5F (g)	Δ_rH°(0 K) = -32.05 ± 0.90 kcal/mol	Ruscic CBS-n
12.5	6814.3	C6F6 (g) + 5 C6H6 (g) → 6 C6H5F (g)	Δ_rH°(0 K) = -32.44 ± 1.0 kcal/mol	Ruscic CBS-n
10.8	6818.1	999 C6F6 (cr,l) + 999 O2 (g) → 999 CO2 (g) + 999 CF4 (g) + 834 F2 (g)	Δ_rH°(298.15 K) = -469109 ± 200 kcal/mol	Krech 1972
3.6	6510.3	C6H6 (cr,l) + 15/2 O2 (g) → 6 CO2 (g) + 3 H2O (cr,l)	Δ_rH°(298.15 K) = -780.97 ± 0.09 kcal/mol	Coops 1947, Coops 1946
2.9	6510.4	C6H6 (cr,l) + 15/2 O2 (g) → 6 CO2 (g) + 3 H2O (cr,l)	Δ_rH°(298.15 K) = -780.92 ± 0.10 kcal/mol	Good 1969
2.9	6510.1	C6H6 (cr,l) + 15/2 O2 (g) → 6 CO2 (g) + 3 H2O (cr,l)	Δ_rH°(298.15 K) = -780.98 ± 0.10 kcal/mol	Prosen 1945a, as quoted by Cox 1970
2.0	6510.2	C6H6 (cr,l) + 15/2 O2 (g) → 6 CO2 (g) + 3 H2O (cr,l)	Δ_rH°(298.15 K) = -780.96 ± 0.12 kcal/mol	Cox 1970
1.4	2134.7	C (graphite) + O2 (g) → CO2 (g)	Δ_rH°(298.15 K) = -393.464 ± 0.024 kJ/mol	Hawtin 1966, note CO2e
0.7	6804.1	C6H5F (cr,l) + 7 O2 (g) → 6 CO2 (g) + HF (aq, 60 H2O) + 2 H2O (cr,l)	Δ_rH°(298.15 K) = -741.88 ± 0.29 (×3.364) kcal/mol	Good 1956
0.6	2279.1	2 H2 (g) + C (graphite) → CH4 (g)	Δ_rG°(1165 K) = 37.521 ± 0.068 kJ/mol	Smith 1946, note COf, 3rd Law
0.6	121.2	1/2 O2 (g) + H2 (g) → H2O (cr,l)	Δ_rH°(298.15 K) = -285.8261 ± 0.040 kJ/mol	Rossini 1939, Rossini 1931, Rossini 1931b, note H2Oa, Rossini 1930
0.5	2134.4	C (graphite) + O2 (g) → CO2 (g)	Δ_rH°(298.15 K) = -393.462 ± 0.038 kJ/mol	Lewis 1965, note CO2d
0.5	2134.5	C (graphite) + O2 (g) → CO2 (g)	Δ_rH°(298.15 K) = -393.468 ± 0.038 kJ/mol	Fraser 1952, note CO2f
0.5	6805.8	C6H5F (g) + CH4 (g) → C6H6 (g) + CH3F (g)	Δ_rH°(0 K) = 8.71 ± 0.9 kcal/mol	Ruscic W1RO
0.4	6805.7	C6H5F (g) + CH4 (g) → C6H6 (g) + CH3F (g)	Δ_rH°(0 K) = 9.08 ± 1.0 kcal/mol	Ruscic CBS-n
0.4	6805.4	C6H5F (g) + CH4 (g) → C6H6 (g) + CH3F (g)	Δ_rH°(0 K) = 8.76 ± 1.0 kcal/mol	Ruscic G4
0.4	3843.1	C6H6 (g) + 3 H2 (g) → CH2(CH2CH2CH2CH2CH2) (g)	Δ_rH°(355. K) = -49.84 ± 0.15 (×1.445) kcal/mol	Kistiakowsky 1936
0.3	2134.11	C (graphite) + O2 (g) → CO2 (g)	Δ_rH°(298.15 K) = -94.051 ± 0.011 kcal/mol	Prosen 1944a, Cox 1970, NBS TN270, NBS Tables 1989

Top 10 species with enthalpies of formation correlated to the Δ_fH° of C6H5F (cr,l)

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
99.5	Fluorobenzene	C6H5F (g)	-96.05	-111.73	± 0.39	kJ/mol	96.1023 ± 0.0048	462-06-6*0
99.2	Fluorobenzene cation	[C6H5F]+ (g)	791.93	776.91	± 0.39	kJ/mol	96.1018 ± 0.0048	34468-25-2*0
46.8	Benzene	C6H6 (g)	100.71	83.20	± 0.21	kJ/mol	78.1118 ± 0.0048	71-43-2*0
46.8	Benzene cation	[C6H6]+ (g)	992.61	976.14	± 0.21	kJ/mol	78.1113 ± 0.0048	34504-50-2*0
46.8	Benzene	C6H6 (cr,l)	50.81	49.26	± 0.21	kJ/mol	78.1118 ± 0.0048	71-43-2*500
37.0	Hexafluorobenzene	C6F6 (g)	-942.72	-947.72	± 0.87	kJ/mol	186.0546 ± 0.0048	392-56-3*0
36.9	Hexafluorobenzene cation	[C6F6]+ (g)	13.53	9.74	± 0.88	kJ/mol	186.0541 ± 0.0048	34528-23-9*0
36.8	Hexafluorobenzene	C6F6 (cr,l)	-997.33	-983.54	± 0.87	kJ/mol	186.0546 ± 0.0048	392-56-3*500
25.2	Phenide	[C6H5]- (g)	244.28	230.86	± 0.38	kJ/mol	77.1044 ± 0.0048	30922-78-2*0
23.9	Fluorobenzene anion	[C6H5F]- (g)	-15.3	-27.1	± 1.6	kJ/mol	96.1029 ± 0.0048	34561-55-2*0

Most Influential reactions involving C6H5F (cr,l)

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
0.272	6802.4	C6H5F (cr,l) → C6H5F (g)	Δ_rH°(298.15 K) = 34.63 ± 0.07 kJ/mol	Basarova 1991, Boublik 1984
0.190	6802.5	C6H5F (cr,l) → C6H5F (g)	Δ_rH°(298.15 K) = 8.278 ± 0.02 kcal/mol	Scott 1956
0.164	6802.1	C6H5F (cr,l) → C6H5F (g)	Δ_rH°(298.15 K) = 34.68 ± 0.09 kJ/mol	Majer 1985, Scott 1956
0.154	6802.3	C6H5F (cr,l) → C6H5F (g)	Δ_rH°(298.15 K) = 34.677 ± 0.093 kJ/mol	ThermoData 2004
0.063	6803.4	C6H5F (cr,l) → C6H5F (g)	Δ_rG°(314.158 K) = 4.127 ± 0.145 kJ/mol	ThermoData 2004, 3rd Law
0.054	6803.10	C6H5F (cr,l) → C6H5F (g)	Δ_rG°(296.09 K) = 5.885 ± 0.157 kJ/mol	Young 1889, 3rd Law, ThermoData 2004
0.049	6803.2	C6H5F (cr,l) → C6H5F (g)	Δ_rG°(294.195 K) = 6.059 ± 0.164 kJ/mol	ThermoData 2004, 3rd Law
0.024	6803.8	C6H5F (cr,l) → C6H5F (g)	Δ_rG°(334.18 K) = 2.214 ± 0.232 kJ/mol	Scott 1956, 3rd Law, ThermoData 2004
0.024	6803.6	C6H5F (cr,l) → C6H5F (g)	Δ_rG°(334.83 K) = 2.157 ± 0.235 kJ/mol	Diaz-Pena 1980, 3rd Law, ThermoData 2004
0.009	6804.1	C6H5F (cr,l) + 7 O2 (g) → 6 CO2 (g) + HF (aq, 60 H2O) + 2 H2O (cr,l)	Δ_rH°(298.15 K) = -741.88 ± 0.29 (×3.364) kcal/mol	Good 1956
0.000	6803.3	C6H5F (cr,l) → C6H5F (g)	Δ_rH°(314.158 K) = 35.015 ± 2.693 kJ/mol	ThermoData 2004, 2nd Law
0.000	6803.9	C6H5F (cr,l) → C6H5F (g)	Δ_rH°(296.09 K) = 34.638 ± 3.092 kJ/mol	Young 1889, 2nd Law, ThermoData 2004
0.000	6803.1	C6H5F (cr,l) → C6H5F (g)	Δ_rH°(294.195 K) = 35.848 ± 3.362 kJ/mol	ThermoData 2004, 2nd Law
0.000	6803.7	C6H5F (cr,l) → C6H5F (g)	Δ_rH°(334.18 K) = 32.893 ± 3.726 kJ/mol	Scott 1956, 2nd Law, ThermoData 2004
0.000	6803.5	C6H5F (cr,l) → C6H5F (g)	Δ_rH°(334.83 K) = 32.978 ± 3.785 kJ/mol	Diaz-Pena 1980, 2nd Law, ThermoData 2004

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. 1.130 of the Thermochemical Network. Argonne National Laboratory, Lemont, Illinois 2023; available at ATcT.anl.gov [DOI: 10.17038/CSE/1997229]
4		N. Genossar, P. B. Changala, B. Gans, J.-C. Loison, S. Hartweg, M.-A. Martin-Drumel, G. A. Garcia, J. F. Stanton, B. Ruscic, and J. H. Baraban Ring-Opening Dynamics of the Cyclopropyl Radical and Cation: the Transition State Nature of the Cyclopropyl Cation J. Am. Chem. Soc. 144, 18518-18525 (2022) [DOI: 10.1021/jacs.2c07740]
5		B. Ruscic and D. H. Bross Active Thermochemical Tables: The Thermophysical and Thermochemical Properties of Methyl, CH3, and Methylene, CH2, Corrected for Nonrigid Rotor and Anharmonic Oscillator Effects. Mol. Phys. e1969046 (2021) [DOI: 10.1080/00268976.2021.1969046]
6		J. H. Thorpe, J. L. Kilburn, D. Feller, P. B. Changala, D. H. Bross, B. Ruscic, and J. F. Stanton, Elaborated Thermochemical Treatment of HF, CO, N2, and H2O: Insight into HEAT and Its Extensions J. Chem. Phys. 155, 184109 (2021) [DOI: 10.1063/5.0069322]
7		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]
8		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 [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.