Selected ATcT [1, 2] enthalpy of formation based on version 1.124 of the Thermochemical Network [3]

This version of ATcT results was generated by additional expansion of version 1.122x [4] to include additional information relevant to the study of thermophysical and thermochemical properties of CH2 and CH3 using nonrigid rotor anharmonic oscillator (NRRAO) partition functions [5], the development and benchmarking of a state-of-the-art computational approach that aims to reproduce total atomization energies of small molecules within 10–15 cm^-1 [6], as well as the study of the reversible reaction C₂H₃ + H₂ ⇌ C₂H₄ + H ⇌ C₂H₅ [7]

Fluorobenzene

Formula: C6H5F (g)

CAS RN: 462-06-6

ATcT ID: 462-06-6*0

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
-99.41	-115.09	± 0.88	kJ/mol

3D Image of C6H5F (g)

spin ON spin OFF

Top contributors to the provenance of Δ_fH° of C6H5F (g)

The 15 contributors listed below account for 90.7% of the provenance of Δ_fH° of C6H5F (g).

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
50.3	6377.1	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 kcal/mol	Good 1956
4.9	6378.8	C6H5F (g) + CH4 (g) → C6H6 (g) + CH3F (g)	Δ_rH°(0 K) = 8.71 ± 0.9 kcal/mol	Ruscic W1RO
4.0	6378.7	C6H5F (g) + CH4 (g) → C6H6 (g) + CH3F (g)	Δ_rH°(0 K) = 9.08 ± 1.0 kcal/mol	Ruscic CBS-n
4.0	6378.4	C6H5F (g) + CH4 (g) → C6H6 (g) + CH3F (g)	Δ_rH°(0 K) = 8.76 ± 1.0 kcal/mol	Ruscic G4
3.3	6378.3	C6H5F (g) + CH4 (g) → C6H6 (g) + CH3F (g)	Δ_rH°(0 K) = 9.37 ± 1.1 kcal/mol	Ruscic G3X
2.8	6380.8	C6H5F (g) + H (g) → C6H6 (g) + F (g)	Δ_rH°(0 K) = 14.42 ± 1.2 kcal/mol	Ruscic W1RO
2.8	6379.8	C6H5F (g) + H2 (g) → C6H6 (g) + HF (g)	Δ_rH°(0 K) = -18.03 ± 1.2 kcal/mol	Ruscic W1RO
2.4	6380.7	C6H5F (g) + H (g) → C6H6 (g) + F (g)	Δ_rH°(0 K) = 14.50 ± 1.3 kcal/mol	Ruscic CBS-n
2.4	6380.4	C6H5F (g) + H (g) → C6H6 (g) + F (g)	Δ_rH°(0 K) = 14.14 ± 1.3 kcal/mol	Ruscic G4
2.4	6379.7	C6H5F (g) + H2 (g) → C6H6 (g) + HF (g)	Δ_rH°(0 K) = -17.06 ± 1.3 kcal/mol	Ruscic CBS-n
2.4	6379.4	C6H5F (g) + H2 (g) → C6H6 (g) + HF (g)	Δ_rH°(0 K) = -17.72 ± 1.3 kcal/mol	Ruscic G4
2.3	6378.6	C6H5F (g) + CH4 (g) → C6H6 (g) + CH3F (g)	Δ_rH°(0 K) = 9.02 ± 1.3 kcal/mol	Ruscic CBS-n
2.1	6380.3	C6H5F (g) + H (g) → C6H6 (g) + F (g)	Δ_rH°(0 K) = 14.75 ± 1.4 kcal/mol	Ruscic G3X
2.1	6379.3	C6H5F (g) + H2 (g) → C6H6 (g) + HF (g)	Δ_rH°(0 K) = -16.76 ± 1.4 kcal/mol	Ruscic G3X
1.8	6369.8	C6H5F (g) → 6 C (g) + 5 H (g) + F (g)	Δ_rH°(0 K) = 1321.68 ± 1.50 kcal/mol	Ruscic W1RO

Top 10 species with enthalpies of formation correlated to the Δ_fH° of C6H5F (g)

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
99.9	Fluorobenzene cation	[C6H5F]+ (g)	788.56	773.54	± 0.88	kJ/mol	96.1018 ± 0.0048	34468-25-2*0
99.9	Fluorobenzene	C6H5F (cr,l)	-152.13	-149.72	± 0.88	kJ/mol	96.1023 ± 0.0048	462-06-6*500
49.4	Fluorobenzene anion	[C6H5F]- (g)	-18.7	-30.5	± 1.8	kJ/mol	96.1029 ± 0.0048	34561-55-2*0
14.0	Benzene	C6H6 (g)	100.75	83.23	± 0.22	kJ/mol	78.1118 ± 0.0048	71-43-2*0
14.0	Benzene cation	[C6H6]+ (g)	992.64	976.17	± 0.22	kJ/mol	78.1113 ± 0.0048	34504-50-2*0
14.0	Benzene	C6H6 (cr,l)	50.84	49.29	± 0.22	kJ/mol	78.1118 ± 0.0048	71-43-2*500
10.1	Carbonic acid	C(O)(OH)2 (aq, undissoc)		-698.991	± 0.030	kJ/mol	62.0248 ± 0.0012	463-79-6*1000
9.1	Carbon dioxide	CO2 (g)	-393.110	-393.476	± 0.015	kJ/mol	44.00950 ± 0.00100	124-38-9*0
9.0	Carbon dioxide cation	[CO2]+ (g)	936.091	936.926	± 0.017	kJ/mol	44.00895 ± 0.00100	12181-61-2*0
8.6	Benzoic acid	C6H5C(O)OH (cr,l)	-367.30	-384.72	± 0.17	kJ/mol	122.1213 ± 0.0056	65-85-0*500

Most Influential reactions involving C6H5F (g)

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
0.275	6370.3	C6H5F (g) → [C6H5F]+ (g)	Δ_rH°(0 K) = 74230 ± 5 cm-1	Gonohe 1984
0.275	6370.1	C6H5F (g) → [C6H5F]+ (g)	Δ_rH°(0 K) = 74229 ± 5 cm-1	Kwon 2002
0.275	6370.2	C6H5F (g) → [C6H5F]+ (g)	Δ_rH°(0 K) = 74229 ± 5 cm-1	Lembach 1996
0.272	6375.4	C6H5F (cr,l) → C6H5F (g)	Δ_rH°(298.15 K) = 34.63 ± 0.07 kJ/mol	Basarova 1991, Boublik 1984
0.244	6374.1	[C6H5F]- (g) + C6H6 (g) → C6H5F (g) + [C6H6]- (g)	Δ_rH°(0 K) = 0.31 ± 0.03 eV	Frazier 1978, est unc
0.190	6375.5	C6H5F (cr,l) → C6H5F (g)	Δ_rH°(298.15 K) = 8.278 ± 0.02 kcal/mol	Scott 1956
0.164	6375.1	C6H5F (cr,l) → C6H5F (g)	Δ_rH°(298.15 K) = 34.68 ± 0.09 kJ/mol	Majer 1985, Scott 1956
0.160	6373.1	[C6H5F]- (g) → C6H5F (g)	Δ_rH°(0 K) = -0.82 ± 0.04 eV	Frazier 1978
0.154	6375.3	C6H5F (cr,l) → C6H5F (g)	Δ_rH°(298.15 K) = 34.677 ± 0.093 kJ/mol	ThermoData 2004
0.137	6374.2	[C6H5F]- (g) + C6H6 (g) → C6H5F (g) + [C6H6]- (g)	Δ_rH°(0 K) = 0.26 ± 0.04 eV	Jordan 1976, est unc
0.108	6374.7	[C6H5F]- (g) + C6H6 (g) → C6H5F (g) + [C6H6]- (g)	Δ_rH°(0 K) = 0.275 ± 0.045 eV	Ruscic W1RO
0.102	6373.7	[C6H5F]- (g) → C6H5F (g)	Δ_rH°(0 K) = -0.849 ± 0.050 eV	Ruscic W1RO
0.090	6373.2	[C6H5F]- (g) → C6H5F (g)	Δ_rH°(0 K) = -0.89 ± 0.05 (×1.067) eV	Jordan 1976
0.082	6370.4	C6H5F (g) → [C6H5F]+ (g)	Δ_rH°(0 K) = 74238 ± 4 (×2.278) cm-1	Shinohara 1997
0.072	6374.4	[C6H5F]- (g) + C6H6 (g) → C6H5F (g) + [C6H6]- (g)	Δ_rH°(0 K) = 0.306 ± 0.055 eV	Ruscic G4
0.068	6370.5	C6H5F (g) → [C6H5F]+ (g)	Δ_rH°(0 K) = 74222 ± 10 cm-1	Grebner 1996, est unc
0.063	6376.4	C6H5F (cr,l) → C6H5F (g)	Δ_rG°(314.158 K) = 4.127 ± 0.145 kJ/mol	ThermoData 2004, 3rd Law
0.061	6374.3	[C6H5F]- (g) + C6H6 (g) → C6H5F (g) + [C6H6]- (g)	Δ_rH°(0 K) = 0.252 ± 0.060 eV	Ruscic G3X
0.056	6378.8	C6H5F (g) + CH4 (g) → C6H6 (g) + CH3F (g)	Δ_rH°(0 K) = 8.71 ± 0.9 kcal/mol	Ruscic W1RO
0.054	6376.10	C6H5F (cr,l) → C6H5F (g)	Δ_rG°(296.09 K) = 5.885 ± 0.157 kJ/mol	Young 1889, 3rd 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. 1.124 of the Thermochemical Network, Argonne National Laboratory, Lemont, Illinois 2022; available at ATcT.anl.gov [DOI: 10.17038/CSE/1885923]
4		Y. Ren, L. Zhou, A. Mellouki, V. Daële, M. Idir, S. S. Brown, B. Ruscic, Robert S. Paton, M. R. McGillen, and A. R. Ravishankara, Reactions of NO3 with Aromatic Aldehydes: Gas-Phase Kinetics and Insights into the Mechanism of the Reaction. Atmos. Chem. Phys. 21, 13537-13551 (2021) [DOI: 10.5194/acp2021-228]
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		T. L. Nguyen, D. H. Bross, B. Ruscic, G. B. Ellison, and J. F. Stanton, Mechanism, Thermochemistry, and Kinetics of the Reversible Reactions: C2H3 + H2 ⇌ C2H4 + H ⇌ C2H5. Faraday Discuss. , (Advance Article) (2022) [DOI: 10.1039/D1FD00124H]
8		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]
9		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 [8,9]).
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.