Selected ATcT [1, 2] enthalpy of formation based on version 1.140 of the Thermochemical Network [3]

This version of ATcT results[3] was generated by additional expansion of version 1.130 to fully include the highest-level electronic structure computations described in reference [4].

Benzoyl fluoride

Formula: C6H5C(O)F (g)
CAS RN: 455-32-3
ATcT ID: 455-32-3*0
SMILES: c1ccc(cc1)C(=O)F
InChI: InChI=1S/C7H5FO/c8-7(9)6-4-2-1-3-5-6/h1-5H
InChIKey: HPMLGNIUXVXALD-UHFFFAOYSA-N
Hills Formula: C7H5F1O1

2D Image:

c1ccc(cc1)C(=O)F
Aliases: C6H5C(O)F; Benzoyl fluoride
Relative Molecular Mass: 124.1124 ± 0.0056

   ΔfH°(0 K)   ΔfH°(298.15 K)UncertaintyUnits
-288.5-304.9± 1.3kJ/mol

3D Image of C6H5C(O)F (g)

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Top contributors to the provenance of ΔfH° of C6H5C(O)F (g)

The 20 contributors listed below account only for 76.3% of the provenance of ΔfH° of C6H5C(O)F (g).
A total of 35 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
5.76878.5 C6H5C(O)F (g) + CH2O (g) → C6H5C(O)H (g) + CHFO (g) ΔrH°(0 K) = -1.38 ± 0.85 kcal/molRuscic W1RO
5.66879.5 C6H5C(O)F (g) + CHFO (g) → C6H5C(O)H (g) + CF2O (g) ΔrH°(0 K) = 10.30 ± 0.85 kcal/molRuscic W1RO
5.16878.4 C6H5C(O)F (g) + CH2O (g) → C6H5C(O)H (g) + CHFO (g) ΔrH°(0 K) = -1.18 ± 0.90 kcal/molRuscic CBS-n
5.16878.1 C6H5C(O)F (g) + CH2O (g) → C6H5C(O)H (g) + CHFO (g) ΔrH°(0 K) = -0.82 ± 0.90 kcal/molRuscic G3X
5.16878.2 C6H5C(O)F (g) + CH2O (g) → C6H5C(O)H (g) + CHFO (g) ΔrH°(0 K) = -1.21 ± 0.90 kcal/molRuscic G4
5.06879.4 C6H5C(O)F (g) + CHFO (g) → C6H5C(O)H (g) + CF2O (g) ΔrH°(0 K) = 10.30 ± 0.90 kcal/molRuscic CBS-n
5.06879.1 C6H5C(O)F (g) + CHFO (g) → C6H5C(O)H (g) + CF2O (g) ΔrH°(0 K) = 10.78 ± 0.90 kcal/molRuscic G3X
5.06879.2 C6H5C(O)F (g) + CHFO (g) → C6H5C(O)H (g) + CF2O (g) ΔrH°(0 K) = 10.23 ± 0.90 kcal/molRuscic G4
4.16878.3 C6H5C(O)F (g) + CH2O (g) → C6H5C(O)H (g) + CHFO (g) ΔrH°(0 K) = -0.78 ± 1.0 kcal/molRuscic CBS-n
4.16880.6 C6H5C(O)F (g) → [C6H5CO]+ (g) + F (g) ΔrH°(0 K) = 11.705 ± 0.040 eVRuscic W1RO
4.06879.3 C6H5C(O)F (g) + CHFO (g) → C6H5C(O)H (g) + CF2O (g) ΔrH°(0 K) = 10.78 ± 1.0 kcal/molRuscic CBS-n
4.06877.5 C6H5C(O)F (g) → 7 C (g) + 5 H (g) + O (g) + F (g) ΔrH°(0 K) = 1595.83 ± 1.50 kcal/molRuscic W1RO
3.56877.2 C6H5C(O)F (g) → 7 C (g) + 5 H (g) + O (g) + F (g) ΔrH°(0 K) = 1594.26 ± 1.60 kcal/molRuscic G4
3.06877.1 C6H5C(O)F (g) → 7 C (g) + 5 H (g) + O (g) + F (g) ΔrH°(0 K) = 1595.12 ± 1.72 kcal/molRuscic G3X
2.96863.1 C6H5C(O)H (cr,l) + 8 O2 (g) → 7 CO2 (g) + 3 H2O (l) ΔrH°(298.15 K) = -3524.94 ± 1.97 kJ/molAmbrose 1975b
2.36897.1 C6H5C(O)CH3 (cr,l) + 19/2 O2 (g) → 8 CO2 (g) + 4 H2O (cr,l) ΔrH°(298.15 K) = -4148.80 ± 0.89 (×2.43) kJ/molColomina 1961
2.36927.1 CH3C6H4C(O)H (cr, l, ortho) + 19/2 O2 (g) → 8 CO2 (g) + 4 H2O (cr,l) ΔrH°(298.15 K) = -4170.4 ± 2.1 kJ/molBilodeau 1999
1.26885.1 C6H5C(O)Cl (cr,l) → C6H5C(O)Cl (g) ΔrH°(298.15 K) = 55.5 ± 1.8 (×2.134) kJ/molThermoData 2004
1.26880.3 C6H5C(O)F (g) → [C6H5CO]+ (g) + F (g) ΔrH°(0 K) = 11.682 ± 0.073 eVRuscic G4
1.16880.5 C6H5C(O)F (g) → [C6H5CO]+ (g) + F (g) ΔrH°(0 K) = 11.697 ± 0.075 eVRuscic CBS-n

Top 10 species with enthalpies of formation correlated to the ΔfH° of C6H5C(O)F (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 Image    ΔfH°(0 K)    ΔfH°(298.15 K) Uncertainty Units Relative
Molecular
Mass		 ATcT ID
53.9 BenzaldehydeC6H5C(O)H (g)c1ccc(cc1)C=O-19.75-37.54± 0.77kJ/mol106.1219 ±
0.0056		100-52-7*0
38.9 Benzoylium[C6H5CO]+ (g)c1ccc(cc1)[C+]=O763.5749.4± 1.3kJ/mol105.1135 ±
0.0056		19270-10-1*0
36.7 BenzaldehydeC6H5C(O)H (cr,l)c1ccc(cc1)C=O-86.11-87.18± 0.95kJ/mol106.1219 ±
0.0056		100-52-7*500
36.6 Benzoyl chlorideC6H5C(O)Cl (g)c1ccc(cc1)C(=O)Cl-90.1-105.4± 1.3kJ/mol140.5667 ±
0.0057		98-88-4*0
36.6 BenzoylC6H5CO (g)c1ccc(cc1)[C]=O138.2124.7± 1.1kJ/mol105.1140 ±
0.0056		2652-65-5*0
35.7 AcetophenoneC6H5C(O)CH3 (g)c1ccc(cc1)C(=O)C-61.4-84.6± 1.0kJ/mol120.1485 ±
0.0064		98-86-2*0
33.3 AcetophenoneC6H5C(O)CH3 (cr,l)c1ccc(cc1)C(=O)C-140.0± 1.1kJ/mol120.1485 ±
0.0064		98-86-2*500
31.9 m-TolualdehydeCH3C6H4C(O)H (g, meta)Cc1cccc(c1)C=O-49.1-71.9± 1.2kJ/mol120.1485 ±
0.0064		620-23-5*0
31.7 p-TolualdehydeCH3C6H4C(O)H (g, para)Cc1ccc(cc1)C=O-49.8-72.8± 1.2kJ/mol120.1485 ±
0.0064		104-87-0*0
31.2 m-TolualdehydeCH3C6H4C(O)H (cr, l, meta)Cc1cccc(c1)C=O-125.6± 1.3kJ/mol120.1485 ±
0.0064		620-23-5*500

Most Influential reactions involving C6H5C(O)F (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
0.1366880.6 C6H5C(O)F (g) → [C6H5CO]+ (g) + F (g) ΔrH°(0 K) = 11.705 ± 0.040 eVRuscic W1RO
0.0966879.5 C6H5C(O)F (g) + CHFO (g) → C6H5C(O)H (g) + CF2O (g) ΔrH°(0 K) = 10.30 ± 0.85 kcal/molRuscic W1RO
0.0966878.5 C6H5C(O)F (g) + CH2O (g) → C6H5C(O)H (g) + CHFO (g) ΔrH°(0 K) = -1.38 ± 0.85 kcal/molRuscic W1RO
0.0866879.1 C6H5C(O)F (g) + CHFO (g) → C6H5C(O)H (g) + CF2O (g) ΔrH°(0 K) = 10.78 ± 0.90 kcal/molRuscic G3X
0.0866879.4 C6H5C(O)F (g) + CHFO (g) → C6H5C(O)H (g) + CF2O (g) ΔrH°(0 K) = 10.30 ± 0.90 kcal/molRuscic CBS-n
0.0866879.2 C6H5C(O)F (g) + CHFO (g) → C6H5C(O)H (g) + CF2O (g) ΔrH°(0 K) = 10.23 ± 0.90 kcal/molRuscic G4
0.0856878.1 C6H5C(O)F (g) + CH2O (g) → C6H5C(O)H (g) + CHFO (g) ΔrH°(0 K) = -0.82 ± 0.90 kcal/molRuscic G3X
0.0856878.4 C6H5C(O)F (g) + CH2O (g) → C6H5C(O)H (g) + CHFO (g) ΔrH°(0 K) = -1.18 ± 0.90 kcal/molRuscic CBS-n
0.0856878.2 C6H5C(O)F (g) + CH2O (g) → C6H5C(O)H (g) + CHFO (g) ΔrH°(0 K) = -1.21 ± 0.90 kcal/molRuscic G4
0.0696879.3 C6H5C(O)F (g) + CHFO (g) → C6H5C(O)H (g) + CF2O (g) ΔrH°(0 K) = 10.78 ± 1.0 kcal/molRuscic CBS-n
0.0696878.3 C6H5C(O)F (g) + CH2O (g) → C6H5C(O)H (g) + CHFO (g) ΔrH°(0 K) = -0.78 ± 1.0 kcal/molRuscic CBS-n
0.0426877.5 C6H5C(O)F (g) → 7 C (g) + 5 H (g) + O (g) + F (g) ΔrH°(0 K) = 1595.83 ± 1.50 kcal/molRuscic W1RO
0.0406880.3 C6H5C(O)F (g) → [C6H5CO]+ (g) + F (g) ΔrH°(0 K) = 11.682 ± 0.073 eVRuscic G4
0.0386880.5 C6H5C(O)F (g) → [C6H5CO]+ (g) + F (g) ΔrH°(0 K) = 11.697 ± 0.075 eVRuscic CBS-n
0.0376877.2 C6H5C(O)F (g) → 7 C (g) + 5 H (g) + O (g) + F (g) ΔrH°(0 K) = 1594.26 ± 1.60 kcal/molRuscic G4
0.0326877.1 C6H5C(O)F (g) → 7 C (g) + 5 H (g) + O (g) + F (g) ΔrH°(0 K) = 1595.12 ± 1.72 kcal/molRuscic G3X
0.0256880.2 C6H5C(O)F (g) → [C6H5CO]+ (g) + F (g) ΔrH°(0 K) = 11.684 ± 0.093 eVRuscic G3X
0.0226880.4 C6H5C(O)F (g) → [C6H5CO]+ (g) + F (g) ΔrH°(0 K) = 11.753 ± 0.099 eVRuscic CBS-n
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 21st 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. 1.140 of the Thermochemical Network (2024); available at ATcT.anl.gov
4   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]
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.