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]

Benzoyl chloride

Formula: C6H5C(O)Cl (cr,l)

CAS RN: 98-88-4

ATcT ID: 98-88-4*500

SMILES: c1ccc(cc1)C(=O)Cl

InChI: InChI=1S/C7H5ClO/c8-7(9)6-4-2-1-3-5-6/h1-5H

InChIKey: PASDCCFISLVPSO-UHFFFAOYSA-N

Hills Formula: C7H5Cl1O1

2D Image:

Aliases: C6H5C(O)Cl; Benzoyl chloride

Relative Molecular Mass: 140.5667 ± 0.0057

Δ_fH°(0 K)	Δ_fH°(298.15 K)	Uncertainty	Units
	-157.08	± 0.26	kJ/mol

Top contributors to the provenance of Δ_fH° of C6H5C(O)Cl (cr,l)

The 13 contributors listed below account for 90.0% of the provenance of Δ_fH° of C6H5C(O)Cl (cr,l).

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
63.4	6309.1	C6H5C(O)Cl (cr,l) + H2O (cr,l) → C6H5C(O)OH (cr,l) + HCl (g)	Δ_rH°(298.15 K) = -8.136 ± 0.050 kcal/mol	Moselhy 1975, Davies 1972a
4.8	2101.7	C (graphite) + O2 (g) → CO2 (g)	Δ_rH°(298.15 K) = -393.464 ± 0.024 kJ/mol	Hawtin 1966, note CO2e
3.2	7979.9	C6H5C(O)OH (cr,l) + 15/2 O2 (g) → 7 CO2 (g) + 3 H2O (cr,l)	Δ_rH°(298.15 K) = -3227.21 ± 0.27 kJ/mol	Challoner 1955
3.2	7979.1	C6H5C(O)OH (cr,l) + 15/2 O2 (g) → 7 CO2 (g) + 3 H2O (cr,l)	Δ_rH°(298.15 K) = -3226.86 ± 0.27 kJ/mol	Prosen 1944
2.6	7979.10	C6H5C(O)OH (cr,l) + 15/2 O2 (g) → 7 CO2 (g) + 3 H2O (cr,l)	Δ_rH°(298.15 K) = -3227.26 ± 0.30 kJ/mol	Coops 1956
2.3	7979.4	C6H5C(O)OH (cr,l) + 15/2 O2 (g) → 7 CO2 (g) + 3 H2O (cr,l)	Δ_rH°(298.15 K) = -3226.89 ± 0.32 kJ/mol	Jessup 1946, Jessup 1942, Jessup 1934
1.9	2101.4	C (graphite) + O2 (g) → CO2 (g)	Δ_rH°(298.15 K) = -393.462 ± 0.038 kJ/mol	Lewis 1965, note CO2d
1.9	2101.5	C (graphite) + O2 (g) → CO2 (g)	Δ_rH°(298.15 K) = -393.468 ± 0.038 kJ/mol	Fraser 1952, note CO2f
1.4	7979.7	C6H5C(O)OH (cr,l) + 15/2 O2 (g) → 7 CO2 (g) + 3 H2O (cr,l)	Δ_rH°(298.15 K) = -3226.91 ± 0.40 kJ/mol	Churney 1968
1.3	7979.8	C6H5C(O)OH (cr,l) + 15/2 O2 (g) → 7 CO2 (g) + 3 H2O (cr,l)	Δ_rH°(298.15 K) = -3227.42 ± 0.33 (×1.269) kJ/mol	Gundry 1958
1.3	2101.10	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
1.2	7979.3	C6H5C(O)OH (cr,l) + 15/2 O2 (g) → 7 CO2 (g) + 3 H2O (cr,l)	Δ_rH°(298.15 K) = -3226.90 ± 0.44 kJ/mol	Pilcher 1984
1.0	120.2	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

Top 10 species with enthalpies of formation correlated to the Δ_fH° of C6H5C(O)Cl (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
59.3	Benzoic acid	C6H5C(O)OH (cr,l)	-367.30	-384.72	± 0.17	kJ/mol	122.1213 ± 0.0056	65-85-0*500
51.4	Benzoic acid	C6H5C(O)OH (g)	-274.30	-294.10	± 0.19	kJ/mol	122.1213 ± 0.0056	65-85-0*0
37.1	Carbon dioxide	CO2 (g)	-393.110	-393.476	± 0.015	kJ/mol	44.00950 ± 0.00100	124-38-9*0
36.7	Carbon dioxide cation	[CO2]+ (g)	936.091	936.926	± 0.017	kJ/mol	44.00895 ± 0.00100	12181-61-2*0
31.4	Carbonic acid	C(O)(OH)2 (aq, undissoc)		-698.991	± 0.030	kJ/mol	62.0248 ± 0.0012	463-79-6*1000
29.1	Carbon dioxide	CO2 (aq, undissoc)		-413.195	± 0.019	kJ/mol	44.00950 ± 0.00100	124-38-9*1000
27.5	Succinic acid	(CH2C(O)OH)2 (cr,l)	-918.47	-940.19	± 0.12	kJ/mol	118.0880 ± 0.0034	110-15-6*500
23.3	Hydrogen carbonate	[HOC(O)O]- (aq)		-689.858	± 0.040	kJ/mol	61.0174 ± 0.0012	71-52-3*800
20.6	Benzene	C6H6 (cr,l)	50.84	49.29	± 0.22	kJ/mol	78.1118 ± 0.0048	71-43-2*500
20.5	Benzene	C6H6 (g)	100.75	83.23	± 0.22	kJ/mol	78.1118 ± 0.0048	71-43-2*0

Most Influential reactions involving C6H5C(O)Cl (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
0.993	6309.1	C6H5C(O)Cl (cr,l) + H2O (cr,l) → C6H5C(O)OH (cr,l) + HCl (g)	Δ_rH°(298.15 K) = -8.136 ± 0.050 kcal/mol	Moselhy 1975, Davies 1972a
0.100	6311.1	C6H5C(O)Cl (cr,l) → C6H5C(O)Cl (g)	Δ_rH°(298.15 K) = 55.5 ± 1.8 (×2.134) kJ/mol	ThermoData 2004
0.084	6311.2	C6H5C(O)Cl (cr,l) → C6H5C(O)Cl (g)	Δ_rH°(298.15 K) = 13.1 ± 1.0 kcal/mol	Cox 1970
0.001	6310.1	C6H5C(O)Cl (cr,l) + 15/2 O2 (g) → 7 CO2 (g) + HCl (aq, 600 H2O) + 2 H2O (cr,l)	Δ_rH°(298.15 K) = -796.50 ± 1.40 kcal/mol	Hu 1969, est unc
0.001	6308.1	C6H5C(O)Cl (cr,l) + H2O (cr,l) → C6H5C(O)OH (cr,l) + HCl (aq, 1000 H2O)	Δ_rH°(298.15 K) = -24.35 ± 0.10 (×15.66) kcal/mol	Carson 1950

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.