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]

Chlorobenzene

Formula: C6H5Cl (cr,l)

CAS RN: 108-90-7

ATcT ID: 108-90-7*500

SMILES: c1ccc(cc1)Cl

InChI: InChI=1S/C6H5Cl/c7-6-4-2-1-3-5-6/h1-5H

InChIKey: MVPPADPHJFYWMZ-UHFFFAOYSA-N

Hills Formula: C6H5Cl1

2D Image:

Aliases: Chlorobenzene; Phenyl chloride; Monochlorobenzene; Benzenyl chloride; C6H5Cl; UN 1134; CP 27; IP Carrier T 40; MCB; NSC 8433; Tetrosin SP

Relative Molecular Mass: 112.5566 ± 0.0049

Δ_fH°(0 K)	Δ_fH°(298.15 K)	Uncertainty	Units
	11.36	± 0.59	kJ/mol

Top contributors to the provenance of Δ_fH° of C6H5Cl (cr,l)

The 8 contributors listed below account for 90.5% of the provenance of Δ_fH° of C6H5Cl (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
51.2	6398.1	C6H5Cl (cr,l) + 7 O2 (g) → 6 CO2 (g) + HCl (aq, 74 H2O) + 2 H2O (cr,l)	Δ_rH°(298.15 K) = -743.04 ± 0.19 kcal/mol	Hubbard 1954a
27.3	6397.2	C6H5Cl (cr,l) + 7 O2 (g) → 6 CO2 (g) + HCl (aq, 600 H2O) + 2 H2O (cr,l)	Δ_rH°(298.15 K) = -743.47 ± 0.26 kcal/mol	Kolesov 1967
5.6	6397.3	C6H5Cl (cr,l) + 7 O2 (g) → 6 CO2 (g) + HCl (aq, 600 H2O) + 2 H2O (cr,l)	Δ_rH°(298.15 K) = -3112.60 ± 0.90 (×2.65) kJ/mol	Platonov 1985
2.1	6399.1	C6H6 (cr,l) + Cl2 (g) → C6H5Cl (cr,l) + HCl (g)	Δ_rH°(298.15 K) = -32.0 ± 0.9 (×1.022) kcal/mol	Kirkbride 1956, Cox 1970
1.2	6393.1	C6H5Cl (g) → [C6H5]+ (g) + Cl (g)	Δ_rH°(0 K) = 12.428 ± 0.040 eV	Stevens 2009
1.1	6393.5	C6H5Cl (g) → [C6H5]+ (g) + Cl (g)	Δ_rH°(0 K) = 286.7 ± 1 kcal/mol	Pratt 1981
0.9	6455.1	C6H5Cl (g) + I (g) → C6H5I (g) + Cl (g)	Δ_rH°(0 K) = 1.255 ± 0.048 eV	Stevens 2009
0.8	6394.2	[C6H5Cl]+ (g) → [C6H5]+ (g) + Cl (g)	Δ_rH°(0 K) = 3.40 ± 0.05 eV	Rosenstock 1979

Top 10 species with enthalpies of formation correlated to the Δ_fH° of C6H5Cl (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
96.1	Chlorobenzene	C6H5Cl (g)	67.28	52.32	± 0.61	kJ/mol	112.5566 ± 0.0049	108-90-7*0
96.1	Chlorobenzene cation	[C6H5Cl]+ (g)	942.61	928.68	± 0.61	kJ/mol	112.5561 ± 0.0049	55450-32-3*0
39.3	p-Chlorophenide	[C6H4Cl]- (g)	179.5	169.1	± 1.5	kJ/mol	111.5492 ± 0.0049	77748-42-6*0
39.0	o-Chlorophenide	[C6H4Cl]- (g)	158.6	148.7	± 1.5	kJ/mol	111.5492 ± 0.0049	72863-53-7*0
39.0	m-Chlorophenide	[C6H4Cl]- (g)	172.5	162.3	± 1.5	kJ/mol	111.5492 ± 0.0049	77748-34-6*0
38.0	o-Chlorophenyl	C6H4Cl (g)	328.5	317.8	± 1.6	kJ/mol	111.5487 ± 0.0049	3474-42-8*0
37.9	p-Chlorophenyl	C6H4Cl (g)	324.2	313.4	± 1.6	kJ/mol	111.5487 ± 0.0049	2396-00-1*0
37.9	m-Chlorophenyl	C6H4Cl (g)	321.3	310.6	± 1.6	kJ/mol	111.5487 ± 0.0049	3474-40-6*0
24.2	o-Chlorophenylium	[C6H4Cl]+ (g)	1167.9	1158.6	± 2.5	kJ/mol	111.5481 ± 0.0049	137963-70-3*0
24.2	p-Chlorophenylium	[C6H4Cl]+ (g)	1148.6	1139.1	± 2.5	kJ/mol	111.5481 ± 0.0049	42766-43-8*0

Most Influential reactions involving C6H5Cl (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
0.683	6395.1	C6H5Cl (cr,l) → C6H5Cl (g)	Δ_rH°(298.15 K) = 41.00 ± 0.20 kJ/mol	Majer 1985, Wadso 1968
0.527	6398.1	C6H5Cl (cr,l) + 7 O2 (g) → 6 CO2 (g) + HCl (aq, 74 H2O) + 2 H2O (cr,l)	Δ_rH°(298.15 K) = -743.04 ± 0.19 kcal/mol	Hubbard 1954a
0.303	6395.4	C6H5Cl (cr,l) → C6H5Cl (g)	Δ_rH°(298.15 K) = 40.85 ± 0.30 kJ/mol	ThermoData 2004
0.281	6397.2	C6H5Cl (cr,l) + 7 O2 (g) → 6 CO2 (g) + HCl (aq, 600 H2O) + 2 H2O (cr,l)	Δ_rH°(298.15 K) = -743.47 ± 0.26 kcal/mol	Kolesov 1967
0.058	6397.3	C6H5Cl (cr,l) + 7 O2 (g) → 6 CO2 (g) + HCl (aq, 600 H2O) + 2 H2O (cr,l)	Δ_rH°(298.15 K) = -3112.60 ± 0.90 (×2.65) kJ/mol	Platonov 1985
0.024	6399.1	C6H6 (cr,l) + Cl2 (g) → C6H5Cl (cr,l) + HCl (g)	Δ_rH°(298.15 K) = -32.0 ± 0.9 (×1.022) kcal/mol	Kirkbride 1956, Cox 1970
0.004	6397.1	C6H5Cl (cr,l) + 7 O2 (g) → 6 CO2 (g) + HCl (aq, 600 H2O) + 2 H2O (cr,l)	Δ_rH°(298.15 K) = -743.7 ± 2.0 kcal/mol	Smith 1953, Eftring 1938, Cox 1970
0.001	6396.9	C6H5Cl (cr,l) → C6H5Cl (g)	Δ_rH°(319.27 K) = 40.52 ± 4.32 kJ/mol	Young 1911, 2nd Law, ThermoData 2004
0.001	6396.3	C6H5Cl (cr,l) → C6H5Cl (g)	Δ_rH°(317.226 K) = 40.833 ± 4.618 kJ/mol	ThermoData 2004, 2nd Law
0.000	6396.5	C6H5Cl (cr,l) → C6H5Cl (g)	Δ_rH°(313.03 K) = 42.74 ± 5.51 kJ/mol	Ramsay 1885, 2nd Law, ThermoData 2004
0.000	6396.11	C6H5Cl (cr,l) → C6H5Cl (g)	Δ_rH°(308.05 K) = 40.37 ± 5.91 kJ/mol	Mundel 1913, 2nd Law, ThermoData 2004
0.000	6396.1	C6H5Cl (cr,l) → C6H5Cl (g)	Δ_rH°(298.214 K) = 40.979 ± 7.701 kJ/mol	ThermoData 2004, 2nd Law
0.000	6396.7	C6H5Cl (cr,l) → C6H5Cl (g)	Δ_rH°(296.09 K) = 40.579 ± 8.45 kJ/mol	Young 1889, 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. 1.124 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.