Selected ATcT [1, 2] enthalpy of formation based on version 1.176 of the Thermochemical Network [3]

This version of ATcT results[3] was generated by additional expansion of version 1.172 to include species related to Criegee intermediates that are involved in several ongoing studies[4].

Benzene anion

Formula: [C6H6]- (g)

CAS RN: 34562-85-1

ATcT ID: 34562-85-1*0

SMILES: c1ccc(cc1)[H-]

InChI: InChI=1S/C6H6/c1-2-4-6-5-3-1/h1-6H/q-1

InChIKey: NGYFGCHOHXXGRI-UHFFFAOYSA-N

Hills Formula: C6H6-

2D Image:

Aliases: Benzene anion; Benzene ion (1-); Cyclohexatriene anion; Cyclohexatriene ion (1-); [C6H6]-; C6H6-

Relative Molecular Mass: 78.1124 ± 0.0048

Δ_fH°(0 K)	Δ_fH°(298.15 K)	Uncertainty	Units
209.1	197.2	± 1.2	kJ/mol

3D Image of [C6H6]- (g)

spin ON spin OFF

Top contributors to the provenance of Δ_fH° of [C6H6]- (g)

The 17 contributors listed below account for 91.2% of the provenance of Δ_fH° of [C6H6]- (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
16.2	6870.1	[C6H6]- (g) → C6H6 (g)	Δ_rH°(0 K) = -1.12 ± 0.03 eV	Burrow 1987
16.2	6870.5	[C6H6]- (g) → C6H6 (g)	Δ_rH°(0 K) = -1.15 ± 0.03 eV	Jordan 1976, Jordan 1976a, Jordan 1978
10.0	6870.3	[C6H6]- (g) → C6H6 (g)	Δ_rH°(0 K) = -1.086 ± 0.03 (×1.269) eV	Mathur 1976a
9.1	6870.2	[C6H6]- (g) → C6H6 (g)	Δ_rH°(0 K) = -1.13 ± 0.04 eV	Frazier 1978
5.8	6870.4	[C6H6]- (g) → C6H6 (g)	Δ_rH°(0 K) = -1.14 ± 0.05 eV	Sanche 1973
5.8	6870.7	[C6H6]- (g) → C6H6 (g)	Δ_rH°(0 K) = -1.15 ± 0.05 eV	Boness 1967
5.8	6870.14	[C6H6]- (g) → C6H6 (g)	Δ_rH°(0 K) = -1.124 ± 0.050 eV	Ruscic W1RO
3.5	7279.1	[C6H5F]- (g) → C6H5F (g)	Δ_rH°(0 K) = -0.82 ± 0.04 eV	Frazier 1978
2.9	6870.6	[C6H6]- (g) → C6H6 (g)	Δ_rH°(0 K) = -1.07 ± 0.07 eV	Larkin 1972
2.3	7280.1	[C6H5F]- (g) + C6H6 (g) → C6H5F (g) + [C6H6]- (g)	Δ_rH°(0 K) = 0.31 ± 0.03 eV	Frazier 1978, est unc
2.2	7279.7	[C6H5F]- (g) → C6H5F (g)	Δ_rH°(0 K) = -0.849 ± 0.050 eV	Ruscic W1RO
2.0	6870.9	[C6H6]- (g) → C6H6 (g)	Δ_rH°(0 K) = -1.144 ± 0.085 eV	Ruscic G3
2.0	6870.10	[C6H6]- (g) → C6H6 (g)	Δ_rH°(0 K) = -1.101 ± 0.085 eV	Ruscic G3X
1.9	7279.2	[C6H5F]- (g) → C6H5F (g)	Δ_rH°(0 K) = -0.89 ± 0.05 (×1.067) eV	Jordan 1976
1.8	6870.13	[C6H6]- (g) → C6H6 (g)	Δ_rH°(0 K) = -1.077 ± 0.090 eV	Ruscic CBS-n
1.7	6870.12	[C6H6]- (g) → C6H6 (g)	Δ_rH°(0 K) = -1.117 ± 0.092 eV	Ruscic CBS-n
1.3	7280.2	[C6H5F]- (g) + C6H6 (g) → C6H5F (g) + [C6H6]- (g)	Δ_rH°(0 K) = 0.26 ± 0.04 eV	Jordan 1976, est unc

Top 10 species with enthalpies of formation correlated to the Δ_fH° of [C6H6]- (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
47.4	Fluorobenzene anion	[C6H5F]- (g)	-15.3	-27.1	± 1.6	kJ/mol	96.1029 ± 0.0048	34561-55-2*0
16.9	Benzene	C6H6 (g)	100.68	83.17	± 0.21	kJ/mol	78.1118 ± 0.0048	71-43-2*0
16.9	Benzene cation	[C6H6]+ (g)	992.57	976.11	± 0.21	kJ/mol	78.1113 ± 0.0048	34504-50-2*0
16.8	Benzene	C6H6 (cr,l)	50.77	49.23	± 0.21	kJ/mol	78.1118 ± 0.0048	71-43-2*500
8.8	Phenide	[C6H5]- (g)	244.25	230.83	± 0.38	kJ/mol	77.1044 ± 0.0048	30922-78-2*0
7.7	Fluorobenzene	C6H5F (g)	-96.05	-111.73	± 0.39	kJ/mol	96.1023 ± 0.0048	462-06-6*0
7.7	Fluorobenzene cation	[C6H5F]+ (g)	791.92	776.90	± 0.39	kJ/mol	96.1018 ± 0.0048	34468-25-2*0
7.7	Fluorobenzene	C6H5F (cr,l)	-148.77	-146.36	± 0.39	kJ/mol	96.1023 ± 0.0048	462-06-6*500
7.5	Carbonic acid	C(O)(OH)2 (aq, undissoc)		-698.673	± 0.028	kJ/mol	62.0248 ± 0.0012	463-79-6*1000
6.4	Carbon dioxide	CO2 (g)	-393.111	-393.478	± 0.015	kJ/mol	44.00950 ± 0.00100	124-38-9*0

Most Influential reactions involving [C6H6]- (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
0.244	7280.1	[C6H5F]- (g) + C6H6 (g) → C6H5F (g) + [C6H6]- (g)	Δ_rH°(0 K) = 0.31 ± 0.03 eV	Frazier 1978, est unc
0.167	6870.5	[C6H6]- (g) → C6H6 (g)	Δ_rH°(0 K) = -1.15 ± 0.03 eV	Jordan 1976, Jordan 1976a, Jordan 1978
0.167	6870.1	[C6H6]- (g) → C6H6 (g)	Δ_rH°(0 K) = -1.12 ± 0.03 eV	Burrow 1987
0.137	7280.2	[C6H5F]- (g) + C6H6 (g) → C6H5F (g) + [C6H6]- (g)	Δ_rH°(0 K) = 0.26 ± 0.04 eV	Jordan 1976, est unc
0.108	7280.7	[C6H5F]- (g) + C6H6 (g) → C6H5F (g) + [C6H6]- (g)	Δ_rH°(0 K) = 0.275 ± 0.045 eV	Ruscic W1RO
0.103	6870.3	[C6H6]- (g) → C6H6 (g)	Δ_rH°(0 K) = -1.086 ± 0.03 (×1.269) eV	Mathur 1976a
0.094	6870.2	[C6H6]- (g) → C6H6 (g)	Δ_rH°(0 K) = -1.13 ± 0.04 eV	Frazier 1978
0.072	7280.4	[C6H5F]- (g) + C6H6 (g) → C6H5F (g) + [C6H6]- (g)	Δ_rH°(0 K) = 0.306 ± 0.055 eV	Ruscic G4
0.061	7280.3	[C6H5F]- (g) + C6H6 (g) → C6H5F (g) + [C6H6]- (g)	Δ_rH°(0 K) = 0.252 ± 0.060 eV	Ruscic G3X
0.060	6870.14	[C6H6]- (g) → C6H6 (g)	Δ_rH°(0 K) = -1.124 ± 0.050 eV	Ruscic W1RO
0.060	6870.4	[C6H6]- (g) → C6H6 (g)	Δ_rH°(0 K) = -1.14 ± 0.05 eV	Sanche 1973
0.060	6870.7	[C6H6]- (g) → C6H6 (g)	Δ_rH°(0 K) = -1.15 ± 0.05 eV	Boness 1967
0.034	7280.6	[C6H5F]- (g) + C6H6 (g) → C6H5F (g) + [C6H6]- (g)	Δ_rH°(0 K) = 0.267 ± 0.080 eV	Ruscic CBS-n
0.030	6870.6	[C6H6]- (g) → C6H6 (g)	Δ_rH°(0 K) = -1.07 ± 0.07 eV	Larkin 1972
0.030	7280.5	[C6H5F]- (g) + C6H6 (g) → C6H5F (g) + [C6H6]- (g)	Δ_rH°(0 K) = 0.306 ± 0.085 eV	Ruscic CBS-n
0.020	6870.9	[C6H6]- (g) → C6H6 (g)	Δ_rH°(0 K) = -1.144 ± 0.085 eV	Ruscic G3
0.020	6870.10	[C6H6]- (g) → C6H6 (g)	Δ_rH°(0 K) = -1.101 ± 0.085 eV	Ruscic G3X
0.018	6870.13	[C6H6]- (g) → C6H6 (g)	Δ_rH°(0 K) = -1.077 ± 0.090 eV	Ruscic CBS-n
0.017	6870.12	[C6H6]- (g) → C6H6 (g)	Δ_rH°(0 K) = -1.117 ± 0.092 eV	Ruscic 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 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. 1.176 of the Thermochemical Network (2024); available at ATcT.anl.gov
4		T. L. Nguyen et al, ongoing studies (2024)
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.