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].

Phenide

Formula: [C6H5]- (g)

CAS RN: 30922-78-2

ATcT ID: 30922-78-2*0

SMILES: c1cccc[c-]1

InChI: InChI=1S/C6H5/c1-2-4-6-5-3-1/h1-5H/q-1

InChIKey: BJISZDCMBMQNIY-UHFFFAOYSA-N

Hills Formula: C6H5-

2D Image:

Aliases: Phenide; Phenide ion; Phenide anion; Phenide ion (1-); Benzenide; Benzenide ion; Benzenide anion; Benzenide ion (1-); Phenyl anion; Phenyl ion (1-); [C6H5]-; C6H5-

Relative Molecular Mass: 77.1044 ± 0.0048

Δ_fH°(0 K)	Δ_fH°(298.15 K)	Uncertainty	Units
244.25	230.83	± 0.38	kJ/mol

3D Image of [C6H5]- (g)

spin ON spin OFF

Top contributors to the provenance of Δ_fH° of [C6H5]- (g)

The 20 contributors listed below account only for 70.0% of the provenance of Δ_fH° of [C6H5]- (g).
A total of 153 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
14.8	1677.1	[NH2]- (g) → NH2 (g)	Δ_rH°(0 K) = 0.771 ± 0.005 eV	Wickham-Jones 1989
11.0	6899.1	C6H6 (g) + [NH2]- (g) → [C6H5]- (g) + NH3 (g)	Δ_rG°(300 K) = -3.557 ± 0.047 kcal/mol	Davico 1995
10.3	1678.11	[NH2]- (g) → NH2 (g)	Δ_rH°(0 K) = 0.773 ± 0.006 eV	Feller 2016, note unc2
4.3	6875.3	C6H6 (cr,l) + 15/2 O2 (g) → 6 CO2 (g) + 3 H2O (cr,l)	Δ_rH°(298.15 K) = -780.97 ± 0.09 kcal/mol	Coops 1947, Coops 1946
3.7	1677.4	[NH2]- (g) → NH2 (g)	Δ_rH°(0 K) = 0.768 ± 0.010 eV	Radisic 2002
3.5	6875.4	C6H6 (cr,l) + 15/2 O2 (g) → 6 CO2 (g) + 3 H2O (cr,l)	Δ_rH°(298.15 K) = -780.92 ± 0.10 kcal/mol	Good 1969
3.5	6875.1	C6H6 (cr,l) + 15/2 O2 (g) → 6 CO2 (g) + 3 H2O (cr,l)	Δ_rH°(298.15 K) = -780.98 ± 0.10 kcal/mol	Prosen 1945a, as quoted by Cox 1970
2.6	1685.4	[NH2]- (g) + H2 (g) → H- (g) + NH3 (g)	Δ_rG°(296 K) = -1.916 ± 0.272 (×1.114) kcal/mol	Bohme 1973, MacKay 1976, note unc2
2.4	6875.2	C6H6 (cr,l) + 15/2 O2 (g) → 6 CO2 (g) + 3 H2O (cr,l)	Δ_rH°(298.15 K) = -780.96 ± 0.12 kcal/mol	Cox 1970
2.3	6899.3	C6H6 (g) + [NH2]- (g) → [C6H5]- (g) + NH3 (g)	Δ_rG°(300 K) = -3.618 ± 0.101 kcal/mol	Davico 1995
1.5	6899.2	C6H6 (g) + [NH2]- (g) → [C6H5]- (g) + NH3 (g)	Δ_rG°(300 K) = -3.557 ± 0.125 kcal/mol	Davico 1995
1.5	1685.2	[NH2]- (g) + H2 (g) → H- (g) + NH3 (g)	Δ_rG°(297 K) = -1.945 ± 0.400 kcal/mol	Bohme 1973, note unc2
1.4	2228.7	C (graphite) + O2 (g) → CO2 (g)	Δ_rH°(298.15 K) = -393.464 ± 0.024 kJ/mol	Hawtin 1966, note CO2e
1.3	2694.1	CH3NH2 (g) + [NH2]- (g) → [CH3NH]- (g) + NH3 (g)	Δ_rG°(296 K) = -0.51 ± 0.20 kcal/mol	MacKay 1976, note unc2
1.0	1687.1	NH3 (g) → [NH2]+ (g) + H (g)	Δ_rH°(0 K) = 15.765 ± 0.002 eV	Song 2001a, note unc2
0.9	6883.1	[C6H5]- (g) → C6H5 (g)	Δ_rH°(0 K) = 1.096 ± 0.006 (×4.555) eV	Gunion 1992
0.9	9156.1	CH3CH2NH2 (g) + [NH2]- (g) → [CH3CH2NH]- (g) + NH3 (g)	Δ_rG°(296 K) = -4.22 ± 0.36 kcal/mol	MacKay 1976, note unc2
0.8	2695.1	[CH3NH]- (g) + H2 (g) → H- (g) + CH3NH2 (g)	Δ_rG°(296 K) = -1.46 ± 0.29 kcal/mol	MacKay 1976, note unc2
0.7	2571.1	[CH2CH]- (g) + NH3 (g) → [NH2]- (g) + CH2CH2 (g)	Δ_rG°(298.15 K) = -4.54 ± 0.24 kcal/mol	Ervin 1990
0.7	125.2	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 [C6H5]- (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
72.0	Azanide	[NH2]- (g)	114.65	111.77	± 0.29	kJ/mol	16.02317 ± 0.00016	17655-31-1*0
52.5	Benzene	C6H6 (g)	100.68	83.17	± 0.21	kJ/mol	78.1118 ± 0.0048	71-43-2*0
52.5	Benzene cation	[C6H6]+ (g)	992.57	976.11	± 0.21	kJ/mol	78.1113 ± 0.0048	34504-50-2*0
52.5	Benzene	C6H6 (cr,l)	50.77	49.23	± 0.21	kJ/mol	78.1118 ± 0.0048	71-43-2*500
24.1	Fluorobenzene	C6H5F (g)	-96.05	-111.73	± 0.39	kJ/mol	96.1023 ± 0.0048	462-06-6*0
24.1	Fluorobenzene cation	[C6H5F]+ (g)	791.92	776.90	± 0.39	kJ/mol	96.1018 ± 0.0048	34468-25-2*0
24.0	Fluorobenzene	C6H5F (cr,l)	-148.77	-146.36	± 0.39	kJ/mol	96.1023 ± 0.0048	462-06-6*500
23.7	Carbonic acid	C(O)(OH)2 (aq, undissoc)		-698.673	± 0.028	kJ/mol	62.0248 ± 0.0012	463-79-6*1000
20.5	Carbon dioxide	CO2 (g)	-393.111	-393.478	± 0.015	kJ/mol	44.00950 ± 0.00100	124-38-9*0
20.4	Phenyl	C6H5 (g)	352.61	339.25	± 0.60	kJ/mol	77.1039 ± 0.0048	2396-01-2*0

Most Influential reactions involving [C6H5]- (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
0.712	6899.1	C6H6 (g) + [NH2]- (g) → [C6H5]- (g) + NH3 (g)	Δ_rG°(300 K) = -3.557 ± 0.047 kcal/mol	Davico 1995
0.162	7347.5	C6H5Cl (g) + [C6H5]- (g) → [C6H4Cl]- (g) + C6H6 (g)	Δ_rH°(0 K) = -9.09 ± 0.8 kcal/mol	Ruscic W1RO
0.162	7349.5	C6H5Cl (g) + [C6H5]- (g) → [C6H4Cl]- (g) + C6H6 (g)	Δ_rH°(0 K) = -12.76 ± 0.8 kcal/mol	Ruscic W1RO
0.158	7345.5	C6H5Cl (g) + [C6H5]- (g) → [C6H4Cl]- (g) + C6H6 (g)	Δ_rH°(0 K) = -7.31 ± 0.8 kcal/mol	Ruscic W1RO
0.154	6899.3	C6H6 (g) + [NH2]- (g) → [C6H5]- (g) + NH3 (g)	Δ_rG°(300 K) = -3.618 ± 0.101 kcal/mol	Davico 1995
0.105	3441.6	CH2(CH2CH2) (g) + [C6H5]- (g) → [CH(CH2CH2)]- (g) + C6H6 (g)	Δ_rH°(0 K) = 12.61 ± 0.8 kcal/mol	Ruscic W1RO
0.103	7347.3	C6H5Cl (g) + [C6H5]- (g) → [C6H4Cl]- (g) + C6H6 (g)	Δ_rH°(0 K) = -8.66 ± 1.0 kcal/mol	Ruscic G4
0.103	7349.3	C6H5Cl (g) + [C6H5]- (g) → [C6H4Cl]- (g) + C6H6 (g)	Δ_rH°(0 K) = -12.18 ± 1.0 kcal/mol	Ruscic G4
0.101	7345.3	C6H5Cl (g) + [C6H5]- (g) → [C6H4Cl]- (g) + C6H6 (g)	Δ_rH°(0 K) = -7.12 ± 1.0 kcal/mol	Ruscic G4
0.100	6899.2	C6H6 (g) + [NH2]- (g) → [C6H5]- (g) + NH3 (g)	Δ_rG°(300 K) = -3.557 ± 0.125 kcal/mol	Davico 1995
0.072	7347.2	C6H5Cl (g) + [C6H5]- (g) → [C6H4Cl]- (g) + C6H6 (g)	Δ_rH°(0 K) = -8.97 ± 1.2 kcal/mol	Ruscic G3X
0.072	7349.2	C6H5Cl (g) + [C6H5]- (g) → [C6H4Cl]- (g) + C6H6 (g)	Δ_rH°(0 K) = -11.87 ± 1.2 kcal/mol	Ruscic G3X
0.070	7345.2	C6H5Cl (g) + [C6H5]- (g) → [C6H4Cl]- (g) + C6H6 (g)	Δ_rH°(0 K) = -7.37 ± 1.2 kcal/mol	Ruscic G3X
0.067	3441.3	CH2(CH2CH2) (g) + [C6H5]- (g) → [CH(CH2CH2)]- (g) + C6H6 (g)	Δ_rH°(0 K) = 12.59 ± 1.0 kcal/mol	Ruscic G4
0.067	3441.5	CH2(CH2CH2) (g) + [C6H5]- (g) → [CH(CH2CH2)]- (g) + C6H6 (g)	Δ_rH°(0 K) = 13.00 ± 1.0 kcal/mol	Ruscic CBS-n
0.067	9220.4	C6H4(C4H4) (g) + [C6H5]- (g) → [C6H4(CHCCHCH)]- (g) + C6H6 (g)	Δ_rH°(0 K) = -6.09 ± 1.0 kcal/mol	Ruscic CBS-n
0.067	9220.2	C6H4(C4H4) (g) + [C6H5]- (g) → [C6H4(CHCCHCH)]- (g) + C6H6 (g)	Δ_rH°(0 K) = -5.54 ± 1.0 kcal/mol	Ruscic G4
0.061	7347.4	C6H5Cl (g) + [C6H5]- (g) → [C6H4Cl]- (g) + C6H6 (g)	Δ_rH°(0 K) = -8.99 ± 1.3 kcal/mol	Ruscic CBS-n
0.061	7349.4	C6H5Cl (g) + [C6H5]- (g) → [C6H4Cl]- (g) + C6H6 (g)	Δ_rH°(0 K) = -11.70 ± 1.3 kcal/mol	Ruscic CBS-n
0.059	7345.1	C6H5Cl (g) + [C6H5]- (g) → [C6H4Cl]- (g) + C6H6 (g)	Δ_rH°(298.15 K) = -7.3 ± 1.3 kcal/mol	Wenthold 1995a

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.