Selected ATcT [1, 2] enthalpy of formation based on version 1.156 of the Thermochemical Network [3]

This version of ATcT results[3] was generated by additional expansion of version 1.148 to include species relevant to a recent study of the oxidation of ethylene [4] as well as new measurements that led to refining the thermochemistry of CF and SiF and their cations [5].

Phenylium

Formula: [C6H5]+ (g)

CAS RN: 17333-73-2

ATcT ID: 17333-73-2*0

SMILES: c1cccc[c+]1

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

InChIKey: UEDBHEFYEKZZBA-UHFFFAOYSA-N

Hills Formula: C6H5+

2D Image:

Aliases: Phenylium; Phenylium ion; Phenylium cation; Phenylium ion (1+); Phenyl cation; Phenyl ion (1+); Benzenocarbonium; Benzenocarbonium ion; Benzenocarbonium cation; Benzenocarbonium ion (1+); Benzenium ion; Benzenium cation; Benzenium ion (1+); [C6H5]+; C6H5+; 585532-35-0

Relative Molecular Mass: 77.1034 ± 0.0048

Δ_fH°(0 K)	Δ_fH°(298.15 K)	Uncertainty	Units
1149.27	1136.49	± 0.85	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 52.8% of the provenance of Δ_fH° of [C6H5]+ (g).
A total of 88 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
4.9	7243.1	C6H5NO (g) → [C6H5]+ (g) + NO (g)	Δ_rH°(0 K) = 10.607 ± 0.020 eV	Stevens 2010a
4.2	7224.2	C6H5I (g) → [C6H5]+ (g) + I (g)	Δ_rH°(0 K) = 11.178 ± 0.011 eV	Stevens 2009
4.2	6792.9	[C6H5]+ (g) → 6 C (g) + 5 H (g)	Δ_rH°(0 K) = 4198.8 ± 4 kJ/mol	Lau 2006
4.1	6790.14	C6H5 (g) → [C6H5]+ (g)	Δ_rH°(0 K) = 8.261 ± 0.035 eV	Lau 2006
3.7	7160.1	C6H5Cl (g) → [C6H5]+ (g) + Cl (g)	Δ_rH°(0 K) = 12.428 ± 0.040 eV	Stevens 2009
3.3	7234.1	C6H5I (cr,l) + HCl (g) → C6H6 (cr,l) + 1/2 I2 (cr,l) + 1/2 Cl2 (g)	Δ_rH°(298.15 K) = 7.13 ± 0.75 kcal/mol	Chernick 1956, Hartley 1951
3.1	6790.12	C6H5 (g) → [C6H5]+ (g)	Δ_rH°(0 K) = 8.267 ± 0.040 eV	Ruscic W1RO
3.1	7160.5	C6H5Cl (g) → [C6H5]+ (g) + Cl (g)	Δ_rH°(0 K) = 286.7 ± 1 kcal/mol	Pratt 1981
2.8	6804.3	[C6H6]+ (g) → [C6H5]+ (g) + H (g)	Δ_rH°(0 K) = 3.90 ± 0.05 eV	Troe 2006
2.7	7219.1	C6H5Br (cr,l) + HCl (g) → C6H6 (cr,l) + 1/2 Br2 (cr,l) + 1/2 Cl2 (g)	Δ_rH°(298.15 K) = 19.98 ± 0.78 kcal/mol	Chernick 1956, Hartley 1951
2.3	7161.2	[C6H5Cl]+ (g) → [C6H5]+ (g) + Cl (g)	Δ_rH°(0 K) = 3.40 ± 0.05 eV	Rosenstock 1979
2.0	7231.1	2 C6H5I (cr,l) + 29/2 O2 (g) → 12 CO2 (g) + 5 H2O (cr,l) + I2 (cr,l)	Δ_rH°(298.15 K) = -1526.32 ± 2.0 kcal/mol	Smith 1956
1.7	6792.8	[C6H5]+ (g) → 6 C (g) + 5 H (g)	Δ_rH°(0 K) = 1005.03 ± 1.50 kcal/mol	Ruscic W1RO
1.6	6794.7	[C6H5]- (g) → [C6H5]+ (g)	Δ_rH°(0 K) = 9.380 ± 0.065 eV	Ruscic W1RO
1.5	7244.1	C6H5NO (g) → C6H5 (g) + NO (g)	Δ_rG°(391 K) = 39.48 ± 0.5 kcal/mol	Park 1997, Yu 1994a, 3rd Law
1.5	7160.2	C6H5Cl (g) → [C6H5]+ (g) + Cl (g)	Δ_rH°(0 K) = 12.474 ± 0.062 eV	Stevens 2009
1.5	6792.4	[C6H5]+ (g) → 6 C (g) + 5 H (g)	Δ_rH°(0 K) = 1003.58 ± 1.60 kcal/mol	Ruscic G4
1.3	6792.3	[C6H5]+ (g) → 6 C (g) + 5 H (g)	Δ_rH°(0 K) = 1003.18 ± 1.72 kcal/mol	Ruscic G3X
1.2	7222.1	C6H5Cl (g) + I (g) → C6H5I (g) + Cl (g)	Δ_rH°(0 K) = 1.255 ± 0.048 eV	Stevens 2009
1.2	6803.3	C6H6 (g) → [C6H5]+ (g) + H (g)	Δ_rH°(0 K) = 302.04 ± 1.72 kcal/mol	Ruscic G3X

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
100.0	Phenylium	[C6H5]+ (g, singlet)	1149.27	1136.49	± 0.85	kJ/mol	77.1034 ± 0.0048	17333-73-2*2
63.7	Iodobenzene	C6H5I (g)	178.58	162.59	± 0.99	kJ/mol	204.0084 ± 0.0048	591-50-4*0
63.6	Iodobenzene cation	[C6H5I]+ (g)	1023.58	1008.14	± 0.99	kJ/mol	204.0078 ± 0.0048	38406-85-8*0
58.0	Iodobenzene	C6H5I (cr,l)	113.7	113.7	± 1.1	kJ/mol	204.0084 ± 0.0048	591-50-4*500
44.3	Bromobenzene	C6H5Br (g)	127.0	105.0	± 1.3	kJ/mol	157.0079 ± 0.0049	108-86-1*0
44.2	Bromobenzene cation	[C6H5Br]+ (g)	995.1	973.6	± 1.3	kJ/mol	157.0074 ± 0.0049	55450-33-4*0
44.1	Bromobenzene	C6H5Br (cr,l)		60.3	± 1.3	kJ/mol	157.0079 ± 0.0049	108-86-1*500
37.2	Phenylium	[C6H5]+ (g, triplet)	1251.3	1238.2	± 1.6	kJ/mol	77.1034 ± 0.0048	17333-73-2*1
36.8	Nitrosobenzene	C6H5NO (g)	216.9	199.9	± 1.2	kJ/mol	107.1100 ± 0.0048	586-96-9*0
26.3	Phenyl	C6H5 (g)	352.50	339.14	± 0.61	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
1.000	6811.1	[C6H5]+ (g, singlet) → [C6H5]+ (g)	Δ_rH°(0 K) = 0 ± 0 cm-1	triv, Ruscic G3B3, Nicolaides 1997
0.555	7224.2	C6H5I (g) → [C6H5]+ (g) + I (g)	Δ_rH°(0 K) = 11.178 ± 0.011 eV	Stevens 2009
0.348	7243.1	C6H5NO (g) → [C6H5]+ (g) + NO (g)	Δ_rH°(0 K) = 10.607 ± 0.020 eV	Stevens 2010a
0.170	7213.2	C6H5Br (g) → [C6H5]+ (g) + Br (g)	Δ_rH°(0 K) = 11.827 ± 0.030 eV	Stevens 2009
0.118	7213.1	C6H5Br (g) → [C6H5]+ (g) + Br (g)	Δ_rH°(0 K) = 11.781 ± 0.029 (×1.242) eV	Stevens 2009
0.092	7224.1	C6H5I (g) → [C6H5]+ (g) + I (g)	Δ_rH°(0 K) = 11.173 ± 0.027 eV	Stevens 2009
0.087	7243.9	C6H5NO (g) → [C6H5]+ (g) + NO (g)	Δ_rH°(0 K) = 10.601 ± 0.040 eV	Ruscic W1RO
0.078	7213.5	C6H5Br (g) → [C6H5]+ (g) + Br (g)	Δ_rH°(0 K) = 273.5 ± 1 (×1.022) kcal/mol	Pratt 1981
0.071	6790.14	C6H5 (g) → [C6H5]+ (g)	Δ_rH°(0 K) = 8.261 ± 0.035 eV	Lau 2006
0.060	7160.1	C6H5Cl (g) → [C6H5]+ (g) + Cl (g)	Δ_rH°(0 K) = 12.428 ± 0.040 eV	Stevens 2009
0.054	6790.12	C6H5 (g) → [C6H5]+ (g)	Δ_rH°(0 K) = 8.267 ± 0.040 eV	Ruscic W1RO
0.051	7160.5	C6H5Cl (g) → [C6H5]+ (g) + Cl (g)	Δ_rH°(0 K) = 286.7 ± 1 kcal/mol	Pratt 1981
0.045	6792.9	[C6H5]+ (g) → 6 C (g) + 5 H (g)	Δ_rH°(0 K) = 4198.8 ± 4 kJ/mol	Lau 2006
0.042	7214.1	[C6H5Br]+ (g) → [C6H5]+ (g) + Br (g)	Δ_rH°(0 K) = 2.76 ± 0.02 (×3.018) eV	Rosenstock 1980, Baer 1982
0.039	7161.2	[C6H5Cl]+ (g) → [C6H5]+ (g) + Cl (g)	Δ_rH°(0 K) = 3.40 ± 0.05 eV	Rosenstock 1979
0.035	7224.5	C6H5I (g) → [C6H5]+ (g) + I (g)	Δ_rH°(0 K) = 257.1 ± 1 kcal/mol	Pratt 1981
0.033	7213.7	C6H5Br (g) → [C6H5]+ (g) + Br (g)	Δ_rH°(0 K) = 11.75 ± 0.05 (×1.354) eV	Sergeev 1970
0.031	7214.2	[C6H5Br]+ (g) → [C6H5]+ (g) + Br (g)	Δ_rH°(0 K) = 2.81 ± 0.07 eV	Dunbar 1984
0.030	6804.3	[C6H6]+ (g) → [C6H5]+ (g) + H (g)	Δ_rH°(0 K) = 3.90 ± 0.05 eV	Troe 2006
0.026	7243.5	C6H5NO (g) → [C6H5]+ (g) + NO (g)	Δ_rH°(0 K) = 10.605 ± 0.073 eV	Ruscic G4

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. 1.156 of the Thermochemical Network (2024); available at ATcT.anl.gov
4		N. A. Seifert, B. Ruscic, R. Sivaramakrishnan, and K. Prozument, The C2H4O Isomers in the Oxidation of Ethylene J. Mol. Spectrosc. 398, 111847/1-8 (2023) [DOI: 10.1016/j.jms.2023.111847]
5		U. Jacovella, B. Ruscic, N. L. Chen, H.-L. Le, S. Boyé-Péronne, S. Hartweg, M. Roy-Chowdhury, G. A. Garcia, J.-C. Loison, and B. Gans, Refining Thermochemical Properties of CF, SiF, and Their Cations by Combining Photoelectron Spectroscopy, Quantum Chemical Calculations, and the Active Thermochemical Tables Approach Phys. Chem. Chem. Phys. 25, 30838-30847 (2023) [DOI: 10.1039/D3CP04244H]
6		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]
7		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 [6] and Ruscic and Bross[7]).
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.