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:

c1cccc[c+]1
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

   ΔfH°(0 K)   ΔfH°(298.15 K)UncertaintyUnits
1149.271136.49± 0.85kJ/mol

3D Image of [C6H5]+ (g)

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Top contributors to the provenance of ΔfH° of [C6H5]+ (g)

The 20 contributors listed below account only for 52.8% of the provenance of ΔfH° 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
4.97243.1 C6H5NO (g) → [C6H5]+ (g) NO (g) ΔrH°(0 K) = 10.607 ± 0.020 eVStevens 2010a
4.27224.2 C6H5I (g) → [C6H5]+ (g) I (g) ΔrH°(0 K) = 11.178 ± 0.011 eVStevens 2009
4.26792.9 [C6H5]+ (g) → 6 C (g) + 5 H (g) ΔrH°(0 K) = 4198.8 ± 4 kJ/molLau 2006
4.16790.14 C6H5 (g) → [C6H5]+ (g) ΔrH°(0 K) = 8.261 ± 0.035 eVLau 2006
3.77160.1 C6H5Cl (g) → [C6H5]+ (g) Cl (g) ΔrH°(0 K) = 12.428 ± 0.040 eVStevens 2009
3.37234.1 C6H5I (cr,l) HCl (g) → C6H6 (cr,l) + 1/2 I2 (cr,l) + 1/2 Cl2 (g) ΔrH°(298.15 K) = 7.13 ± 0.75 kcal/molChernick 1956, Hartley 1951
3.16790.12 C6H5 (g) → [C6H5]+ (g) ΔrH°(0 K) = 8.267 ± 0.040 eVRuscic W1RO
3.17160.5 C6H5Cl (g) → [C6H5]+ (g) Cl (g) ΔrH°(0 K) = 286.7 ± 1 kcal/molPratt 1981
2.86804.3 [C6H6]+ (g) → [C6H5]+ (g) H (g) ΔrH°(0 K) = 3.90 ± 0.05 eVTroe 2006
2.77219.1 C6H5Br (cr,l) HCl (g) → C6H6 (cr,l) + 1/2 Br2 (cr,l) + 1/2 Cl2 (g) ΔrH°(298.15 K) = 19.98 ± 0.78 kcal/molChernick 1956, Hartley 1951
2.37161.2 [C6H5Cl]+ (g) → [C6H5]+ (g) Cl (g) ΔrH°(0 K) = 3.40 ± 0.05 eVRosenstock 1979
2.07231.1 C6H5I (cr,l) + 29/2 O2 (g) → 12 CO2 (g) + 5 H2O (cr,l) I2 (cr,l) ΔrH°(298.15 K) = -1526.32 ± 2.0 kcal/molSmith 1956
1.76792.8 [C6H5]+ (g) → 6 C (g) + 5 H (g) ΔrH°(0 K) = 1005.03 ± 1.50 kcal/molRuscic W1RO
1.66794.7 [C6H5]- (g) → [C6H5]+ (g) ΔrH°(0 K) = 9.380 ± 0.065 eVRuscic W1RO
1.57244.1 C6H5NO (g) → C6H5 (g) NO (g) ΔrG°(391 K) = 39.48 ± 0.5 kcal/molPark 1997, Yu 1994a, 3rd Law
1.57160.2 C6H5Cl (g) → [C6H5]+ (g) Cl (g) ΔrH°(0 K) = 12.474 ± 0.062 eVStevens 2009
1.56792.4 [C6H5]+ (g) → 6 C (g) + 5 H (g) ΔrH°(0 K) = 1003.58 ± 1.60 kcal/molRuscic G4
1.36792.3 [C6H5]+ (g) → 6 C (g) + 5 H (g) ΔrH°(0 K) = 1003.18 ± 1.72 kcal/molRuscic G3X
1.27222.1 C6H5Cl (g) I (g) → C6H5I (g) Cl (g) ΔrH°(0 K) = 1.255 ± 0.048 eVStevens 2009
1.26803.3 C6H6 (g) → [C6H5]+ (g) H (g) ΔrH°(0 K) = 302.04 ± 1.72 kcal/molRuscic G3X

Top 10 species with enthalpies of formation correlated to the ΔfH° 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 Image    ΔfH°(0 K)    ΔfH°(298.15 K) Uncertainty Units Relative
Molecular
Mass
ATcT ID
100.0 Phenylium[C6H5]+ (g, singlet)c1cccc[c+]11149.271136.49± 0.85kJ/mol77.1034 ±
0.0048
17333-73-2*2
63.7 IodobenzeneC6H5I (g)c1ccc(cc1)I178.58162.59± 0.99kJ/mol204.0084 ±
0.0048
591-50-4*0
63.6 Iodobenzene cation[C6H5I]+ (g)c1ccc(cc1)[I+]1023.581008.14± 0.99kJ/mol204.0078 ±
0.0048
38406-85-8*0
58.0 IodobenzeneC6H5I (cr,l)c1ccc(cc1)I113.7113.7± 1.1kJ/mol204.0084 ±
0.0048
591-50-4*500
44.3 BromobenzeneC6H5Br (g)c1ccc(cc1)Br127.0105.0± 1.3kJ/mol157.0079 ±
0.0049
108-86-1*0
44.2 Bromobenzene cation[C6H5Br]+ (g)c1ccc(cc1)[Br+]995.1973.6± 1.3kJ/mol157.0074 ±
0.0049
55450-33-4*0
44.1 BromobenzeneC6H5Br (cr,l)c1ccc(cc1)Br60.3± 1.3kJ/mol157.0079 ±
0.0049
108-86-1*500
37.2 Phenylium[C6H5]+ (g, triplet)c1cccc[c+]11251.31238.2± 1.6kJ/mol77.1034 ±
0.0048
17333-73-2*1
36.8 NitrosobenzeneC6H5NO (g)c1ccc(cc1)N=O216.9199.9± 1.2kJ/mol107.1100 ±
0.0048
586-96-9*0
26.3 PhenylC6H5 (g)c1cccc[c]1352.50339.14± 0.61kJ/mol77.1039 ±
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
1.0006811.1 [C6H5]+ (g, singlet) → [C6H5]+ (g) ΔrH°(0 K) = 0 ± 0 cm-1triv, Ruscic G3B3, Nicolaides 1997
0.5557224.2 C6H5I (g) → [C6H5]+ (g) I (g) ΔrH°(0 K) = 11.178 ± 0.011 eVStevens 2009
0.3487243.1 C6H5NO (g) → [C6H5]+ (g) NO (g) ΔrH°(0 K) = 10.607 ± 0.020 eVStevens 2010a
0.1707213.2 C6H5Br (g) → [C6H5]+ (g) Br (g) ΔrH°(0 K) = 11.827 ± 0.030 eVStevens 2009
0.1187213.1 C6H5Br (g) → [C6H5]+ (g) Br (g) ΔrH°(0 K) = 11.781 ± 0.029 (×1.242) eVStevens 2009
0.0927224.1 C6H5I (g) → [C6H5]+ (g) I (g) ΔrH°(0 K) = 11.173 ± 0.027 eVStevens 2009
0.0877243.9 C6H5NO (g) → [C6H5]+ (g) NO (g) ΔrH°(0 K) = 10.601 ± 0.040 eVRuscic W1RO
0.0787213.5 C6H5Br (g) → [C6H5]+ (g) Br (g) ΔrH°(0 K) = 273.5 ± 1 (×1.022) kcal/molPratt 1981
0.0716790.14 C6H5 (g) → [C6H5]+ (g) ΔrH°(0 K) = 8.261 ± 0.035 eVLau 2006
0.0607160.1 C6H5Cl (g) → [C6H5]+ (g) Cl (g) ΔrH°(0 K) = 12.428 ± 0.040 eVStevens 2009
0.0546790.12 C6H5 (g) → [C6H5]+ (g) ΔrH°(0 K) = 8.267 ± 0.040 eVRuscic W1RO
0.0517160.5 C6H5Cl (g) → [C6H5]+ (g) Cl (g) ΔrH°(0 K) = 286.7 ± 1 kcal/molPratt 1981
0.0456792.9 [C6H5]+ (g) → 6 C (g) + 5 H (g) ΔrH°(0 K) = 4198.8 ± 4 kJ/molLau 2006
0.0427214.1 [C6H5Br]+ (g) → [C6H5]+ (g) Br (g) ΔrH°(0 K) = 2.76 ± 0.02 (×3.018) eVRosenstock 1980, Baer 1982
0.0397161.2 [C6H5Cl]+ (g) → [C6H5]+ (g) Cl (g) ΔrH°(0 K) = 3.40 ± 0.05 eVRosenstock 1979
0.0357224.5 C6H5I (g) → [C6H5]+ (g) I (g) ΔrH°(0 K) = 257.1 ± 1 kcal/molPratt 1981
0.0337213.7 C6H5Br (g) → [C6H5]+ (g) Br (g) ΔrH°(0 K) = 11.75 ± 0.05 (×1.354) eVSergeev 1970
0.0317214.2 [C6H5Br]+ (g) → [C6H5]+ (g) Br (g) ΔrH°(0 K) = 2.81 ± 0.07 eVDunbar 1984
0.0306804.3 [C6H6]+ (g) → [C6H5]+ (g) H (g) ΔrH°(0 K) = 3.90 ± 0.05 eVTroe 2006
0.0267243.5 C6H5NO (g) → [C6H5]+ (g) NO (g) ΔrH°(0 K) = 10.605 ± 0.073 eVRuscic 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 21st 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.