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].

Phenylperoxy cation

Formula: [C6H5OO]+ (g)

CAS RN: 956036-17-2

ATcT ID: 956036-17-2*0

SMILES: c1ccc(cc1)O[O+]

InChI: InChI=1S/C6H5O2/c7-8-6-4-2-1-3-5-6/h1-5H/q+1

InChIKey: KGUNCUZJQUDPFP-UHFFFAOYSA-N

Hills Formula: C6H5O2+

2D Image:

Aliases: [C6H5OO]+; Phenylperoxy cation; Phenylperoxy ion (1+); Phenyldioxy cation; Phenyldioxy ion (1+)

Relative Molecular Mass: 109.1022 ± 0.0049

Δ_fH°(0 K)	Δ_fH°(298.15 K)	Uncertainty	Units
1018.9	1001.9	± 3.1	kJ/mol

3D Image of [C6H5OO]+ (g)

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Top contributors to the provenance of Δ_fH° of [C6H5OO]+ (g)

The 14 contributors listed below account for 90.4% of the provenance of Δ_fH° of [C6H5OO]+ (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
41.9	8239.5	C6H5OO (g) → [C6H5OO]+ (g)	Δ_rH°(0 K) = 8.967 ± 0.040 eV	Ruscic W1RO
12.6	8239.2	C6H5OO (g) → [C6H5OO]+ (g)	Δ_rH°(0 K) = 8.993 ± 0.073 eV	Ruscic G4
11.9	8239.4	C6H5OO (g) → [C6H5OO]+ (g)	Δ_rH°(0 K) = 8.971 ± 0.075 eV	Ruscic CBS-n
7.7	8239.1	C6H5OO (g) → [C6H5OO]+ (g)	Δ_rH°(0 K) = 8.926 ± 0.093 eV	Ruscic G3X
6.8	8239.3	C6H5OO (g) → [C6H5OO]+ (g)	Δ_rH°(0 K) = 8.949 ± 0.099 eV	Ruscic CBS-n
1.5	8246.2	C6H5OO (g) + CH3 (g) → C6H5 (g) + CH3OO (g)	Δ_rH°(0 K) = 16.66 ± 1.0 kcal/mol	Ruscic G4
1.2	8246.1	C6H5OO (g) + CH3 (g) → C6H5 (g) + CH3OO (g)	Δ_rH°(0 K) = 17.83 ± 1.1 kcal/mol	Ruscic G3X
1.1	8245.5	C6H5OO (g) + OH (g) → C6H5O (g) + HOO (g)	Δ_rH°(0 K) = -25.75 ± 0.9 kcal/mol	Ruscic W1RO
1.0	8244.5	C6H5OO (g) + CH3O (g) → C6H5O (g) + CH3OO (g)	Δ_rH°(0 K) = -21.48 ± 0.9 kcal/mol	Ruscic W1RO
0.9	8245.4	C6H5OO (g) + OH (g) → C6H5O (g) + HOO (g)	Δ_rH°(0 K) = -25.34 ± 1.0 kcal/mol	Ruscic CBS-n
0.9	8246.3	C6H5OO (g) + CH3 (g) → C6H5 (g) + CH3OO (g)	Δ_rH°(0 K) = 17.55 ± 1.3 kcal/mol	Ruscic CBS-n
0.8	8245.2	C6H5OO (g) + OH (g) → C6H5O (g) + HOO (g)	Δ_rH°(0 K) = -23.97 ± 1.0 (×1.044) kcal/mol	Ruscic G4
0.8	8244.4	C6H5OO (g) + CH3O (g) → C6H5O (g) + CH3OO (g)	Δ_rH°(0 K) = -21.73 ± 1.0 kcal/mol	Ruscic CBS-n
0.8	8244.2	C6H5OO (g) + CH3O (g) → C6H5O (g) + CH3OO (g)	Δ_rH°(0 K) = -20.35 ± 1.0 kcal/mol	Ruscic G4

Top 10 species with enthalpies of formation correlated to the Δ_fH° of [C6H5OO]+ (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
43.3	Phenylperoxy	C6H5OO (g)	153.8	136.8	± 1.4	kJ/mol	109.1027 ± 0.0049	91422-02-5*0
28.3	Phenyl hydroperoxide	C6H5OOH (g)	13.7	-5.4	± 2.1	kJ/mol	110.1106 ± 0.0049	36112-26-2*0
21.2	Phenoxy	C6H5O (g)	71.38	56.09	± 0.83	kJ/mol	93.1033 ± 0.0048	2122-46-5*0
21.1	Phenolate	[C6H5O]- (g)	-146.08	-161.55	± 0.83	kJ/mol	93.1038 ± 0.0048	3229-70-7*0
17.7	Phenylperoxy anion	[C6H5OO]- (g)	-38.9	-55.9	± 3.3	kJ/mol	109.1032 ± 0.0049	956036-17-20
13.9	Phenol	C6H5OH (g)	-74.39	-92.98	± 0.63	kJ/mol	94.1112 ± 0.0048	108-95-2*0
13.7	Phenol cation	[C6H5OH]+ (g)	746.45	727.66	± 0.63	kJ/mol	94.1107 ± 0.0048	40932-22-7*0
11.5	Phenyloxoniumylidene	[C6H5O]+ (g)	898.6	884.2	± 1.4	kJ/mol	93.1028 ± 0.0048	41071-17-4*0
10.9	Phenol	C6H5OH (cr,l)	-146.19	-162.04	± 0.65	kJ/mol	94.1112 ± 0.0048	108-95-2*500
6.4	Methylperoxy	CH3OO (g)	22.52	13.07	± 0.34	kJ/mol	47.0333 ± 0.0010	2143-58-0*0

Most Influential reactions involving [C6H5OO]+ (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
0.517	8239.5	C6H5OO (g) → [C6H5OO]+ (g)	Δ_rH°(0 K) = 8.967 ± 0.040 eV	Ruscic W1RO
0.155	8239.2	C6H5OO (g) → [C6H5OO]+ (g)	Δ_rH°(0 K) = 8.993 ± 0.073 eV	Ruscic G4
0.147	8239.4	C6H5OO (g) → [C6H5OO]+ (g)	Δ_rH°(0 K) = 8.971 ± 0.075 eV	Ruscic CBS-n
0.095	8239.1	C6H5OO (g) → [C6H5OO]+ (g)	Δ_rH°(0 K) = 8.926 ± 0.093 eV	Ruscic G3X
0.084	8239.3	C6H5OO (g) → [C6H5OO]+ (g)	Δ_rH°(0 K) = 8.949 ± 0.099 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. 1.156 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.