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].

Benzyl

Formula: C6H5CH2 (g)

CAS RN: 2154-56-5

ATcT ID: 2154-56-5*0

SMILES: c1ccc(cc1)[CH2]

InChI: InChI=1S/C7H7/c1-7-5-3-2-4-6-7/h2-6H,1H2

InChIKey: SLRMQYXOBQWXCR-UHFFFAOYSA-N

Hills Formula: C7H7

2D Image:

Aliases: C6H5CH2; Benzyl; Phenylmethyl; Benzyl radical

Relative Molecular Mass: 91.1305 ± 0.0056

Δ_fH°(0 K)	Δ_fH°(298.15 K)	Uncertainty	Units
230.13	211.32	± 0.51	kJ/mol

3D Image of C6H5CH2 (g)

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Top contributors to the provenance of Δ_fH° of C6H5CH2 (g)

The 20 contributors listed below account only for 55.6% of the provenance of Δ_fH° of C6H5CH2 (g).
A total of 255 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
24.7	6960.1	[C6H5CH2]- (g) → C6H5CH2 (g)	Δ_rH°(0 K) = 0.912 ± 0.006 eV	Gunion 1992
5.5	6956.1	C6H5CH3 (l) + 9 O2 (g) → 7 CO2 (g) + 4 H2O (cr,l)	Δ_rH°(298.15 K) = -934.49 ± 0.12 kcal/mol	Prosen 1945a, as quoted by Cox 1970
5.5	6956.4	C6H5CH3 (l) + 9 O2 (g) → 7 CO2 (g) + 4 H2O (cr,l)	Δ_rH°(298.15 K) = -934.45 ± 0.12 kcal/mol	Good 1969
5.0	9186.1	C6H5CH2CH2C6H5 (g) → 2 C6H5CH2 (g)	Δ_rG°(1200 K) = 82.5 ± 4 kJ/mol	Hippler 1990, Muller-Markgraf 1988, 3rd Law, est unc
1.8	9186.3	C6H5CH2CH2C6H5 (g) → 2 C6H5CH2 (g)	Δ_rH°(0 K) = 67.13 ± 1.60 kcal/mol	Ruscic G4
1.1	2228.7	C (graphite) + O2 (g) → CO2 (g)	Δ_rH°(298.15 K) = -393.464 ± 0.024 kJ/mol	Hawtin 1966, note CO2e
0.9	9186.4	C6H5CH2CH2C6H5 (g) → 2 C6H5CH2 (g)	Δ_rH°(0 K) = 68.25 ± 2.16 kcal/mol	Ruscic CBS-n
0.9	6966.5	C6H5CH2 (g) + CH3CH3 (g) → C6H5CH3 (g) + CH3CH2 (g)	Δ_rH°(0 K) = 10.34 ± 0.85 kcal/mol	Ruscic W1RO
0.9	6971.5	[C6H5CH2]+ (g) + CH3CH3 (g) → C6H5CH3 (g) + [CH3CH2]+ (g)	Δ_rH°(0 K) = 30.17 ± 0.85 kcal/mol	Ruscic W1RO
0.8	6965.5	C6H5CH3 (g) + CH3 (g) → C6H5CH2 (g) + CH4 (g)	Δ_rH°(0 K) = -14.13 ± 0.9 kcal/mol	Ruscic W1RO
0.8	6966.4	C6H5CH2 (g) + CH3CH3 (g) → C6H5CH3 (g) + CH3CH2 (g)	Δ_rH°(0 K) = 9.99 ± 0.90 kcal/mol	Ruscic CBS-n
0.8	6966.2	C6H5CH2 (g) + CH3CH3 (g) → C6H5CH3 (g) + CH3CH2 (g)	Δ_rH°(0 K) = 10.23 ± 0.90 kcal/mol	Ruscic G4
0.8	6970.7	C6H5CH3 (g) → [C6H5CH2]+ (g) + H (g)	Δ_rH°(0 K) = 11.134 ± 0.040 eV	Ruscic W1RO
0.8	6971.1	[C6H5CH2]+ (g) + CH3CH3 (g) → C6H5CH3 (g) + [CH3CH2]+ (g)	Δ_rH°(0 K) = 30.77 ± 0.90 kcal/mol	Ruscic G3X
0.8	6971.2	[C6H5CH2]+ (g) + CH3CH3 (g) → C6H5CH3 (g) + [CH3CH2]+ (g)	Δ_rH°(0 K) = 30.09 ± 0.90 kcal/mol	Ruscic G4
0.8	6971.4	[C6H5CH2]+ (g) + CH3CH3 (g) → C6H5CH3 (g) + [CH3CH2]+ (g)	Δ_rH°(0 K) = 29.78 ± 0.90 kcal/mol	Ruscic CBS-n
0.8	6956.2	C6H5CH3 (l) + 9 O2 (g) → 7 CO2 (g) + 4 H2O (cr,l)	Δ_rH°(298.15 K) = -934.72 ± 0.11 (×2.828) kcal/mol	Coops 1946, as quoted by Cox 1970
0.7	6963.1	C6H5CH3 (g) → C6H5CH2 (g) + H (g)	Δ_rG°(1000 K) = 252.4 ± 4 kJ/mol	Hippler 1990, 3rd Law, note unc
0.7	6965.2	C6H5CH3 (g) + CH3 (g) → C6H5CH2 (g) + CH4 (g)	Δ_rH°(0 K) = -14.19 ± 1.0 kcal/mol	Ruscic G4
0.7	6965.4	C6H5CH3 (g) + CH3 (g) → C6H5CH2 (g) + CH4 (g)	Δ_rH°(0 K) = -13.68 ± 1.0 kcal/mol	Ruscic CBS-n

Top 10 species with enthalpies of formation correlated to the Δ_fH° of C6H5CH2 (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
99.3	Benzylium	[C6H5CH2]+ (g)	929.56	910.06	± 0.51	kJ/mol	91.1299 ± 0.0056	6711-19-9*0
55.8	Benzylide	[C6H5CH2]- (g)	141.98	123.07	± 0.39	kJ/mol	91.1310 ± 0.0056	18860-15-6*0
50.0	Toluene	C6H5CH3 (g)	73.35	50.06	± 0.31	kJ/mol	92.1384 ± 0.0056	108-88-3*0
49.1	Toluene	C6H5CH3 (l)	19.78	12.03	± 0.31	kJ/mol	92.1384 ± 0.0056	108-88-3*500
28.5	Benzylidene	C6H5CH (g)	473.0	457.7	± 1.3	kJ/mol	90.1225 ± 0.0056	3101-08-4*0
28.5	Benzylidene	C6H5CH (g, triplet)	473.0	457.7	± 1.3	kJ/mol	90.1225 ± 0.0056	3101-08-4*1
25.6	4,5-Bis(methylene)-2-cyclopenten-1-yl	CH(CHC(CH2)C(CH2)CH) (g)	315.3	297.1	± 2.0	kJ/mol	91.1305 ± 0.0056	302792-28-5*0
25.5	2,5-Bis(methylene)-3-cyclopenten-1-yl	CH(C(CH2)CHCHC(CH2)) (g)	321.0	302.8	± 2.0	kJ/mol	91.1305 ± 0.0056	512782-58-0*0
25.5	2-Methylphenyl	C6H4CH3 (g, ortho)	324.5	306.5	± 1.2	kJ/mol	91.1305 ± 0.0056	22904-44-5*0
25.0	4-Methylphenyl	C6H4CH3 (g, para)	327.2	309.2	± 1.2	kJ/mol	91.1305 ± 0.0056	2396-02-3*0

Most Influential reactions involving C6H5CH2 (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
0.872	6959.2	C6H5CH2 (g) → [C6H5CH2]+ (g)	Δ_rH°(0 K) = 58468 ± 5 cm-1	Eiden 1996
0.560	6960.1	[C6H5CH2]- (g) → C6H5CH2 (g)	Δ_rH°(0 K) = 0.912 ± 0.006 eV	Gunion 1992
0.144	7008.5	CH(CHC(CH2)C(CH2)CH) (g) → C6H5CH2 (g)	Δ_rH°(0 K) = -21.28 ± 1.2 kcal/mol	Ruscic W1RO
0.133	7010.5	CH(C(CH2)CHCHC(CH2)) (g) → C6H5CH2 (g)	Δ_rH°(0 K) = -22.97 ± 1.2 (×1.044) kcal/mol	Ruscic W1RO
0.123	7010.2	CH(C(CH2)CHCHC(CH2)) (g) → C6H5CH2 (g)	Δ_rH°(0 K) = -21.37 ± 1.3 kcal/mol	Ruscic G4
0.123	7010.4	CH(C(CH2)CHCHC(CH2)) (g) → C6H5CH2 (g)	Δ_rH°(0 K) = -20.43 ± 1.3 kcal/mol	Ruscic CBS-n
0.122	7008.4	CH(CHC(CH2)C(CH2)CH) (g) → C6H5CH2 (g)	Δ_rH°(0 K) = -20.28 ± 1.3 kcal/mol	Ruscic CBS-n
0.122	7008.2	CH(CHC(CH2)C(CH2)CH) (g) → C6H5CH2 (g)	Δ_rH°(0 K) = -20.01 ± 1.3 kcal/mol	Ruscic G4
0.111	6959.1	C6H5CH2 (g) → [C6H5CH2]+ (g)	Δ_rH°(0 K) = 58456 ± 14 cm-1	Eiden 1991, Eiden 1991a
0.111	6980.5	C6H5CH (g, triplet) + CH3 (g) → C6H5CH2 (g) + CH2 (g, triplet)	Δ_rH°(0 K) = -0.21 ± 0.85 kcal/mol	Ruscic W1RO
0.107	7028.5	(CHCH)(CHCHCH)(CHCH) (g) → C6H5CH2 (g)	Δ_rH°(0 K) = -60.39 ± 1.2 kcal/mol	Ruscic W1RO
0.106	7010.1	CH(C(CH2)CHCHC(CH2)) (g) → C6H5CH2 (g)	Δ_rH°(0 K) = -21.31 ± 1.4 kcal/mol	Ruscic G3X
0.105	7008.1	CH(CHC(CH2)C(CH2)CH) (g) → C6H5CH2 (g)	Δ_rH°(0 K) = -19.89 ± 1.4 kcal/mol	Ruscic G3X
0.103	3993.5	CH2CHC(CHCHCHCH) (g) → C6H5CH2 (g)	Δ_rH°(0 K) = -21.41 ± 1.2 kcal/mol	Ruscic W1RO
0.099	6980.4	C6H5CH (g, triplet) + CH3 (g) → C6H5CH2 (g) + CH2 (g, triplet)	Δ_rH°(0 K) = -0.12 ± 0.90 kcal/mol	Ruscic CBS-n
0.099	6980.1	C6H5CH (g, triplet) + CH3 (g) → C6H5CH2 (g) + CH2 (g, triplet)	Δ_rH°(0 K) = -0.64 ± 0.90 kcal/mol	Ruscic G3X
0.099	6980.2	C6H5CH (g, triplet) + CH3 (g) → C6H5CH2 (g) + CH2 (g, triplet)	Δ_rH°(0 K) = -0.49 ± 0.90 kcal/mol	Ruscic G4
0.093	7010.6	CH(C(CH2)CHCHC(CH2)) (g) → C6H5CH2 (g)	Δ_rH°(0 K) = -22.6 ± 1.5 kcal/mol	Marti 2023, est unc
0.092	7008.6	CH(CHC(CH2)C(CH2)CH) (g) → C6H5CH2 (g)	Δ_rH°(0 K) = -20.9 ± 1.5 kcal/mol	Marti 2023, est unc
0.091	7028.4	(CHCH)(CHCHCH)(CHCH) (g) → C6H5CH2 (g)	Δ_rH°(0 K) = -61.00 ± 1.3 kcal/mol	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.