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].

Benzylide

Formula: [C6H5CH2]- (g)

CAS RN: 18860-15-6

ATcT ID: 18860-15-6*0

SMILES: c1ccc(cc1)[CH2-]

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

InChIKey: QJHNLKRMBCYQKX-UHFFFAOYSA-N

Hills Formula: C7H7-

2D Image:

Aliases: [C6H5CH2]-; Benzylide; Benzylide ion; Benzylide anion; Benzylide ion (1-); Benzyl anion; Benzyl ion (1-); Phenylmethanide; Phenylmethyl anion; Phenylmethyl ion (1-); C6H5CH2-

Relative Molecular Mass: 91.1310 ± 0.0056

Δ_fH°(0 K)	Δ_fH°(298.15 K)	Uncertainty	Units
141.98	123.07	± 0.39	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 54.0% of the provenance of Δ_fH° of [C6H5CH2]- (g).
A total of 430 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
13.6	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
13.6	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
3.7	2984.9	CH3OH (g) → CH3O (g) + H (g)	Δ_rH°(0 K) = 104.06 ± 0.17 kcal/mol	Nguyen 2015a
3.4	6960.1	[C6H5CH2]- (g) → C6H5CH2 (g)	Δ_rH°(0 K) = 0.912 ± 0.006 eV	Gunion 1992
3.2	6968.2	[C6H5CH2]- (g) + CH3OH (g) → C6H5CH3 (g) + [CH3O]- (g)	Δ_rG°(300 K) = 0.16 ± 0.02 kcal/mol	Ellison 1996
2.2	3013.10	CH2OH (g) → CH3O (g)	Δ_rH°(0 K) = 9.47 ± 0.17 kcal/mol	Nguyen 2015a
2.0	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
1.8	2228.7	C (graphite) + O2 (g) → CO2 (g)	Δ_rH°(298.15 K) = -393.464 ± 0.024 kJ/mol	Hawtin 1966, note CO2e
1.4	2989.1	CH3OH (g) + F- (g) → [CH3O]- (g) + HF (g)	Δ_rH°(0 K) = 0.462 ± 0.003 (×4.177) eV	DeTuri 1999, Ervin 2002
1.3	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
1.0	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
1.0	2991.1	CH3O (g) → CH3 (g) + O (g)	Δ_rH°(0 K) = 87.8 ± 0.3 kcal/mol	Osborn 1995, Osborn 1997
0.9	2375.1	2 H2 (g) + C (graphite) → CH4 (g)	Δ_rG°(1165 K) = 37.521 ± 0.068 kJ/mol	Smith 1946, note COf, 3rd Law
0.7	2980.2	[CH3O]- (g) → CH3O (g)	Δ_rH°(0 K) = 12654 ± 6 cm-1	Weichman 2017
0.7	2228.4	C (graphite) + O2 (g) → CO2 (g)	Δ_rH°(298.15 K) = -393.462 ± 0.038 kJ/mol	Lewis 1965, note CO2d
0.7	2228.5	C (graphite) + O2 (g) → CO2 (g)	Δ_rH°(298.15 K) = -393.468 ± 0.038 kJ/mol	Fraser 1952, note CO2f
0.5	2956.2	CH3OH (g) + 3/2 O2 (g) → CO2 (g) + 2 H2O (cr,l)	Δ_rH°(298.15 K) = -182.72 ± 0.05 (×1.022) kcal/mol	Rossini 1932a, Domalski 1972, Weltner 1951, Rossini 1934a, note old units, mw conversion
0.5	6955.1	C6H5CH3 (l) → C6H5CH3 (g)	Δ_rH°(298.15 K) = 38.06 ± 0.08 kJ/mol	Majer 1985
0.5	7259.1	CH3C6H4C(O)H (cr, l, ortho) + 19/2 O2 (g) → 8 CO2 (g) + 4 H2O (cr,l)	Δ_rH°(298.15 K) = -4170.4 ± 2.1 kJ/mol	Bilodeau 1999
0.5	2228.11	C (graphite) + O2 (g) → CO2 (g)	Δ_rH°(298.15 K) = -94.051 ± 0.011 kcal/mol	Prosen 1944a, Cox 1970, NBS TN270, NBS Tables 1989

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
75.4	Toluene	C6H5CH3 (g)	73.35	50.06	± 0.31	kJ/mol	92.1384 ± 0.0056	108-88-3*0
73.9	Toluene	C6H5CH3 (l)	19.78	12.03	± 0.31	kJ/mol	92.1384 ± 0.0056	108-88-3*500
55.8	Benzyl	C6H5CH2 (g)	230.13	211.32	± 0.51	kJ/mol	91.1305 ± 0.0056	2154-56-5*0
55.5	Benzylium	[C6H5CH2]+ (g)	929.56	910.06	± 0.51	kJ/mol	91.1299 ± 0.0056	6711-19-9*0
54.3	Methoxide	[CH3O]- (g)	-122.37	-130.10	± 0.26	kJ/mol	31.03447 ± 0.00088	3315-60-4*0
52.4	Methoxy	CH3O (g)	29.01	21.64	± 0.26	kJ/mol	31.03392 ± 0.00088	2143-68-2*0
27.0	Carbonic acid	C(O)(OH)2 (aq, undissoc)		-698.673	± 0.028	kJ/mol	62.0248 ± 0.0012	463-79-6*1000
23.2	Carbon dioxide	CO2 (g)	-393.111	-393.478	± 0.015	kJ/mol	44.00950 ± 0.00100	124-38-9*0
23.0	Carbon dioxide cation	[CO2]+ (g)	936.089	936.924	± 0.017	kJ/mol	44.00895 ± 0.00100	12181-61-2*0
22.3	Benzoic acid	C6H5C(O)OH (cr,l)	-367.34	-384.75	± 0.17	kJ/mol	122.1213 ± 0.0056	65-85-0*500

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
0.988	6968.2	[C6H5CH2]- (g) + CH3OH (g) → C6H5CH3 (g) + [CH3O]- (g)	Δ_rG°(300 K) = 0.16 ± 0.02 kcal/mol	Ellison 1996
0.560	6960.1	[C6H5CH2]- (g) → C6H5CH2 (g)	Δ_rH°(0 K) = 0.912 ± 0.006 eV	Gunion 1992
0.147	7074.5	[CH(CHCHCHCHCHCH)]- (g) → [C6H5CH2]- (g)	Δ_rH°(0 K) = -29.02 ± 1.2 kcal/mol	Ruscic W1RO
0.125	7074.2	[CH(CHCHCHCHCHCH)]- (g) → [C6H5CH2]- (g)	Δ_rH°(0 K) = -28.97 ± 1.3 kcal/mol	Ruscic G4
0.108	7074.1	[CH(CHCHCHCHCHCH)]- (g) → [C6H5CH2]- (g)	Δ_rH°(0 K) = -28.97 ± 1.4 kcal/mol	Ruscic G3X
0.083	7074.3	[CH(CHCHCHCHCHCH)]- (g) → [C6H5CH2]- (g)	Δ_rH°(0 K) = -29.24 ± 1.6 kcal/mol	Ruscic CBS-n
0.060	6972.5	[C6H5CH2]- (g) + CH3CH3 (g) → C6H5CH3 (g) + [CH3CH2]- (g)	Δ_rH°(0 K) = 37.14 ± 0.85 kcal/mol	Ruscic W1RO
0.054	6972.2	[C6H5CH2]- (g) + CH3CH3 (g) → C6H5CH3 (g) + [CH3CH2]- (g)	Δ_rH°(0 K) = 37.76 ± 0.90 kcal/mol	Ruscic G4
0.054	6972.4	[C6H5CH2]- (g) + CH3CH3 (g) → C6H5CH3 (g) + [CH3CH2]- (g)	Δ_rH°(0 K) = 37.81 ± 0.90 kcal/mol	Ruscic CBS-n
0.043	6972.3	[C6H5CH2]- (g) + CH3CH3 (g) → C6H5CH3 (g) + [CH3CH2]- (g)	Δ_rH°(0 K) = 36.73 ± 1.0 kcal/mol	Ruscic CBS-n
0.041	6972.1	[C6H5CH2]- (g) + CH3CH3 (g) → C6H5CH3 (g) + [CH3CH2]- (g)	Δ_rH°(0 K) = 38.11 ± 0.90 (×1.139) kcal/mol	Ruscic G3X
0.008	6960.10	[C6H5CH2]- (g) → C6H5CH2 (g)	Δ_rH°(0 K) = 0.926 ± 0.050 eV	Ruscic W1RO
0.006	6960.3	[C6H5CH2]- (g) → C6H5CH2 (g)	Δ_rH°(0 K) = 6964 ± 450 cm-1	Drzaic 1984, note unc3
0.005	6960.7	[C6H5CH2]- (g) → C6H5CH2 (g)	Δ_rH°(0 K) = 0.951 ± 0.061 eV	Ruscic G4
0.004	6967.5	C6H5CH3 (g) → [C6H5CH2]- (g) + H+ (g)	Δ_rH°(0 K) = 381.60 ± 0.90 kcal/mol	Ruscic W1RO
0.003	6969.1	[C6H5CH2]- (g) + CH3CH2OH (g) → C6H5CH3 (g) + [CH3CH2O]- (g)	Δ_rG°(338 K) = -5.6 ± 2 (×3.748) kJ/mol	Gal 2001, est unc
0.002	6960.6	[C6H5CH2]- (g) → C6H5CH2 (g)	Δ_rH°(0 K) = 0.982 ± 0.085 eV	Ruscic G3X
0.002	6969.2	[C6H5CH2]- (g) + CH3CH2OH (g) → C6H5CH3 (g) + [CH3CH2O]- (g)	Δ_rG°(298.15 K) = -2.7 ± 2.0 kcal/mol	Bartmess 1979
0.002	6960.9	[C6H5CH2]- (g) → C6H5CH2 (g)	Δ_rH°(0 K) = 0.960 ± 0.090 eV	Ruscic CBS-n
0.002	6960.8	[C6H5CH2]- (g) → C6H5CH2 (g)	Δ_rH°(0 K) = 0.899 ± 0.092 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. 1.176 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.