Selected ATcT [1, 2] enthalpy of formation based on version 1.202 of the Thermochemical Network [3]

This version of ATcT results[3] was generated by additional expansion of version 1.176 in order to include species related to the thermochemistry of glycine[4].

2-Ethylidenedioxidan-2-ium-1-ide

Formula: CH3CHOO (g, anti)

CAS RN: 68941-70-8

ATcT ID: 68941-70-8*1

SMILES: CC=[O+][O-]

SMILES: C[CH]O[O]

InChI: InChI=1S/C2H4O2/c1-2-4-3/h2H,1H3

InChIKey: OATRENYCMVOEIQ-UHFFFAOYSA-N

Hills Formula: C2H4O2

2D Image:

Aliases: CH3CHOO; 2-Ethylidenedioxidan-2-ium-1-ide; Ethylidenehydroxyoxonium; Ethyl carbonyl oxide; Acetaldehyde carbonyl oxide; Acetaldehyde oxide; 72068-00-9; 1-Dioxyethyl; 65339-03-9; (Z)-Ethylidenehydroxyoxonium; 65339-04-0; (E)-Ethylidenehydroxyoxonium

Relative Molecular Mass: 60.0520 ± 0.0017

Δ_fH°(0 K)	Δ_fH°(298.15 K)	Uncertainty	Units
65.71	53.05	± 0.63	kJ/mol

3D Image of CH3CHOO (g, anti)

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Top contributors to the provenance of Δ_fH° of CH3CHOO (g, anti)

The 20 contributors listed below account only for 78.4% of the provenance of Δ_fH° of CH3CHOO (g, anti).
A total of 55 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
21.9	4864.7	CH3CHOO (g, syn) → CH3CHOO (g, anti)	Δ_rH°(0 K) = 3.47 ± 0.10 kcal/mol	Begley 2023, est unc
18.8	4865.7	CH3CHOO (g, syn) → CH3C(O)OH (g, syn)	Δ_rH°(0 K) = -112.26 ± 0.20 kcal/mol	Begley 2023, note unc2
11.9	4853.6	CH3CHOO (g, anti) → 2 C (g) + 4 H (g) + 2 O (g)	Δ_rH°(0 K) = 2715.2 ± 1.8 kJ/mol	Kettner 2015
5.6	4852.6	CH3CHOO (g, syn) → 2 C (g) + 4 H (g) + 2 O (g)	Δ_rH°(0 K) = 2729.3 ± 1.8 kJ/mol	Kettner 2015
3.8	4864.6	CH3CHOO (g, syn) → CH3CHOO (g, anti)	Δ_rH°(0 K) = 14.1 ± 1.0 kJ/mol	Kettner 2015
3.1	4867.6	CH3CHOO (g, syn) + CH2O (g) → CH3CHO (g) + CH2OO (g)	Δ_rH°(0 K) = 10.49 ± 2.0 kJ/mol	Klippenstein 2017
1.5	5299.5	CH3C(CH3)OO (g) + CH2OO (g) → 2 CH3CHOO (g, syn)	Δ_rH°(0 K) = -3.24 ± 0.85 kcal/mol	Ruscic W1RO
1.3	5299.2	CH3C(CH3)OO (g) + CH2OO (g) → 2 CH3CHOO (g, syn)	Δ_rH°(0 K) = -2.98 ± 0.90 kcal/mol	Ruscic G4
1.3	5299.4	CH3C(CH3)OO (g) + CH2OO (g) → 2 CH3CHOO (g, syn)	Δ_rH°(0 K) = -3.19 ± 0.90 kcal/mol	Ruscic CBS-n
1.3	5299.1	CH3C(CH3)OO (g) + CH2OO (g) → 2 CH3CHOO (g, syn)	Δ_rH°(0 K) = -3.07 ± 0.90 kcal/mol	Ruscic G3X
1.0	5299.3	CH3C(CH3)OO (g) + CH2OO (g) → 2 CH3CHOO (g, syn)	Δ_rH°(0 K) = -3.06 ± 1.00 kcal/mol	Ruscic CBS-n
0.8	4822.13	CH2OO (g) → C (g) + 2 H (g) + 2 O (g)	Δ_rH°(0 K) = 1524.69 ± 0.60 kJ/mol	Qian 2024, est unc
0.8	4867.5	CH3CHOO (g, syn) + CH2O (g) → CH3CHO (g) + CH2OO (g)	Δ_rH°(0 K) = 2.85 ± 0.9 kcal/mol	Ruscic W1RO
0.7	4866.7	CH3CHOO (g, syn) → CH3CHO (g) + O (g)	Δ_rH°(0 K) = 3676.5 ± 400 cm-1	Li 2015a, Moule 1985, est unc
0.7	4867.4	CH3CHOO (g, syn) + CH2O (g) → CH3CHO (g) + CH2OO (g)	Δ_rH°(0 K) = 2.68 ± 1.0 kcal/mol	Ruscic CBS-n
0.7	4867.2	CH3CHOO (g, syn) + CH2O (g) → CH3CHO (g) + CH2OO (g)	Δ_rH°(0 K) = 2.78 ± 1.0 kcal/mol	Ruscic G4
0.7	5296.6	CH3C(CH3)OO (g) → CH2C(CH3)OOH (g, anti-perp)	Δ_rH°(0 K) = -15.90 ± 0.5 kcal/mol	Fang 2016
0.6	5302.5	CH3C(CH3)OO (g) + CH2O (g) → CH3C(O)CH3 (g) + CH2OO (g)	Δ_rH°(0 K) = 3.42 ± 0.85 kcal/mol	Ruscic W1RO
0.5	4867.1	CH3CHOO (g, syn) + CH2O (g) → CH3CHO (g) + CH2OO (g)	Δ_rH°(0 K) = 2.89 ± 1.1 kcal/mol	Ruscic G3X
0.5	5302.4	CH3C(CH3)OO (g) + CH2O (g) → CH3C(O)CH3 (g) + CH2OO (g)	Δ_rH°(0 K) = 3.03 ± 0.90 kcal/mol	Ruscic CBS-n

Top 10 species with enthalpies of formation correlated to the Δ_fH° of CH3CHOO (g, anti)

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
81.2	2-Ethylidenedioxidan-2-ium-1-ide	CH3CHOO (g, syn)	51.25	37.79	± 0.54	kJ/mol	60.0520 ± 0.0017	68941-70-8*2
81.2	2-Ethylidenedioxidan-2-ium-1-ide	CH3CHOO (g)	51.25	37.84	± 0.54	kJ/mol	60.0520 ± 0.0017	68941-70-8*0
39.2	Hydroxy(1-methylethylidene)oxonium	CH3C(CH3)OO (g)	3.52	-15.46	± 0.94	kJ/mol	74.0785 ± 0.0025	65339-02-8*0
25.0	Ethylideneoxoniumyloxy	[CH3CHOO]+ (g, anti)	950.9	938.4	± 2.2	kJ/mol	60.0514 ± 0.0017	1427752-17-7*1
25.0	Ethylideneoxoniumyloxy	[CH3CHOO]+ (g)	950.9	939.1	± 2.2	kJ/mol	60.0514 ± 0.0017	1427752-17-7*0
23.6	Ethylideneoxoniumyloxy	[CH3CHOO]+ (g, syn)	957.2	944.8	± 2.2	kJ/mol	60.0514 ± 0.0017	1427752-17-7*2
22.2	Acetic acid	CH3C(O)OH (g, syn)	-418.43	-432.59	± 0.32	kJ/mol	60.0520 ± 0.0017	64-19-7*1
22.2	Acetic acid	CH3C(O)OH (g)	-418.43	-432.59	± 0.32	kJ/mol	60.0520 ± 0.0017	64-19-7*0
21.4	Methyldioxirane	CH3CH(OO) (g)	-40.45	-54.37	± 0.91	kJ/mol	60.0520 ± 0.0017	70308-85-9*0
18.5	Dimethyldioxirane	CH3C(CH3)(OO) (g)	-88.2	-108.0	± 1.3	kJ/mol	74.0785 ± 0.0025	74087-85-7*0

Most Influential reactions involving CH3CHOO (g, anti)

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
0.770	4864.7	CH3CHOO (g, syn) → CH3CHOO (g, anti)	Δ_rH°(0 K) = 3.47 ± 0.10 kcal/mol	Begley 2023, est unc
0.300	4854.5	CH3CHOO (g, anti) → [CH3CHOO]+ (g, anti)	Δ_rH°(0 K) = 9.159 ± 0.040 eV	Ruscic W1RO
0.134	4864.6	CH3CHOO (g, syn) → CH3CHOO (g, anti)	Δ_rH°(0 K) = 14.1 ± 1.0 kJ/mol	Kettner 2015
0.131	4856.2	[CH3CHOO]- (g, anti) → CH3CHOO (g, anti)	Δ_rH°(0 K) = 0.436 ± 0.061 (×2.044) eV	Ruscic G4
0.121	4853.6	CH3CHOO (g, anti) → 2 C (g) + 4 H (g) + 2 O (g)	Δ_rH°(0 K) = 2715.2 ± 1.8 kJ/mol	Kettner 2015
0.093	4856.5	[CH3CHOO]- (g, anti) → CH3CHOO (g, anti)	Δ_rH°(0 K) = 0.411 ± 0.050 (×2.954) eV	Ruscic W1RO
0.090	4854.2	CH3CHOO (g, anti) → [CH3CHOO]+ (g, anti)	Δ_rH°(0 K) = 9.155 ± 0.073 eV	Ruscic G4
0.085	4854.4	CH3CHOO (g, anti) → [CH3CHOO]+ (g, anti)	Δ_rH°(0 K) = 9.212 ± 0.075 eV	Ruscic CBS-n
0.068	4856.3	[CH3CHOO]- (g, anti) → CH3CHOO (g, anti)	Δ_rH°(0 K) = 0.386 ± 0.092 (×1.874) eV	Ruscic CBS-n
0.062	4856.4	[CH3CHOO]- (g, anti) → CH3CHOO (g, anti)	Δ_rH°(0 K) = 0.380 ± 0.090 (×2) eV	Ruscic CBS-n
0.055	4854.1	CH3CHOO (g, anti) → [CH3CHOO]+ (g, anti)	Δ_rH°(0 K) = 9.185 ± 0.093 eV	Ruscic G3X
0.049	4856.1	[CH3CHOO]- (g, anti) → CH3CHOO (g, anti)	Δ_rH°(0 K) = 0.360 ± 0.085 (×2.378) eV	Ruscic G3X
0.049	4854.3	CH3CHOO (g, anti) → [CH3CHOO]+ (g, anti)	Δ_rH°(0 K) = 9.212 ± 0.099 eV	Ruscic CBS-n
0.046	4856.6	[CH3CHOO]- (g, anti) → CH3CHOO (g, anti)	Δ_rH°(0 K) = 33.7 ± 1.0 (×20.3) kJ/mol	Kettner 2015
0.010	4864.5	CH3CHOO (g, syn) → CH3CHOO (g, anti)	Δ_rH°(0 K) = 1227 ± 300 cm-1	Ruscic W1RO
0.009	4864.2	CH3CHOO (g, syn) → CH3CHOO (g, anti)	Δ_rH°(0 K) = 1196 ± 310 cm-1	Ruscic G4
0.009	4864.4	CH3CHOO (g, syn) → CH3CHOO (g, anti)	Δ_rH°(0 K) = 1244 ± 310 cm-1	Ruscic CBS-n
0.009	4864.1	CH3CHOO (g, syn) → CH3CHOO (g, anti)	Δ_rH°(0 K) = 1253 ± 315 cm-1	Ruscic G3X
0.007	4864.3	CH3CHOO (g, syn) → CH3CHOO (g, anti)	Δ_rH°(0 K) = 1263 ± 350 cm-1	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. 1.202 of the Thermochemical Network (2024); available at ATcT.anl.gov
4		B. Ruscic and D. H. Bross Accurate and Reliable Thermochemistry by Data Analysis of Complex Thermochemical Networks using Active Thermochemical Tables: The Case of Glycine Thermochemistry Faraday Discuss. (in press) (2024) [DOI: 10.1039/D4FD00110A]
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.