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].

2-Hydroxyethenyl

Formula: CHCHOH (g, trans-cis)

CAS RN: 108665-16-3

ATcT ID: 108665-16-3*21

SMILES: [CH]=CO

InChI: InChI=1S/C2H3O/c1-2-3/h1-3H

InChIKey: UHAMPRMMGCNGCH-UHFFFAOYSA-N

Hills Formula: C2H3O1

2D Image:

Aliases: CHCHOH; 2-Hydroxyethenyl; 2-Hydroxyvinyl; CH=CH-OH

Relative Molecular Mass: 43.0446 ± 0.0016

Δ_fH°(0 K)	Δ_fH°(298.15 K)	Uncertainty	Units
138.00	131.26	± 0.72	kJ/mol

3D Image of CHCHOH (g, trans-cis)

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Top contributors to the provenance of Δ_fH° of CHCHOH (g, trans-cis)

The 20 contributors listed below account only for 82.1% of the provenance of Δ_fH° of CHCHOH (g, trans-cis).
A total of 43 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
15.5	4305.6	CH3CO (g) → CHCHOH (g, trans-cis)	Δ_rH°(0 K) = 33.71 ± 0.4 kcal/mol	Estep 2017, est unc
13.0	4310.6	CH2CHOH (g, syn) → CHCHOH (g, trans-cis) + H (g)	Δ_rH°(0 K) = 111.64 ± 0.40 kcal/mol	Estep 2017, est unc
12.5	4304.1	2 CH4 (g) + H2O (g) → CHCHOH (g, trans-cis) + 7/2 H2 (g)	Δ_rH°(0 K) = 509.50 ± 2.0 kJ/mol	Klippenstein 2017
10.8	4305.7	CH3CO (g) → CHCHOH (g, trans-cis)	Δ_rH°(0 K) = 141.98 ± 2.00 kJ/mol	Klippenstein 2017
9.1	4310.7	CH2CHOH (g, syn) → CHCHOH (g, trans-cis) + H (g)	Δ_rH°(0 K) = 467.97 ± 2.00 kJ/mol	Klippenstein 2017
6.0	4311.6	CH2CHOH (g, syn) → CHCHOH (g, cis-cis) + H (g)	Δ_rH°(0 K) = 113.03 ± 0.40 kcal/mol	Estep 2017, est unc
2.3	4307.6	CHCHOH (g, trans-cis) → CHCHOH (g, cis-cis)	Δ_rH°(0 K) = 1.40 ± 0.30 kcal/mol	Estep 2017, est unc
1.7	4305.5	CH3CO (g) → CHCHOH (g, trans-cis)	Δ_rH°(0 K) = 33.85 ± 1.2 kcal/mol	Ruscic W1RO
1.4	4305.2	CH3CO (g) → CHCHOH (g, trans-cis)	Δ_rH°(0 K) = 34.01 ± 1.3 kcal/mol	Ruscic G4
1.2	4305.1	CH3CO (g) → CHCHOH (g, trans-cis)	Δ_rH°(0 K) = 33.89 ± 1.4 kcal/mol	Ruscic G3X
1.1	4305.4	CH3CO (g) → CHCHOH (g, trans-cis)	Δ_rH°(0 K) = 35.32 ± 1.3 (×1.139) kcal/mol	Ruscic CBS-n
0.9	4305.3	CH3CO (g) → CHCHOH (g, trans-cis)	Δ_rH°(0 K) = 34.29 ± 1.6 kcal/mol	Ruscic CBS-n
0.9	4310.5	CH2CHOH (g, syn) → CHCHOH (g, trans-cis) + H (g)	Δ_rH°(0 K) = 112.00 ± 1.50 kcal/mol	Ruscic W1RO
0.8	4310.2	CH2CHOH (g, syn) → CHCHOH (g, trans-cis) + H (g)	Δ_rH°(0 K) = 110.80 ± 1.60 kcal/mol	Ruscic G4
0.8	4310.4	CH2CHOH (g, syn) → CHCHOH (g, trans-cis) + H (g)	Δ_rH°(0 K) = 112.42 ± 1.60 kcal/mol	Ruscic CBS-n
0.7	4312.5	CH2CHOH (g, anti) → CHCHOH (g, trans-trans) + H (g)	Δ_rH°(0 K) = 113.21 ± 1.50 kcal/mol	Ruscic W1RO
0.7	4310.1	CH2CHOH (g, syn) → CHCHOH (g, trans-cis) + H (g)	Δ_rH°(0 K) = 111.34 ± 1.72 kcal/mol	Ruscic G3X
0.6	4312.2	CH2CHOH (g, anti) → CHCHOH (g, trans-trans) + H (g)	Δ_rH°(0 K) = 111.91 ± 1.60 kcal/mol	Ruscic G4
0.6	4312.4	CH2CHOH (g, anti) → CHCHOH (g, trans-trans) + H (g)	Δ_rH°(0 K) = 113.52 ± 1.60 kcal/mol	Ruscic CBS-n
0.5	4313.5	CH2CHOH (g, anti) → CHCHOH (g, cis-trans) + H (g)	Δ_rH°(0 K) = 113.97 ± 1.50 kcal/mol	Ruscic W1RO

Top 10 species with enthalpies of formation correlated to the Δ_fH° of CHCHOH (g, trans-cis)

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
100.0	2-Hydroxyethenyl	CHCHOH (g)	138.00	132.18	± 0.72	kJ/mol	43.0446 ± 0.0016	108665-16-3*0
56.4	2-Hydroxyethenyl	CHCHOH (g, trans-trans)	147.2	140.9	± 1.2	kJ/mol	43.0446 ± 0.0016	108665-16-3*22
52.7	2-Hydroxyethenyl	CHCHOH (g, cis-cis)	143.86	137.30	± 0.99	kJ/mol	43.0446 ± 0.0016	108665-16-3*11
39.0	2-Hydroxyethenyl	CHCHOH (g, cis-trans)	150.6	144.5	± 1.6	kJ/mol	43.0446 ± 0.0016	108665-16-3*12
29.9	Ethenol	CH2CHOH (g)	-113.28	-123.63	± 0.37	kJ/mol	44.0526 ± 0.0017	557-75-5*0
29.9	Ethenol	CH2CHOH (g, syn)	-113.28	-124.41	± 0.37	kJ/mol	44.0526 ± 0.0017	557-75-5*1
22.7	Ethenol	CH2CHOH (g, anti)	-108.86	-119.57	± 0.49	kJ/mol	44.0526 ± 0.0017	557-75-5*2
19.1	Acetyl	CH3CO (g)	-3.61	-10.18	± 0.29	kJ/mol	43.0446 ± 0.0016	3170-69-2*0
15.3	Acetaldehyde	CH3CHO (g)	-154.88	-165.41	± 0.22	kJ/mol	44.0526 ± 0.0017	75-07-0*0
15.0	Acetaldehyde cation	[CH3CHO]+ (g)	832.11	822.13	± 0.22	kJ/mol	44.0520 ± 0.0017	36505-03-0*0

Most Influential reactions involving CHCHOH (g, trans-cis)

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
1.000	4306.1	CHCHOH (g) → CHCHOH (g, trans-cis)	Δ_rH°(0 K) = 0 ± 0 cm-1	Estep 2017, Ruscic W1RO, Ruscic G4, Ruscic CBS-n
0.588	4308.6	CHCHOH (g, trans-cis) → CHCHOH (g, trans-trans)	Δ_rH°(0 K) = 2.24 ± 0.30 kcal/mol	Estep 2017, est unc
0.471	4307.6	CHCHOH (g, trans-cis) → CHCHOH (g, cis-cis)	Δ_rH°(0 K) = 1.40 ± 0.30 kcal/mol	Estep 2017, est unc
0.183	4305.6	CH3CO (g) → CHCHOH (g, trans-cis)	Δ_rH°(0 K) = 33.71 ± 0.4 kcal/mol	Estep 2017, est unc
0.174	4310.6	CH2CHOH (g, syn) → CHCHOH (g, trans-cis) + H (g)	Δ_rH°(0 K) = 111.64 ± 0.40 kcal/mol	Estep 2017, est unc
0.156	4309.5	CHCHOH (g, trans-cis) → CHCHOH (g, cis-trans)	Δ_rH°(0 K) = 2.98 ± 0.85 kcal/mol	Ruscic W1RO
0.139	4309.1	CHCHOH (g, trans-cis) → CHCHOH (g, cis-trans)	Δ_rH°(0 K) = 2.88 ± 0.90 kcal/mol	Ruscic G3X
0.139	4309.2	CHCHOH (g, trans-cis) → CHCHOH (g, cis-trans)	Δ_rH°(0 K) = 2.84 ± 0.90 kcal/mol	Ruscic G4
0.139	4309.4	CHCHOH (g, trans-cis) → CHCHOH (g, cis-trans)	Δ_rH°(0 K) = 2.83 ± 0.90 kcal/mol	Ruscic CBS-n
0.128	4305.7	CH3CO (g) → CHCHOH (g, trans-cis)	Δ_rH°(0 K) = 141.98 ± 2.00 kJ/mol	Klippenstein 2017
0.127	4304.1	2 CH4 (g) + H2O (g) → CHCHOH (g, trans-cis) + 7/2 H2 (g)	Δ_rH°(0 K) = 509.50 ± 2.0 kJ/mol	Klippenstein 2017
0.122	4310.7	CH2CHOH (g, syn) → CHCHOH (g, trans-cis) + H (g)	Δ_rH°(0 K) = 467.97 ± 2.00 kJ/mol	Klippenstein 2017
0.121	4309.6	CHCHOH (g, trans-cis) → CHCHOH (g, cis-trans)	Δ_rH°(0 K) = 3.97 ± 0.30 (×3.221) kcal/mol	Estep 2017, est unc
0.113	4309.3	CHCHOH (g, trans-cis) → CHCHOH (g, cis-trans)	Δ_rH°(0 K) = 2.67 ± 1.0 kcal/mol	Ruscic CBS-n
0.073	4308.5	CHCHOH (g, trans-cis) → CHCHOH (g, trans-trans)	Δ_rH°(0 K) = 2.22 ± 0.85 kcal/mol	Ruscic W1RO
0.065	4308.2	CHCHOH (g, trans-cis) → CHCHOH (g, trans-trans)	Δ_rH°(0 K) = 2.00 ± 0.90 kcal/mol	Ruscic G4
0.065	4308.4	CHCHOH (g, trans-cis) → CHCHOH (g, trans-trans)	Δ_rH°(0 K) = 2.05 ± 0.90 kcal/mol	Ruscic CBS-n
0.065	4308.1	CHCHOH (g, trans-cis) → CHCHOH (g, trans-trans)	Δ_rH°(0 K) = 2.16 ± 0.90 kcal/mol	Ruscic G3X
0.058	4307.5	CHCHOH (g, trans-cis) → CHCHOH (g, cis-cis)	Δ_rH°(0 K) = 1.46 ± 0.85 kcal/mol	Ruscic W1RO
0.053	4308.3	CHCHOH (g, trans-cis) → CHCHOH (g, trans-trans)	Δ_rH°(0 K) = 2.03 ± 1.0 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.