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].

Ethynol

Formula: HCCOH (g, singlet)

CAS RN: 32038-79-2

ATcT ID: 32038-79-2*2

SMILES: C#CO

InChI: InChI=1S/C2H2O/c1-2-3/h1,3H

InChIKey: QFXZANXYUCUTQH-UHFFFAOYSA-N

Hills Formula: C2H2O1

2D Image:

Aliases: HCCOH; Ethynol; Acetylenol; Ethynyl alcohol; Hydroxyacetylene; HOCCH; CHCOH

Relative Molecular Mass: 42.0367 ± 0.0016

Δ_fH°(0 K)	Δ_fH°(298.15 K)	Uncertainty	Units
95.30	92.81	± 0.73	kJ/mol

3D Image of HCCOH (g, singlet)

spin ON spin OFF

Top contributors to the provenance of Δ_fH° of HCCOH (g, singlet)

The 20 contributors listed below account only for 70.1% of the provenance of Δ_fH° of HCCOH (g, singlet).
A total of 53 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
22.6	4475.13	HCCOH (g, singlet) → CH2CO (g)	Δ_rH°(0 K) = -140.21 ± 1.5 kJ/mol	Klippenstein 2017
4.3	5364.5	HOCCOH (g) → OCHCHO (g, trans)	Δ_rH°(0 K) = -44.68 ± 1.2 kcal/mol	Ruscic W1RO
3.6	5364.4	HOCCOH (g) → OCHCHO (g, trans)	Δ_rH°(0 K) = -45.90 ± 1.3 kcal/mol	Ruscic CBS-n
3.6	5364.2	HOCCOH (g) → OCHCHO (g, trans)	Δ_rH°(0 K) = -46.06 ± 1.3 kcal/mol	Ruscic G4
3.5	4477.8	HCCOH (g, singlet) + CH4 (g) → HCCH (g) + CH3OH (g)	Δ_rH°(0 K) = 2.41 ± 0.9 kcal/mol	Ruscic W1RO
3.1	5364.1	HOCCOH (g) → OCHCHO (g, trans)	Δ_rH°(0 K) = -45.34 ± 1.4 kcal/mol	Ruscic G3X
2.8	4477.7	HCCOH (g, singlet) + CH4 (g) → HCCH (g) + CH3OH (g)	Δ_rH°(0 K) = 3.25 ± 1.0 kcal/mol	Ruscic CBS-n
2.8	4477.4	HCCOH (g, singlet) + CH4 (g) → HCCH (g) + CH3OH (g)	Δ_rH°(0 K) = 2.41 ± 1.0 kcal/mol	Ruscic G4
2.7	5365.6	HOCCOH (g) + HCCH (g) → 2 HCCOH (g, singlet)	Δ_rH°(0 K) = -20.17 ± 2.00 kJ/mol	Klippenstein 2017
2.4	5364.3	HOCCOH (g) → OCHCHO (g, trans)	Δ_rH°(0 K) = -45.42 ± 1.6 kcal/mol	Ruscic CBS-n
2.4	4475.12	HCCOH (g, singlet) → CH2CO (g)	Δ_rH°(0 K) = -140.5 ± 4.6 kJ/mol	Karton 2014
2.3	4477.3	HCCOH (g, singlet) + CH4 (g) → HCCH (g) + CH3OH (g)	Δ_rH°(0 K) = 2.91 ± 1.1 kcal/mol	Ruscic G3X
2.3	4476.1	HCCOH (g, singlet) → O(CHCH) (g, singlet)	Δ_rH°(0 K) = 177.1 ± 4.6 kJ/mol	Karton 2014
2.0	4475.8	HCCOH (g, singlet) → CH2CO (g)	Δ_rH°(0 K) = -33.41 ± 1.2 kcal/mol	Ruscic W1RO
1.7	4475.7	HCCOH (g, singlet) → CH2CO (g)	Δ_rH°(0 K) = -34.55 ± 1.3 kcal/mol	Ruscic CBS-n
1.7	4475.4	HCCOH (g, singlet) → CH2CO (g)	Δ_rH°(0 K) = -33.78 ± 1.3 kcal/mol	Ruscic G4
1.7	4477.6	HCCOH (g, singlet) + CH4 (g) → HCCH (g) + CH3OH (g)	Δ_rH°(0 K) = 2.87 ± 1.3 kcal/mol	Ruscic CBS-n
1.4	4475.3	HCCOH (g, singlet) → CH2CO (g)	Δ_rH°(0 K) = -33.93 ± 1.4 kcal/mol	Ruscic G3X
1.1	4475.6	HCCOH (g, singlet) → CH2CO (g)	Δ_rH°(0 K) = -33.80 ± 1.6 kcal/mol	Ruscic CBS-n
1.0	7711.5	CH3CCOH (g) → CH2CHCHO (g, trans)	Δ_rH°(0 K) = -28.68 ± 0.9 kcal/mol	Ruscic W1RO

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

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	Ethynol	HCCOH (g)	95.30	92.81	± 0.73	kJ/mol	42.0367 ± 0.0016	32038-79-2*0
71.0	Ethynediol	HOCCOH (g)	-18.3	-22.1	± 1.6	kJ/mol	58.0361 ± 0.0017	16005-17-7*0
41.4	Propyn-1-ol	CH3CCOH (g)	65.6	57.4	± 1.1	kJ/mol	56.0633 ± 0.0024	6175-54-8*0
25.2	Ethynol cation	[HCCOH]+ (g)	1063.8	1061.2	± 2.9	kJ/mol	42.0361 ± 0.0016	84005-02-7*0
22.2	Ethynol anion	[HCCOH]- (g)	163.5	165.0	± 3.3	kJ/mol	42.0372 ± 0.0016	864971-50-6*0
21.0	Ethynol	HCCOH (g, gauche triplet)	400.0	397.5	± 1.9	kJ/mol	42.0367 ± 0.0016	32038-79-2*11
16.7	Hydroxyoxoethenyl	HOCCO (g)	24.5	22.7	± 1.7	kJ/mol	57.0281 ± 0.0017	702699-39-6*0
15.2	Oxiranylidene	CH2(CO) (g, singlet)	213.5	209.2	± 1.4	kJ/mol	42.0367 ± 0.0016	50983-85-2*2
15.2	Oxiranylidene	CH2(CO) (g)	213.5	209.2	± 1.4	kJ/mol	42.0367 ± 0.0016	50983-85-2*0
15.1	Propyn-1-ol cation	[CH3CCOH]+ (g)	959.9	951.7	± 3.0	kJ/mol	56.0627 ± 0.0024	84005-04-9*0

Most Influential reactions involving HCCOH (g, singlet)

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	4478.1	HCCOH (g) → HCCOH (g, singlet)	Δ_rH°(0 K) = 0 ± 0 cm-1	Ruscic W1RO, Ruscic G4, Ruscic CBS-n
0.517	4470.8	HCCOH (g, singlet) → [HCCOH]+ (g)	Δ_rH°(0 K) = 10.044 ± 0.040 eV	Ruscic W1RO
0.432	4471.4	[HCCOH]- (g) → HCCOH (g, singlet)	Δ_rH°(0 K) = -0.733 ± 0.050 eV	Ruscic W1RO
0.325	5365.6	HOCCOH (g) + HCCH (g) → 2 HCCOH (g, singlet)	Δ_rH°(0 K) = -20.17 ± 2.00 kJ/mol	Klippenstein 2017
0.290	4471.2	[HCCOH]- (g) → HCCOH (g, singlet)	Δ_rH°(0 K) = -0.661 ± 0.061 eV	Ruscic G4
0.232	4475.13	HCCOH (g, singlet) → CH2CO (g)	Δ_rH°(0 K) = -140.21 ± 1.5 kJ/mol	Klippenstein 2017
0.171	5383.5	HOCCOH (g) + HCCO (g) → HOCCO (g) + HCCOH (g, singlet)	Δ_rH°(0 K) = -9.20 ± 0.85 kcal/mol	Ruscic W1RO
0.155	4470.4	HCCOH (g, singlet) → [HCCOH]+ (g)	Δ_rH°(0 K) = 10.021 ± 0.073 eV	Ruscic G4
0.152	5383.2	HOCCOH (g) + HCCO (g) → HOCCO (g) + HCCOH (g, singlet)	Δ_rH°(0 K) = -9.86 ± 0.90 kcal/mol	Ruscic G4
0.152	5383.4	HOCCOH (g) + HCCO (g) → HOCCO (g) + HCCOH (g, singlet)	Δ_rH°(0 K) = -9.31 ± 0.90 kcal/mol	Ruscic CBS-n
0.152	5383.1	HOCCOH (g) + HCCO (g) → HOCCO (g) + HCCOH (g, singlet)	Δ_rH°(0 K) = -8.99 ± 0.90 kcal/mol	Ruscic G3X
0.149	4471.1	[HCCOH]- (g) → HCCOH (g, singlet)	Δ_rH°(0 K) = -0.694 ± 0.085 eV	Ruscic G3X
0.147	4470.7	HCCOH (g, singlet) → [HCCOH]+ (g)	Δ_rH°(0 K) = 10.008 ± 0.075 eV	Ruscic CBS-n
0.139	4479.5	HCCOH (g, singlet) → HCCOH (g, gauche triplet)	Δ_rH°(0 K) = 25594 ± 420 cm-1	Ruscic W1RO
0.127	4471.3	[HCCOH]- (g) → HCCOH (g, singlet)	Δ_rH°(0 K) = -0.740 ± 0.092 eV	Ruscic CBS-n
0.123	5383.3	HOCCOH (g) + HCCO (g) → HOCCO (g) + HCCOH (g, singlet)	Δ_rH°(0 K) = -8.88 ± 1.00 kcal/mol	Ruscic CBS-n
0.121	4479.2	HCCOH (g, singlet) → HCCOH (g, gauche triplet)	Δ_rH°(0 K) = 25185 ± 450 cm-1	Ruscic G4
0.118	4479.4	HCCOH (g, singlet) → HCCOH (g, gauche triplet)	Δ_rH°(0 K) = 25370 ± 455 cm-1	Ruscic CBS-n
0.103	5365.5	HOCCOH (g) + HCCH (g) → 2 HCCOH (g, singlet)	Δ_rH°(0 K) = -4.72 ± 0.85 kcal/mol	Ruscic W1RO
0.102	4479.1	HCCOH (g, singlet) → HCCOH (g, gauche triplet)	Δ_rH°(0 K) = 25427 ± 490 cm-1	Ruscic G3X

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.