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].

1,2-Propadienyl anion

Formula: [CH2CCH]- (g)

CAS RN: 64066-06-4

ATcT ID: 64066-06-4*0

SMILES: C=C=[CH-]

InChI: InChI=1S/C3H3/c1-3-2/h1H,2H2/q-1

InChIKey: XPVBHDCWRJTAOG-UHFFFAOYSA-N

Hills Formula: C3H3-

2D Image:

Aliases: [CH2CCH]-; 1,2-Propadienyl anion; 1,2-Propadienyl ion (1-); Propadienyl anion; Propadienyl ion (1-); Allenyl anion; Allenyl ion (1-); CH2CCH-; [CHCCH2]-; CHCCH2-; [H2CCCH]-; H2CCCH-; [HCCCH2]-; HCCCH2-; [CH2=C=CH]-; CH2=C=CH-

Relative Molecular Mass: 39.0565 ± 0.0024

Δ_fH°(0 K)	Δ_fH°(298.15 K)	Uncertainty	Units
266.07	263.01	± 0.63	kJ/mol

3D Image of [CH2CCH]- (g)

spin ON spin OFF

Top contributors to the provenance of Δ_fH° of [CH2CCH]- (g)

The 20 contributors listed below account only for 68.9% of the provenance of Δ_fH° of [CH2CCH]- (g).
A total of 99 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
44.1	3521.1	[CH2CCH]- (g) → CH2CCH (g)	Δ_rH°(0 K) = 0.918 ± 0.008 eV	Robinson 1995
4.5	3521.2	[CH2CCH]- (g) → CH2CCH (g)	Δ_rH°(0 K) = 0.893 ± 0.025 eV	Oakes 1983a
4.1	3542.1	CH2CCH2 (g) + [CH3O]- (g) → CH3OH (g) + [CH2CCH]- (g)	Δ_rG°(298.15 K) = -2.10 ± 0.35 (×1.957) kcal/mol	Robinson 1995
1.3	3541.1	CH2CCH2 (g) + [CH3CH2O]- (g) → CH3CH2OH (g) + [CH2CCH]- (g)	Δ_rG°(298.15 K) = 0.77 ± 0.35 (×3.437) kcal/mol	Robinson 1995
1.2	3856.5	CH3CCCH3 (g) + [CH2CCH]- (g) → [CH3CCCH2]- (g) + CH3CCH (g)	Δ_rH°(0 K) = 4.83 ± 0.8 kcal/mol	Ruscic W1RO
1.1	3521.10	[CH2CCH]- (g) → CH2CCH (g)	Δ_rH°(0 K) = 0.908 ± 0.050 eV	Ruscic W1RO
1.0	3544.7	[CH3CC]- (g) → [CH2CCH]- (g)	Δ_rH°(0 K) = 0.84 ± 1.2 kcal/mol	Ruscic CBS-n
1.0	3544.8	[CH3CC]- (g) → [CH2CCH]- (g)	Δ_rH°(0 K) = 0.82 ± 1.2 kcal/mol	Ruscic W1RO
1.0	3857.1	CH3CHCCH2 (g) + [CH3O]- (g) → [CH3CCCH2]- (g) + CH3OH (g)	Δ_rG°(298.15 K) = 5 ± 2 kJ/mol	de Visser 1999, est unc
0.9	3518.12	CH2CCH (g) → 3 C (g) + 3 H (g)	Δ_rH°(0 K) = 2428.27 ± 1.0 kJ/mol	Vazquez 2009
0.9	3523.8	[CH2CCH]- (g) → 3 C (g) + 3 H (g)	Δ_rH°(0 K) = 601.49 ± 1.50 kcal/mol	Ruscic W1RO
0.9	3544.4	[CH3CC]- (g) → [CH2CCH]- (g)	Δ_rH°(0 K) = 0.87 ± 1.3 kcal/mol	Ruscic G4
0.8	3523.7	[CH2CCH]- (g) → 3 C (g) + 3 H (g)	Δ_rH°(0 K) = 601.40 ± 1.60 kcal/mol	Ruscic CBS-n
0.8	3523.4	[CH2CCH]- (g) → 3 C (g) + 3 H (g)	Δ_rH°(0 K) = 602.01 ± 1.60 kcal/mol	Ruscic G4
0.8	3899.5	CH3CH2CCH (g) → [CH3CHCCH]- (g) + H+ (g)	Δ_rH°(0 K) = 383.72 ± 0.90 kcal/mol	Ruscic W1RO
0.8	3518.13	CH2CCH (g) → 3 C (g) + 3 H (g)	Δ_rH°(0 K) = 2427.89 ± 1.1 kJ/mol	Vazquez 2009, est unc
0.8	3897.5	CH3CHCCH2 (g) → [CH3CHCCH]- (g) + H+ (g)	Δ_rH°(0 K) = 384.75 ± 0.90 kcal/mol	Ruscic W1RO
0.7	3856.4	CH3CCCH3 (g) + [CH2CCH]- (g) → [CH3CCCH2]- (g) + CH3CCH (g)	Δ_rH°(0 K) = 5.02 ± 1.0 kcal/mol	Ruscic CBS-n
0.7	3856.2	CH3CCCH3 (g) + [CH2CCH]- (g) → [CH3CCCH2]- (g) + CH3CCH (g)	Δ_rH°(0 K) = 4.55 ± 1.0 kcal/mol	Ruscic G4
0.7	3544.3	[CH3CC]- (g) → [CH2CCH]- (g)	Δ_rH°(0 K) = 0.77 ± 1.4 kcal/mol	Ruscic G3X

Top 10 species with enthalpies of formation correlated to the Δ_fH° of [CH2CCH]- (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
37.8	Propargyl	CH2CCH (g)	354.08	351.49	± 0.31	kJ/mol	39.0559 ± 0.0024	2932-78-7*0
37.7	Propargylium	[CH2CCH]+ (g)	1193.55	1190.74	± 0.31	kJ/mol	39.0554 ± 0.0024	21540-27-2*0
32.3	1,2-Butadienyl anion	[CH3CHCCH]- (g)	255.7	246.2	± 1.1	kJ/mol	53.0830 ± 0.0032	65114-67-2*0
21.4	2-Butyn-1-yl anion	[CH3CCCH2]- (g)	253.7	244.9	± 1.1	kJ/mol	53.0830 ± 0.0032	65114-66-1*0
18.1	2-Propenylidene anion	[CHCHCH]- (g)	535.9	532.6	± 1.7	kJ/mol	39.0565 ± 0.0024	98705-30-7*0
17.9	Cycloprop-2-enyl	CH(CHCH) (g)	490.32	485.77	± 0.57	kJ/mol	39.0559 ± 0.0024	28933-84-8*0
17.9	2-Propenylidyne anion	[CH2CHC]- (g)	464.6	460.9	± 1.7	kJ/mol	39.0565 ± 0.0024	120126-89-8*0
17.8	Propyne	CH3CCH (g)	192.70	185.55	± 0.20	kJ/mol	40.0639 ± 0.0024	74-99-7*0
17.6	Allene	CH2CCH2 (g)	197.47	190.01	± 0.22	kJ/mol	40.0639 ± 0.0024	463-49-0*0
17.5	Allene cation	[CH2CCH2]+ (g)	1132.26	1125.11	± 0.22	kJ/mol	40.0633 ± 0.0024	65812-77-3*0

Most Influential reactions involving [CH2CCH]- (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
0.574	3521.1	[CH2CCH]- (g) → CH2CCH (g)	Δ_rH°(0 K) = 0.918 ± 0.008 eV	Robinson 1995
0.114	3596.5	[CHCHCH]- (g) → [CH2CCH]- (g)	Δ_rH°(0 K) = -64.69 ± 1.2 kcal/mol	Ruscic W1RO
0.113	3577.5	[CH2CHC]- (g) → [CH2CCH]- (g)	Δ_rH°(0 K) = -47.39 ± 1.2 kcal/mol	Ruscic W1RO
0.107	3856.5	CH3CCCH3 (g) + [CH2CCH]- (g) → [CH3CCCH2]- (g) + CH3CCH (g)	Δ_rH°(0 K) = 4.83 ± 0.8 kcal/mol	Ruscic W1RO
0.101	3900.5	CH3CH2CCH (g) + [CH2CCH]- (g) → [CH3CHCCH]- (g) + CH3CCH (g)	Δ_rH°(0 K) = 0.41 ± 0.8 kcal/mol	Ruscic W1RO
0.099	3898.5	CH3CHCCH2 (g) + [CH2CCH]- (g) → [CH3CHCCH]- (g) + CH2CCH2 (g)	Δ_rH°(0 K) = 2.57 ± 0.8 kcal/mol	Ruscic W1RO
0.097	3596.4	[CHCHCH]- (g) → [CH2CCH]- (g)	Δ_rH°(0 K) = -65.50 ± 1.3 kcal/mol	Ruscic CBS-n
0.097	3596.2	[CHCHCH]- (g) → [CH2CCH]- (g)	Δ_rH°(0 K) = -63.89 ± 1.3 kcal/mol	Ruscic G4
0.096	3577.2	[CH2CHC]- (g) → [CH2CCH]- (g)	Δ_rH°(0 K) = -47.45 ± 1.3 kcal/mol	Ruscic G4
0.096	3577.4	[CH2CHC]- (g) → [CH2CCH]- (g)	Δ_rH°(0 K) = -47.33 ± 1.3 kcal/mol	Ruscic CBS-n
0.084	3596.1	[CHCHCH]- (g) → [CH2CCH]- (g)	Δ_rH°(0 K) = -64.14 ± 1.4 kcal/mol	Ruscic G3X
0.083	3577.1	[CH2CHC]- (g) → [CH2CCH]- (g)	Δ_rH°(0 K) = -47.46 ± 1.4 kcal/mol	Ruscic G3X
0.068	3856.4	CH3CCCH3 (g) + [CH2CCH]- (g) → [CH3CCCH2]- (g) + CH3CCH (g)	Δ_rH°(0 K) = 5.02 ± 1.0 kcal/mol	Ruscic CBS-n
0.068	3856.2	CH3CCCH3 (g) + [CH2CCH]- (g) → [CH3CCCH2]- (g) + CH3CCH (g)	Δ_rH°(0 K) = 4.55 ± 1.0 kcal/mol	Ruscic G4
0.064	3900.4	CH3CH2CCH (g) + [CH2CCH]- (g) → [CH3CHCCH]- (g) + CH3CCH (g)	Δ_rH°(0 K) = -0.06 ± 1.0 kcal/mol	Ruscic CBS-n
0.064	3900.2	CH3CH2CCH (g) + [CH2CCH]- (g) → [CH3CHCCH]- (g) + CH3CCH (g)	Δ_rH°(0 K) = 0.25 ± 1.0 kcal/mol	Ruscic G4
0.064	3596.3	[CHCHCH]- (g) → [CH2CCH]- (g)	Δ_rH°(0 K) = -64.52 ± 1.6 kcal/mol	Ruscic CBS-n
0.063	3577.3	[CH2CHC]- (g) → [CH2CCH]- (g)	Δ_rH°(0 K) = -47.18 ± 1.6 kcal/mol	Ruscic CBS-n
0.063	3898.2	CH3CHCCH2 (g) + [CH2CCH]- (g) → [CH3CHCCH]- (g) + CH2CCH2 (g)	Δ_rH°(0 K) = 2.44 ± 1.0 kcal/mol	Ruscic G4
0.063	3898.4	CH3CHCCH2 (g) + [CH2CCH]- (g) → [CH3CHCCH]- (g) + CH2CCH2 (g)	Δ_rH°(0 K) = 2.43 ± 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.