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-Cyanovinylium

Formula: [CHCHCN]+ (g, anti triplet)

CAS RN: 85398-67-0

ATcT ID: 85398-67-0*21

SMILES: [CH+]=CC#N

InChI: InChI=1S/C3H2N/c1-2-3-4/h1-2H/q+1

InChIKey: XTUVRRQCPWMQKC-UHFFFAOYSA-N

Hills Formula: C3H2N1+

2D Image:

Aliases: [CHCHCN]+; 2-Cyanovinylium; 2-Cyanoethenylium; CHCHCN+

Relative Molecular Mass: 52.0542 ± 0.0024

Δ_fH°(0 K)	Δ_fH°(298.15 K)	Uncertainty	Units
1517.3	1515.1	± 1.8	kJ/mol

3D Image of [CHCHCN]+ (g, anti triplet)

spin ON spin OFF

Top contributors to the provenance of Δ_fH° of [CHCHCN]+ (g, anti triplet)

The 20 contributors listed below account only for 86.0% of the provenance of Δ_fH° of [CHCHCN]+ (g, anti triplet).
A total of 23 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
14.0	8286.5	CHCHCN (g, anti) → [CHCHCN]+ (g, anti triplet)	Δ_rH°(0 K) = 11.088 ± 0.040 eV	Ruscic W1RO
7.4	8290.5	[CHCHCN]+ (g, anti triplet) → 3 C (g) + 2 H (g) + N (g)	Δ_rH°(0 K) = 363.10 ± 1.50 kcal/mol	Ruscic W1RO
6.5	8290.2	[CHCHCN]+ (g, anti triplet) → 3 C (g) + 2 H (g) + N (g)	Δ_rH°(0 K) = 363.44 ± 1.60 kcal/mol	Ruscic G4
6.5	8290.4	[CHCHCN]+ (g, anti triplet) → 3 C (g) + 2 H (g) + N (g)	Δ_rH°(0 K) = 362.85 ± 1.60 kcal/mol	Ruscic CBS-n
5.6	8290.1	[CHCHCN]+ (g, anti triplet) → 3 C (g) + 2 H (g) + N (g)	Δ_rH°(0 K) = 364.16 ± 1.72 kcal/mol	Ruscic G3X
4.7	8287.5	CHCHCN (g, syn) → [CHCHCN]+ (g, syn triplet)	Δ_rH°(0 K) = 11.090 ± 0.040 eV	Ruscic W1RO
4.2	8286.2	CHCHCN (g, anti) → [CHCHCN]+ (g, anti triplet)	Δ_rH°(0 K) = 11.115 ± 0.073 eV	Ruscic G4
4.0	8286.4	CHCHCN (g, anti) → [CHCHCN]+ (g, anti triplet)	Δ_rH°(0 K) = 11.034 ± 0.075 eV	Ruscic CBS-n
3.5	8290.3	[CHCHCN]+ (g, anti triplet) → 3 C (g) + 2 H (g) + N (g)	Δ_rH°(0 K) = 362.26 ± 2.16 kcal/mol	Ruscic CBS-n
3.0	8300.5	[CHCHCN]+ (g, anti triplet) → [CHCHCN]+ (g, syn triplet)	Δ_rH°(0 K) = 22 ± 300 cm-1	Ruscic W1RO
3.0	8291.5	[CHCHCN]+ (g, syn triplet) → 3 C (g) + 2 H (g) + N (g)	Δ_rH°(0 K) = 363.04 ± 1.50 kcal/mol	Ruscic W1RO
2.8	8300.2	[CHCHCN]+ (g, anti triplet) → [CHCHCN]+ (g, syn triplet)	Δ_rH°(0 K) = 33 ± 310 cm-1	Ruscic G4
2.8	8300.4	[CHCHCN]+ (g, anti triplet) → [CHCHCN]+ (g, syn triplet)	Δ_rH°(0 K) = -9 ± 310 cm-1	Ruscic CBS-n
2.7	8300.1	[CHCHCN]+ (g, anti triplet) → [CHCHCN]+ (g, syn triplet)	Δ_rH°(0 K) = 31 ± 315 cm-1	Ruscic G3X
2.6	8291.2	[CHCHCN]+ (g, syn triplet) → 3 C (g) + 2 H (g) + N (g)	Δ_rH°(0 K) = 363.35 ± 1.60 kcal/mol	Ruscic G4
2.6	8291.4	[CHCHCN]+ (g, syn triplet) → 3 C (g) + 2 H (g) + N (g)	Δ_rH°(0 K) = 362.88 ± 1.60 kcal/mol	Ruscic CBS-n
2.6	8286.1	CHCHCN (g, anti) → [CHCHCN]+ (g, anti triplet)	Δ_rH°(0 K) = 11.072 ± 0.093 eV	Ruscic G3X
2.2	8286.3	CHCHCN (g, anti) → [CHCHCN]+ (g, anti triplet)	Δ_rH°(0 K) = 11.083 ± 0.099 eV	Ruscic CBS-n
2.2	8291.1	[CHCHCN]+ (g, syn triplet) → 3 C (g) + 2 H (g) + N (g)	Δ_rH°(0 K) = 364.07 ± 1.72 kcal/mol	Ruscic G3X
2.2	8300.3	[CHCHCN]+ (g, anti triplet) → [CHCHCN]+ (g, syn triplet)	Δ_rH°(0 K) = 8 ± 350 cm-1	Ruscic CBS-n

Top 10 species with enthalpies of formation correlated to the Δ_fH° of [CHCHCN]+ (g, anti triplet)

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-Cyanovinylium	[CHCHCN]+ (g, triplet)	1517.3	1515.2	± 1.8	kJ/mol	52.0542 ± 0.0024	85398-67-0*2
63.6	2-Cyanovinylium	[CHCHCN]+ (g, syn triplet)	1517.5	1515.3	± 1.8	kJ/mol	52.0542 ± 0.0024	85398-67-0*22
28.3	2-Cyanovinyl	CHCHCN (g, anti)	448.28	445.82	± 0.97	kJ/mol	52.0547 ± 0.0024	189141-20-6*1
26.0	2-Cyanovinyl	CHCHCN (g, syn)	447.86	445.37	± 0.98	kJ/mol	52.0547 ± 0.0024	189141-20-6*2
26.0	2-Cyanovinyl	CHCHCN (g)	447.86	445.45	± 0.98	kJ/mol	52.0547 ± 0.0024	189141-20-6*0
9.9	2-Isocyanovinyl	CHCHNC (g)	543.3	541.8	± 1.7	kJ/mol	52.0547 ± 0.0024	225798-14-1*0
9.9	2-Isocyanovinyl	CHCHNC (g, anti)	543.3	541.3	± 1.7	kJ/mol	52.0547 ± 0.0024	225798-14-1*1
9.7	2-Isocyanovinyl	CHCHNC (g, syn)	544.6	542.7	± 1.7	kJ/mol	52.0547 ± 0.0024	225798-14-1*2
9.5	Acrylonitrile	CH2CHCN (g, singlet)	194.02	187.26	± 0.60	kJ/mol	53.0627 ± 0.0024	107-13-1*1
9.5	Acrylonitrile	CH2CHCN (g)	194.02	187.26	± 0.60	kJ/mol	53.0627 ± 0.0024	107-13-1*0

Most Influential reactions involving [CHCHCN]+ (g, anti triplet)

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	8299.1	[CHCHCN]+ (g, triplet) → [CHCHCN]+ (g, anti triplet)	Δ_rH°(0 K) = 0 ± 0 cm-1	Ruscic CBS-n, Ruscic G3X, Ruscic W1RO, Ruscic G4
0.197	8286.5	CHCHCN (g, anti) → [CHCHCN]+ (g, anti triplet)	Δ_rH°(0 K) = 11.088 ± 0.040 eV	Ruscic W1RO
0.167	8300.5	[CHCHCN]+ (g, anti triplet) → [CHCHCN]+ (g, syn triplet)	Δ_rH°(0 K) = 22 ± 300 cm-1	Ruscic W1RO
0.156	8300.2	[CHCHCN]+ (g, anti triplet) → [CHCHCN]+ (g, syn triplet)	Δ_rH°(0 K) = 33 ± 310 cm-1	Ruscic G4
0.156	8300.4	[CHCHCN]+ (g, anti triplet) → [CHCHCN]+ (g, syn triplet)	Δ_rH°(0 K) = -9 ± 310 cm-1	Ruscic CBS-n
0.151	8300.1	[CHCHCN]+ (g, anti triplet) → [CHCHCN]+ (g, syn triplet)	Δ_rH°(0 K) = 31 ± 315 cm-1	Ruscic G3X
0.123	8300.3	[CHCHCN]+ (g, anti triplet) → [CHCHCN]+ (g, syn triplet)	Δ_rH°(0 K) = 8 ± 350 cm-1	Ruscic CBS-n
0.074	8290.5	[CHCHCN]+ (g, anti triplet) → 3 C (g) + 2 H (g) + N (g)	Δ_rH°(0 K) = 363.10 ± 1.50 kcal/mol	Ruscic W1RO
0.065	8290.4	[CHCHCN]+ (g, anti triplet) → 3 C (g) + 2 H (g) + N (g)	Δ_rH°(0 K) = 362.85 ± 1.60 kcal/mol	Ruscic CBS-n
0.065	8290.2	[CHCHCN]+ (g, anti triplet) → 3 C (g) + 2 H (g) + N (g)	Δ_rH°(0 K) = 363.44 ± 1.60 kcal/mol	Ruscic G4
0.059	8286.2	CHCHCN (g, anti) → [CHCHCN]+ (g, anti triplet)	Δ_rH°(0 K) = 11.115 ± 0.073 eV	Ruscic G4
0.056	8290.1	[CHCHCN]+ (g, anti triplet) → 3 C (g) + 2 H (g) + N (g)	Δ_rH°(0 K) = 364.16 ± 1.72 kcal/mol	Ruscic G3X
0.056	8286.4	CHCHCN (g, anti) → [CHCHCN]+ (g, anti triplet)	Δ_rH°(0 K) = 11.034 ± 0.075 eV	Ruscic CBS-n
0.036	8286.1	CHCHCN (g, anti) → [CHCHCN]+ (g, anti triplet)	Δ_rH°(0 K) = 11.072 ± 0.093 eV	Ruscic G3X
0.036	8290.3	[CHCHCN]+ (g, anti triplet) → 3 C (g) + 2 H (g) + N (g)	Δ_rH°(0 K) = 362.26 ± 2.16 kcal/mol	Ruscic CBS-n
0.032	8286.3	CHCHCN (g, anti) → [CHCHCN]+ (g, anti triplet)	Δ_rH°(0 K) = 11.083 ± 0.099 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. 1.202 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.