Selected ATcT [1, 2] enthalpy of formation based on version 1.130 of the Thermochemical Network [3]

This version of ATcT results[4] was generated by additional expansion of version 1.128 [5,6] to include with the calculations provided in reference [4].

2-Cyanovinyl

Formula: CHCHCN (g, anti)
CAS RN: 189141-20-6
ATcT ID: 189141-20-6*1
SMILES: [CH]=CC#N
InChI: InChI=1S/C3H2N/c1-2-3-4/h1-2H
InChIKey: ACZFFSJOJCAPKP-UHFFFAOYSA-N
Hills Formula: C3H2N1

2D Image:

[CH]=CC#N
Aliases: CHCHCN; 2-Cyanovinyl; 2-Cyanoethenyl
Relative Molecular Mass: 52.0547 ± 0.0024

   ΔfH°(0 K)   ΔfH°(298.15 K)UncertaintyUnits
448.20445.74± 0.97kJ/mol

3D Image of CHCHCN (g, anti)

spin ON           spin OFF
          

Top contributors to the provenance of ΔfH° of CHCHCN (g, anti)

The 20 contributors listed below account only for 54.4% of the provenance of ΔfH° of CHCHCN (g, anti).
A total of 94 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
7.47594.6 CHCHCN (g, syn) → CHCHCN (g, anti) ΔrH°(0 K) = 0.70 ± 1.0 kJ/molJohansen 2019, est unc
5.27592.1 CH4 (g) NH3 (g) → CHCHCN (g, syn) + 13/2 H2 (g) ΔrH°(0 K) = 685.45 ± 3.0 kJ/molKlippenstein 2017
4.27602.5 CH2CHCN (g, singlet) CH2CH (g) → CHCHCN (g, anti) CH2CH2 (g) ΔrH°(0 K) = 2.99 ± 0.85 kcal/molRuscic W1RO
3.87602.4 CH2CHCN (g, singlet) CH2CH (g) → CHCHCN (g, anti) CH2CH2 (g) ΔrH°(0 K) = 3.56 ± 0.90 kcal/molRuscic CBS-n
3.87602.1 CH2CHCN (g, singlet) CH2CH (g) → CHCHCN (g, anti) CH2CH2 (g) ΔrH°(0 K) = 3.83 ± 0.90 kcal/molRuscic G3X
3.87602.2 CH2CHCN (g, singlet) CH2CH (g) → CHCHCN (g, anti) CH2CH2 (g) ΔrH°(0 K) = 3.27 ± 0.90 kcal/molRuscic G4
3.37596.1 CHCHCN (g, anti) → CH2CCN (g) ΔrH°(0 K) = -29.55 ± 4.0 kJ/molJohansen 2019, est unc
3.07602.3 CH2CHCN (g, singlet) CH2CH (g) → CHCHCN (g, anti) CH2CH2 (g) ΔrH°(0 K) = 2.62 ± 1.0 kcal/molRuscic CBS-n
2.37595.1 CHCHCN (g, syn) → CH2CCN (g) ΔrH°(0 K) = -30.90 ± 3.0 kJ/molKlippenstein 2017
2.37582.5 CHCHCN (g, anti) → 3 C (g) + 2 H (g) N (g) ΔrH°(0 K) = 618.79 ± 1.50 kcal/molRuscic W1RO
2.07582.2 CHCHCN (g, anti) → 3 C (g) + 2 H (g) N (g) ΔrH°(0 K) = 619.76 ± 1.60 kcal/molRuscic G4
2.07582.4 CHCHCN (g, anti) → 3 C (g) + 2 H (g) N (g) ΔrH°(0 K) = 617.30 ± 1.60 kcal/molRuscic CBS-n
1.77582.1 CHCHCN (g, anti) → 3 C (g) + 2 H (g) N (g) ΔrH°(0 K) = 619.48 ± 1.72 kcal/molRuscic G3X
1.57584.5 CHCHCN (g, anti) → [CHCHCN]+ (g, anti triplet) ΔrH°(0 K) = 11.088 ± 0.040 eVRuscic W1RO
1.47601.5 CH2CHCN (g, singlet) → CHCHCN (g, anti) H (g) ΔrH°(0 K) = 112.28 ± 1.50 kcal/molRuscic W1RO
1.37595.2 CHCHCN (g, syn) → CH2CCN (g) ΔrH°(0 K) = -28.85 ± 4.0 kJ/molJohansen 2019, est unc
1.27601.2 CH2CHCN (g, singlet) → CHCHCN (g, anti) H (g) ΔrH°(0 K) = 111.69 ± 1.60 kcal/molRuscic G4
1.27601.4 CH2CHCN (g, singlet) → CHCHCN (g, anti) H (g) ΔrH°(0 K) = 113.17 ± 1.60 kcal/molRuscic CBS-n
1.17583.5 CHCHCN (g, syn) → 3 C (g) + 2 H (g) N (g) ΔrH°(0 K) = 618.78 ± 1.50 kcal/molRuscic W1RO
1.17582.3 CHCHCN (g, anti) → 3 C (g) + 2 H (g) N (g) ΔrH°(0 K) = 617.83 ± 2.16 kcal/molRuscic CBS-n

Top 10 species with enthalpies of formation correlated to the ΔfH° of CHCHCN (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 Image    ΔfH°(0 K)    ΔfH°(298.15 K) Uncertainty Units Relative
Molecular
Mass
ATcT ID
70.6 2-CyanovinylCHCHCN (g, syn)[CH]=CC#N447.78445.29± 0.99kJ/mol52.0547 ±
0.0024
189141-20-6*2
70.6 2-CyanovinylCHCHCN (g)[CH]=CC#N447.78445.38± 0.99kJ/mol52.0547 ±
0.0024
189141-20-6*0
32.7 AcrylonitrileCH2CHCN (g, singlet)C=CC#N193.82187.06± 0.66kJ/mol53.0627 ±
0.0024
107-13-1*1
32.7 AcrylonitrileCH2CHCN (g)C=CC#N193.82187.06± 0.66kJ/mol53.0627 ±
0.0024
107-13-1*0
32.2 2-IsocyanovinylCHCHNC (g)[CH]=C[N+]#[C-]543.2541.8± 1.7kJ/mol52.0547 ±
0.0024
225798-14-1*0
32.2 2-IsocyanovinylCHCHNC (g, anti)[CH]=C[N+]#[C-]543.2541.3± 1.7kJ/mol52.0547 ±
0.0024
225798-14-1*1
29.5 2-IsocyanovinylCHCHNC (g, syn)[CH]=C[N+]#[C-]544.6542.6± 1.7kJ/mol52.0547 ±
0.0024
225798-14-1*2
28.5 2-Cyanovinylium[CHCHCN]+ (g, anti triplet)[CH+]=CC#N1517.21515.1± 1.8kJ/mol52.0542 ±
0.0024
85398-67-0*21
28.5 2-Cyanovinylium[CHCHCN]+ (g, triplet)[CH+]=CC#N1517.31515.2± 1.8kJ/mol52.0542 ±
0.0024
85398-67-0*2
26.6 AcrylonitrileCH2CHCN (cr,l)C=CC#N146.33154.00± 0.77kJ/mol53.0627 ±
0.0024
107-13-1*500

Most Influential reactions involving CHCHCN (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
0.5617594.6 CHCHCN (g, syn) → CHCHCN (g, anti) ΔrH°(0 K) = 0.70 ± 1.0 kJ/molJohansen 2019, est unc
0.1987584.5 CHCHCN (g, anti) → [CHCHCN]+ (g, anti triplet) ΔrH°(0 K) = 11.088 ± 0.040 eVRuscic W1RO
0.1357586.5 [CHCHCN]- (g, anti) → CHCHCN (g, anti) ΔrH°(0 K) = 1.871 ± 0.050 eVRuscic W1RO
0.1057608.5 CHCHNC (g, anti) → CHCHCN (g, anti) ΔrH°(0 K) = -23.09 ± 1.2 kcal/molRuscic W1RO
0.0957596.1 CHCHCN (g, anti) → CH2CCN (g) ΔrH°(0 K) = -29.55 ± 4.0 kJ/molJohansen 2019, est unc
0.0917586.2 [CHCHCN]- (g, anti) → CHCHCN (g, anti) ΔrH°(0 K) = 1.892 ± 0.061 eVRuscic G4
0.0897608.4 CHCHNC (g, anti) → CHCHCN (g, anti) ΔrH°(0 K) = -22.20 ± 1.3 kcal/molRuscic CBS-n
0.0897608.2 CHCHNC (g, anti) → CHCHCN (g, anti) ΔrH°(0 K) = -22.52 ± 1.3 kcal/molRuscic G4
0.0777608.1 CHCHNC (g, anti) → CHCHCN (g, anti) ΔrH°(0 K) = -23.11 ± 1.4 kcal/molRuscic G3X
0.0777602.5 CH2CHCN (g, singlet) CH2CH (g) → CHCHCN (g, anti) CH2CH2 (g) ΔrH°(0 K) = 2.99 ± 0.85 kcal/molRuscic W1RO
0.0687602.4 CH2CHCN (g, singlet) CH2CH (g) → CHCHCN (g, anti) CH2CH2 (g) ΔrH°(0 K) = 3.56 ± 0.90 kcal/molRuscic CBS-n
0.0687602.1 CH2CHCN (g, singlet) CH2CH (g) → CHCHCN (g, anti) CH2CH2 (g) ΔrH°(0 K) = 3.83 ± 0.90 kcal/molRuscic G3X
0.0687602.2 CH2CHCN (g, singlet) CH2CH (g) → CHCHCN (g, anti) CH2CH2 (g) ΔrH°(0 K) = 3.27 ± 0.90 kcal/molRuscic G4
0.0597584.2 CHCHCN (g, anti) → [CHCHCN]+ (g, anti triplet) ΔrH°(0 K) = 11.115 ± 0.073 eVRuscic G4
0.0597608.3 CHCHNC (g, anti) → CHCHCN (g, anti) ΔrH°(0 K) = -22.61 ± 1.6 kcal/molRuscic CBS-n
0.0567584.4 CHCHCN (g, anti) → [CHCHCN]+ (g, anti triplet) ΔrH°(0 K) = 11.034 ± 0.075 eVRuscic CBS-n
0.0557602.3 CH2CHCN (g, singlet) CH2CH (g) → CHCHCN (g, anti) CH2CH2 (g) ΔrH°(0 K) = 2.62 ± 1.0 kcal/molRuscic CBS-n
0.0477586.1 [CHCHCN]- (g, anti) → CHCHCN (g, anti) ΔrH°(0 K) = 1.900 ± 0.085 eVRuscic G3X
0.0437594.5 CHCHCN (g, syn) → CHCHCN (g, anti) ΔrH°(0 K) = -2 ± 300 cm-1Ruscic W1RO
0.0417586.4 [CHCHCN]- (g, anti) → CHCHCN (g, anti) ΔrH°(0 K) = 1.904 ± 0.090 eVRuscic 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 21st 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. 1.130 of the Thermochemical Network. Argonne National Laboratory, Lemont, Illinois 2023; available at ATcT.anl.gov
[DOI: 10.17038/CSE/1997229]
4   N. Genossar, P. B. Changala, B. Gans, J.-C. Loison, S. Hartweg, M.-A. Martin-Drumel, G. A. Garcia, J. F. Stanton, B. Ruscic, and J. H. Baraban
Ring-Opening Dynamics of the Cyclopropyl Radical and Cation: the Transition State Nature of the Cyclopropyl Cation
J. Am. Chem. Soc. 144, 18518-18525 (2022) [DOI: 10.1021/jacs.2c07740]
5   B. Ruscic and D. H. Bross
Active Thermochemical Tables: The Thermophysical and Thermochemical Properties of Methyl, CH3, and Methylene, CH2, Corrected for Nonrigid Rotor and Anharmonic Oscillator Effects.
Mol. Phys. e1969046 (2021) [DOI: 10.1080/00268976.2021.1969046]
6   J. H. Thorpe, J. L. Kilburn, D. Feller, P. B. Changala, D. H. Bross, B. Ruscic, and J. F. Stanton,
Elaborated Thermochemical Treatment of HF, CO, N2, and H2O: Insight into HEAT and Its Extensions
J. Chem. Phys. 155, 184109 (2021) [DOI: 10.1063/5.0069322]
7   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]
8   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 [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.