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].

Acrylonitrile

Formula: CH2CHCN (cr,l)

CAS RN: 107-13-1

ATcT ID: 107-13-1*500

SMILES: C=CC#N

InChI: InChI=1S/C3H3N/c1-2-3-4/h2H,1H2

InChIKey: NLHHRLWOUZZQLW-UHFFFAOYSA-N

Hills Formula: C3H3N1

2D Image:

Aliases: CH2CHCN; Acrylonitrile; 2-Propenenitrile; Vinyl cyanide; Acrylon; Carbacryl; Cyanoethene; Cyanoethylene; Fumigrain; NSC 6362; Propenenitrile; VCN; Ventox; 292638-86-9; 1-Cyano-1,2-ethanediyl

Relative Molecular Mass: 53.0627 ± 0.0024

Δ_fH°(0 K)	Δ_fH°(298.15 K)	Uncertainty	Units
146.51	154.17	± 0.73	kJ/mol

Top contributors to the provenance of Δ_fH° of CH2CHCN (cr,l)

The 20 contributors listed below account only for 65.0% of the provenance of Δ_fH° of CH2CHCN (cr,l).
A total of 156 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
26.3	8022.4	CH2CHCN (cr,l) → CH2CHCN (g)	Δ_rH°(292 K) = 33.2 ± 0.5 kJ/mol	Sevrugova 1964, est unc
5.4	8012.1	3 CH4 (g) + NH3 (g) → CH2CHCN (g) + 6 H2 (g)	Δ_rH°(0 K) = 431.93 ± 2.0 kJ/mol	Klippenstein 2017
5.3	8021.3	2 CH2CHCN (cr,l) + 15/2 O2 (g) → 6 CO2 (g) + 3 H2O (cr,l) + N2 (g)	Δ_rH°(298.15 K) = -841.64 ± 1.5 kcal/mol	Bestul 1947, Stamm 1949, est unc
3.6	8015.6	CH2CHCN (g) + HCCH (g) → HCCCN (g) + CH2CH2 (g)	Δ_rH°(0 K) = 10.40 ± 2.0 kJ/mol	Klippenstein 2017
3.6	8021.2	2 CH2CHCN (cr,l) + 15/2 O2 (g) → 6 CO2 (g) + 3 H2O (cr,l) + N2 (g)	Δ_rH°(298.15 K) = -841.1 ± 1.4 (×1.297) kcal/mol	Davis 1945
3.2	8014.6	CH2CHCN (g) + CH4 (g) → CH2CH2 (g) + CH3CN (g)	Δ_rH°(0 K) = 13.2 ± 2.5 kJ/mol	Klopper 2010a, est unc
2.3	8011.6	CH2CHCN (g) → 3 C (g) + 3 H (g) + N (g)	Δ_rH°(0 K) = 3056.9 ± 3.0 kJ/mol	Klopper 2010a
2.3	8022.1	CH2CHCN (cr,l) → CH2CHCN (g)	Δ_rH°(313.15 K) = 7.8 ± 0.4 kcal/mol	Davis 1945
1.5	8022.2	CH2CHCN (cr,l) → CH2CHCN (g)	Δ_rH°(298.15 K) = 7.85 ± 0.5 kcal/mol	Bestul 1947, Stamm 1949, est unc
1.4	8014.5	CH2CHCN (g) + CH4 (g) → CH2CH2 (g) + CH3CN (g)	Δ_rH°(0 K) = 3.15 ± 0.9 kcal/mol	Ruscic W1RO
1.3	8022.3	CH2CHCN (cr,l) → CH2CHCN (g)	Δ_rH°(318 K) = 31.5 ± 2.2 kJ/mol	Gudkov 1964, 2nd Law
1.1	8014.4	CH2CHCN (g) + CH4 (g) → CH2CH2 (g) + CH3CN (g)	Δ_rH°(0 K) = 3.63 ± 1.0 kcal/mol	Ruscic CBS-n
1.1	8014.2	CH2CHCN (g) + CH4 (g) → CH2CH2 (g) + CH3CN (g)	Δ_rH°(0 K) = 3.58 ± 1.0 kcal/mol	Ruscic G4
1.0	8021.1	2 CH2CHCN (cr,l) + 15/2 O2 (g) → 6 CO2 (g) + 3 H2O (cr,l) + N2 (g)	Δ_rH°(298.15 K) = -839.58 ± 1.0 (×3.364) kcal/mol	Hall 1971, est unc
1.0	8015.5	CH2CHCN (g) + HCCH (g) → HCCCN (g) + CH2CH2 (g)	Δ_rH°(0 K) = 2.53 ± 0.9 kcal/mol	Ruscic W1RO
0.9	8014.1	CH2CHCN (g) + CH4 (g) → CH2CH2 (g) + CH3CN (g)	Δ_rH°(0 K) = 3.66 ± 1.1 kcal/mol	Ruscic G3X
0.8	8015.4	CH2CHCN (g) + HCCH (g) → HCCCN (g) + CH2CH2 (g)	Δ_rH°(0 K) = 1.66 ± 1.0 kcal/mol	Ruscic CBS-n
0.8	8015.2	CH2CHCN (g) + HCCH (g) → HCCCN (g) + CH2CH2 (g)	Δ_rH°(0 K) = 2.44 ± 1.0 kcal/mol	Ruscic G4
0.6	8015.1	CH2CHCN (g) + HCCH (g) → HCCCN (g) + CH2CH2 (g)	Δ_rH°(0 K) = 1.96 ± 1.1 kcal/mol	Ruscic G3X
0.6	8014.3	CH2CHCN (g) + CH4 (g) → CH2CH2 (g) + CH3CN (g)	Δ_rH°(0 K) = 3.37 ± 1.3 kcal/mol	Ruscic CBS-n

Top 10 species with enthalpies of formation correlated to the Δ_fH° of CH2CHCN (cr,l)

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
78.9	Acrylonitrile	CH2CHCN (g)	194.00	187.23	± 0.60	kJ/mol	53.0627 ± 0.0024	107-13-1*0
78.9	Acrylonitrile	CH2CHCN (g, singlet)	194.00	187.23	± 0.60	kJ/mol	53.0627 ± 0.0024	107-13-1*1
38.9	Isocyanoethene	CH2CHNC (g)	285.29	278.79	± 0.92	kJ/mol	53.0627 ± 0.0024	14668-82-7*0
38.9	Isocyanoethene	CH2CHNC (g, singlet)	285.29	278.79	± 0.92	kJ/mol	53.0627 ± 0.0024	14668-82-7*1
32.2	1-Cyanovinyl anion	[CH2CCN]- (g)	224.3	221.5	± 1.2	kJ/mol	52.0553 ± 0.0024	36259-97-9*0
24.1	2-Cyanovinyl	CHCHCN (g, anti)	448.26	445.80	± 0.97	kJ/mol	52.0547 ± 0.0024	189141-20-6*1
20.4	2-Cyanovinyl	CHCHCN (g, syn)	447.83	445.34	± 0.98	kJ/mol	52.0547 ± 0.0024	189141-20-6*2
20.4	2-Cyanovinyl	CHCHCN (g)	447.83	445.43	± 0.98	kJ/mol	52.0547 ± 0.0024	189141-20-6*0
19.2	2-Cyclopropen-1-imine	(CHCH)CNH (g)	401.9	394.2	± 1.4	kJ/mol	53.0627 ± 0.0024	31589-17-0*0
19.2	1-Cyanovinyl	CH2CCN (g)	419.0	418.9	± 1.1	kJ/mol	52.0547 ± 0.0024	15091-87-9*0

Most Influential reactions involving CH2CHCN (cr,l)

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
0.804	8022.4	CH2CHCN (cr,l) → CH2CHCN (g)	Δ_rH°(292 K) = 33.2 ± 0.5 kJ/mol	Sevrugova 1964, est unc
0.071	8022.1	CH2CHCN (cr,l) → CH2CHCN (g)	Δ_rH°(313.15 K) = 7.8 ± 0.4 kcal/mol	Davis 1945
0.053	8021.3	2 CH2CHCN (cr,l) + 15/2 O2 (g) → 6 CO2 (g) + 3 H2O (cr,l) + N2 (g)	Δ_rH°(298.15 K) = -841.64 ± 1.5 kcal/mol	Bestul 1947, Stamm 1949, est unc
0.046	8022.2	CH2CHCN (cr,l) → CH2CHCN (g)	Δ_rH°(298.15 K) = 7.85 ± 0.5 kcal/mol	Bestul 1947, Stamm 1949, est unc
0.041	8022.3	CH2CHCN (cr,l) → CH2CHCN (g)	Δ_rH°(318 K) = 31.5 ± 2.2 kJ/mol	Gudkov 1964, 2nd Law
0.036	8021.2	2 CH2CHCN (cr,l) + 15/2 O2 (g) → 6 CO2 (g) + 3 H2O (cr,l) + N2 (g)	Δ_rH°(298.15 K) = -841.1 ± 1.4 (×1.297) kcal/mol	Davis 1945
0.010	8021.1	2 CH2CHCN (cr,l) + 15/2 O2 (g) → 6 CO2 (g) + 3 H2O (cr,l) + N2 (g)	Δ_rH°(298.15 K) = -839.58 ± 1.0 (×3.364) kcal/mol	Hall 1971, est unc

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.