Selected ATcT [1, 2] enthalpy of formation based on version 1.172 of the Thermochemical Network [3]

This version of ATcT results[3] was generated by additional expansion of version 1.156 to include species relevant to a study of photodissociation of formamide[4].

1-Methylene-2-propenyl

Formula: CH2CHCCH2 (g)

CAS RN: 1204515-52-5

ATcT ID: 1204515-52-5*0

SMILES: C=C[C]=C

InChI: InChI=1S/C4H5/c1-3-4-2/h3H,1-2H2

InChIKey: ZQHGTWBTOVSLEJ-UHFFFAOYSA-N

Hills Formula: C4H5

2D Image:

Aliases: CH2CHCCH2; 1-Methylene-2-propenyl; 1-Methylene-2-propen-1-yl; 1-Vinylvinyl; i-C4H5; CH2CCHCH2; 89829-51-6; 2,3-Butadienyl

Relative Molecular Mass: 53.0825 ± 0.0032

Δ_fH°(0 K)	Δ_fH°(298.15 K)	Uncertainty	Units
327.17	317.17	± 0.74	kJ/mol

3D Image of CH2CHCCH2 (g)

spin ON spin OFF

Top contributors to the provenance of Δ_fH° of CH2CHCCH2 (g)

The 20 contributors listed below account only for 64.6% of the provenance of Δ_fH° of CH2CHCCH2 (g).
A total of 113 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
11.0	3867.6	CH2CHCHCH2 (g) → CH2CHCCH2 (g) + H (g)	Δ_rH°(0 K) = 418.39 ± 2.00 kJ/mol	Klippenstein 2017
11.0	3868.7	CH2CHCCH2 (g) + CH4 (g) → CH2CHCHCH2 (g) + CH3 (g)	Δ_rH°(0 K) = 14.19 ± 2.00 kJ/mol	Klippenstein 2017
10.0	3868.6	CH2CHCCH2 (g) + CH4 (g) → CH2CHCHCH2 (g) + CH3 (g)	Δ_rH°(0 K) = 3.22 ± 0.50 kcal/mol	Wheeler 2004, est unc
7.5	3884.6	CH3CHCCH (g) → CH2CHCCH2 (g)	Δ_rH°(0 K) = -2.07 ± 2.00 kJ/mol	Klippenstein 2017
6.9	3866.7	CH2CHCCH2 (g) → CH3CCCH2 (g)	Δ_rH°(0 K) = -8.73 ± 2.00 kJ/mol	Klippenstein 2017
1.7	3868.5	CH2CHCCH2 (g) + CH4 (g) → CH2CHCHCH2 (g) + CH3 (g)	Δ_rH°(0 K) = 3.23 ± 1.2 kcal/mol	Ruscic W1RO
1.5	3806.1	CH2CHCHCH2 (g) + 2 H2 (g) → CH3CH2CH2CH3 (g)	Δ_rH°(355.15 K) = -57.079 ± 0.10 kcal/mol	Kistiakowsky 1936, Prosen 1945c
1.4	3868.4	CH2CHCCH2 (g) + CH4 (g) → CH2CHCHCH2 (g) + CH3 (g)	Δ_rH°(0 K) = 4.68 ± 1.3 kcal/mol	Ruscic CBS-n
1.4	3868.2	CH2CHCCH2 (g) + CH4 (g) → CH2CHCHCH2 (g) + CH3 (g)	Δ_rH°(0 K) = 3.98 ± 1.3 kcal/mol	Ruscic G4
1.2	3868.1	CH2CHCCH2 (g) + CH4 (g) → CH2CHCHCH2 (g) + CH3 (g)	Δ_rH°(0 K) = 3.44 ± 1.4 kcal/mol	Ruscic G3X
1.2	3861.5	[CH2CHCCH2]- (g) → CH2CHCCH2 (g)	Δ_rH°(0 K) = 0.741 ± 0.050 eV	Ruscic W1RO
1.1	3884.5	CH3CHCCH (g) → CH2CHCCH2 (g)	Δ_rH°(0 K) = -0.34 ± 1.2 kcal/mol	Ruscic W1RO
1.1	3867.5	CH2CHCHCH2 (g) → CH2CHCCH2 (g) + H (g)	Δ_rH°(0 K) = 100.11 ± 1.50 kcal/mol	Ruscic W1RO
1.1	3866.5	CH2CHCCH2 (g) → CH3CCCH2 (g)	Δ_rH°(0 K) = -2.34 ± 1.2 kcal/mol	Ruscic W1RO
1.0	3884.4	CH3CHCCH (g) → CH2CHCCH2 (g)	Δ_rH°(0 K) = -0.14 ± 1.3 kcal/mol	Ruscic CBS-n
1.0	3884.2	CH3CHCCH (g) → CH2CHCCH2 (g)	Δ_rH°(0 K) = -0.45 ± 1.3 kcal/mol	Ruscic G4
0.9	3867.4	CH2CHCHCH2 (g) → CH2CHCCH2 (g) + H (g)	Δ_rH°(0 K) = 99.05 ± 1.60 kcal/mol	Ruscic CBS-n
0.9	3867.2	CH2CHCHCH2 (g) → CH2CHCCH2 (g) + H (g)	Δ_rH°(0 K) = 98.89 ± 1.60 kcal/mol	Ruscic G4
0.9	3868.3	CH2CHCCH2 (g) + CH4 (g) → CH2CHCHCH2 (g) + CH3 (g)	Δ_rH°(0 K) = 4.97 ± 1.6 kcal/mol	Ruscic CBS-n
0.9	3866.4	CH2CHCCH2 (g) → CH3CCCH2 (g)	Δ_rH°(0 K) = -2.44 ± 1.3 kcal/mol	Ruscic CBS-n

Top 10 species with enthalpies of formation correlated to the Δ_fH° of CH2CHCCH2 (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
32.2	2-Butynyl	CH3CCCH2 (g)	318.15	310.79	± 0.66	kJ/mol	53.0825 ± 0.0032	82252-88-8*0
30.6	1-Methylene-2-propenylium	[CH2CHCCH2]+ (g, singlet)	1059.5	1049.3	± 1.7	kJ/mol	53.0820 ± 0.0032	62698-26-4*2
30.6	1-Methylene-2-propenylium	[CH2CHCCH2]+ (g)	1059.5	1049.3	± 1.7	kJ/mol	53.0820 ± 0.0032	62698-26-4*0
30.5	1,2-Butadienyl	CH3CHCCH (g)	328.95	320.23	± 0.63	kJ/mol	53.0825 ± 0.0032	4777-46-2*0
27.2	1-Methylene-2-propenylium	[CH2CHCCH2]+ (g, triplet)	1256.4	1246.7	± 1.7	kJ/mol	53.0820 ± 0.0032	62698-26-4*1
26.7	1,3-Butadiene	CH2CHCHCH2 (g)	125.61	111.14	± 0.29	kJ/mol	54.0904 ± 0.0032	106-99-0*0
23.4	Cyclobutenyl	CH2(CHCHCH) (g)	337.3	324.8	± 1.2	kJ/mol	53.0825 ± 0.0032	24669-29-2*0
21.6	2-Butynylium	[CH3CCCH2]+ (g, singlet)	1085.9	1077.6	± 1.3	kJ/mol	53.0820 ± 0.0032	64235-83-2*2
21.6	2-Butynylium	[CH3CCCH2]+ (g)	1085.9	1077.6	± 1.3	kJ/mol	53.0820 ± 0.0032	64235-83-2*0
18.8	2-Butynylium	[CH3CCCH2]+ (g, triplet)	1258.7	1251.5	± 1.6	kJ/mol	53.0820 ± 0.0032	64235-83-2*1

Most Influential reactions involving CH2CHCCH2 (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
0.176	3860.5	CH2CHCCH2 (g) → [CH2CHCCH2]+ (g, triplet)	Δ_rH°(0 K) = 9.615 ± 0.040 eV	Ruscic W1RO
0.167	3859.6	CH2CHCCH2 (g) → [CH2CHCCH2]+ (g, singlet)	Δ_rH°(0 K) = 7.570 ± 0.040 eV	Ruscic W1RO
0.166	3866.7	CH2CHCCH2 (g) → CH3CCCH2 (g)	Δ_rH°(0 K) = -8.73 ± 2.00 kJ/mol	Klippenstein 2017
0.164	3884.6	CH3CHCCH (g) → CH2CHCCH2 (g)	Δ_rH°(0 K) = -2.07 ± 2.00 kJ/mol	Klippenstein 2017
0.128	3868.7	CH2CHCCH2 (g) + CH4 (g) → CH2CHCHCH2 (g) + CH3 (g)	Δ_rH°(0 K) = 14.19 ± 2.00 kJ/mol	Klippenstein 2017
0.128	3867.6	CH2CHCHCH2 (g) → CH2CHCCH2 (g) + H (g)	Δ_rH°(0 K) = 418.39 ± 2.00 kJ/mol	Klippenstein 2017
0.117	3868.6	CH2CHCCH2 (g) + CH4 (g) → CH2CHCHCH2 (g) + CH3 (g)	Δ_rH°(0 K) = 3.22 ± 0.50 kcal/mol	Wheeler 2004, est unc
0.107	3859.1	CH2CHCCH2 (g) → [CH2CHCCH2]+ (g, singlet)	Δ_rH°(0 K) = 7.60 ± 0.05 eV	Hansen 2006a
0.083	3861.5	[CH2CHCCH2]- (g) → CH2CHCCH2 (g)	Δ_rH°(0 K) = 0.741 ± 0.050 eV	Ruscic W1RO
0.060	8368.5	CH2(CHCHCH) (g) → CH2CHCCH2 (g)	Δ_rH°(0 K) = -1.69 ± 1.2 kcal/mol	Ruscic W1RO
0.056	3861.2	[CH2CHCCH2]- (g) → CH2CHCCH2 (g)	Δ_rH°(0 K) = 0.744 ± 0.061 eV	Ruscic G4
0.053	3860.2	CH2CHCCH2 (g) → [CH2CHCCH2]+ (g, triplet)	Δ_rH°(0 K) = 9.665 ± 0.073 eV	Ruscic G4
0.051	8368.4	CH2(CHCHCH) (g) → CH2CHCCH2 (g)	Δ_rH°(0 K) = -2.50 ± 1.3 kcal/mol	Ruscic CBS-n
0.051	8368.2	CH2(CHCHCH) (g) → CH2CHCCH2 (g)	Δ_rH°(0 K) = -2.78 ± 1.3 kcal/mol	Ruscic G4
0.050	3859.3	CH2CHCCH2 (g) → [CH2CHCCH2]+ (g, singlet)	Δ_rH°(0 K) = 7.630 ± 0.073 eV	Ruscic G4
0.050	3860.4	CH2CHCCH2 (g) → [CH2CHCCH2]+ (g, triplet)	Δ_rH°(0 K) = 9.654 ± 0.075 eV	Ruscic CBS-n
0.047	3859.5	CH2CHCCH2 (g) → [CH2CHCCH2]+ (g, singlet)	Δ_rH°(0 K) = 7.624 ± 0.075 eV	Ruscic CBS-n
0.044	8368.1	CH2(CHCHCH) (g) → CH2CHCCH2 (g)	Δ_rH°(0 K) = -3.31 ± 1.4 kcal/mol	Ruscic G3X
0.041	3859.7	CH2CHCCH2 (g) → [CH2CHCCH2]+ (g, singlet)	Δ_rH°(0 K) = 7.55 ± 0.08 eV	Hansen 2006a, est unc
0.038	8368.6	CH2(CHCHCH) (g) → CH2CHCCH2 (g)	Δ_rH°(0 K) = -1.7 ± 1.5 kcal/mol	Hansen 2006a, 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. 1.172 of the Thermochemical Network (2024); available at ATcT.anl.gov
4		K. L. Caster, N. A. Seifert, B. Ruscic, A. W. Jasper, and K. Prozument, Dynamics of HCN, NHC, and HNCO Formation in the 193 nm Photodissociation of Formamide J. Phys. Chem. A (in press) (2024) [DOI: 10.1021/acs.jpca.4c02232]
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.