Selected ATcT [1, 2] enthalpy of formation based on version 1.124 of the Thermochemical Network [3]

This version of ATcT results was generated by additional expansion of version 1.122x [4] to include additional information relevant to the study of thermophysical and thermochemical properties of CH2 and CH3 using nonrigid rotor anharmonic oscillator (NRRAO) partition functions [5], the development and benchmarking of a state-of-the-art computational approach that aims to reproduce total atomization energies of small molecules within 10–15 cm^-1 [6], as well as the study of the reversible reaction C₂H₃ + H₂ ⇌ C₂H₄ + H ⇌ C₂H₅ [7]

Cyclopentadiene

Formula: CH2(CHCHCHCH) (l)

CAS RN: 542-92-7

ATcT ID: 542-92-7*590

SMILES: C1C=CC=C1

InChI: InChI=1S/C5H6/c1-2-4-5-3-1/h1-4H,5H2

Hills Formula: C5H6

2D Image:

Aliases: CH2(CHCHCHCH); Cyclopentadiene; 1,3-Cyclopentadiene; cyc-C5H6; Pentole; Pyropentylene; R-Pentine; InChIkey=ZSWFCLXCOIISFI-UHFFFAOYSA-N

Relative Molecular Mass: 66.1011 ± 0.0040

Δ_fH°(0 K)	Δ_fH°(298.15 K)	Uncertainty	Units
	110.08	± 0.59	kJ/mol

Top contributors to the provenance of Δ_fH° of CH2(CHCHCHCH) (l)

The 20 contributors listed below account only for 87.1% of the provenance of Δ_fH° of CH2(CHCHCHCH) (l).
A total of 31 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
50.5	3740.1	CH2(CHCHCHCH) (l) + 2 H2 (g) → CH2(CH2CH2CH2CH2) (l)	Δ_rH°(298.15 K) = -51.4 ± 0.1 kcal/mol	Roth 1980, Roth 1991
12.4	3729.1	CH2(CH2CH2CH2CH2) (l) + 15/2 O2 (g) → 5 CO2 (g) + 5 H2O (l)	Δ_rH°(298.15 K) = -3290.85 ± 0.72 kJ/mol	Johnson 1946
10.6	3729.4	CH2(CH2CH2CH2CH2) (l) + 15/2 O2 (g) → 5 CO2 (g) + 5 H2O (l)	Δ_rH°(298.15 K) = -786.84 ± 0.14 (×1.325) kcal/mol	Kaarsemaker 1952, as quoted by Cox 1970
4.0	3729.3	CH2(CH2CH2CH2CH2) (l) + 15/2 O2 (g) → 5 CO2 (g) + 5 H2O (l)	Δ_rH°(298.15 K) = -786.61 ± 0.30 kcal/mol	Spitzer 1947
1.2	120.2	1/2 O2 (g) + H2 (g) → H2O (cr,l)	Δ_rH°(298.15 K) = -285.8261 ± 0.040 kJ/mol	Rossini 1939, Rossini 1931, Rossini 1931b, note H2Oa, Rossini 1930
0.9	3734.2	CH2(CH2CHCHCH2) (l) + 7 O2 (g) → 5 CO2 (g) + 4 H2O (l)	Δ_rH°(298.15 K) = -744.54 ± 0.14 (×4.269) kcal/mol	Labbauf 1961
0.8	3739.1	CH2(CHCHCHCH) (g) + 2 H2 (g) → CH2(CH2CH2CH2CH2) (g)	Δ_rH°(355.15 K) = -50.907 ± 0.200 kcal/mol	Kistiakowsky 1936
0.8	3738.1	CH2(CHCHCHCH) (l) → CH2(CHCHCHCH) (g)	Δ_rH°(298.15 K) = 6.78 ± 0.12 (×8.354) kcal/mol	Hull 1965
0.7	3734.1	CH2(CH2CHCHCH2) (l) + 7 O2 (g) → 5 CO2 (g) + 4 H2O (l)	Δ_rH°(298.15 K) = -744.45 ± 0.17 (×4) kcal/mol	Prosen 1944c, Labbauf 1961, Epstein 1949
0.7	3736.6	CH2(CHCHCHCH) (g) → 5 C (g) + 6 H (g)	Δ_rH°(0 K) = 1123.70 ± 0.50 kcal/mol	Karton 2017
0.4	6195.2	CH2(CH2CH2CH2CH2CH2C (cr,l) + 21/2 O2 (g) → 7 CO2 (g) + 7 H2O (cr,l)	Δ_rH°(298.15 K) = -1099.09 ± 0.14 kcal/mol	Kaarsemaker 1952, as quoted by Cox 1970
0.4	3781.5	CH2(CH2CH2CH2CH2CH2) (g) + CH3CH2CH2CH2CH3 (g) → CH2(CH2CH2CH2CH2) (g) + CH3CH2CH2CH2CH2CH3 (g)	Δ_rH°(0 K) = 5.53 ± 0.85 kcal/mol	Ruscic W1RO
0.4	7363.5	CH3CH(CH2CH2CH2CH2) (g) + CH3CH2CH3 (g) → CH2(CH2CH2CH2CH2) (g) + CH(CH3)3 (g)	Δ_rH°(0 K) = 0.30 ± 0.85 kcal/mol	Ruscic W1RO
0.4	2101.7	C (graphite) + O2 (g) → CO2 (g)	Δ_rH°(298.15 K) = -393.464 ± 0.024 kJ/mol	Hawtin 1966, note CO2e
0.3	3781.1	CH2(CH2CH2CH2CH2CH2) (g) + CH3CH2CH2CH2CH3 (g) → CH2(CH2CH2CH2CH2) (g) + CH3CH2CH2CH2CH2CH3 (g)	Δ_rH°(0 K) = 5.97 ± 0.90 kcal/mol	Ruscic G3X
0.3	3781.2	CH2(CH2CH2CH2CH2CH2) (g) + CH3CH2CH2CH2CH3 (g) → CH2(CH2CH2CH2CH2) (g) + CH3CH2CH2CH2CH2CH3 (g)	Δ_rH°(0 K) = 5.96 ± 0.90 kcal/mol	Ruscic G4
0.3	3781.4	CH2(CH2CH2CH2CH2CH2) (g) + CH3CH2CH2CH2CH3 (g) → CH2(CH2CH2CH2CH2) (g) + CH3CH2CH2CH2CH2CH3 (g)	Δ_rH°(0 K) = 5.76 ± 0.90 kcal/mol	Ruscic CBS-n
0.3	7363.2	CH3CH(CH2CH2CH2CH2) (g) + CH3CH2CH3 (g) → CH2(CH2CH2CH2CH2) (g) + CH(CH3)3 (g)	Δ_rH°(0 K) = 0.49 ± 0.90 kcal/mol	Ruscic G4
0.3	7363.4	CH3CH(CH2CH2CH2CH2) (g) + CH3CH2CH3 (g) → CH2(CH2CH2CH2CH2) (g) + CH(CH3)3 (g)	Δ_rH°(0 K) = 0.45 ± 0.90 kcal/mol	Ruscic CBS-n
0.3	7363.1	CH3CH(CH2CH2CH2CH2) (g) + CH3CH2CH3 (g) → CH2(CH2CH2CH2CH2) (g) + CH(CH3)3 (g)	Δ_rH°(0 K) = 0.43 ± 0.90 kcal/mol	Ruscic G3X

Top 10 species with enthalpies of formation correlated to the Δ_fH° of CH2(CHCHCHCH) (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
69.7	Cyclopentane	CH2(CH2CH2CH2CH2) (l)		-104.93	± 0.41	kJ/mol	70.1329 ± 0.0041	287-92-3*590
69.3	Cyclopentane	CH2(CH2CH2CH2CH2) (g)	-43.68	-76.25	± 0.41	kJ/mol	70.1329 ± 0.0041	287-92-3*0
59.8	Cyclopentene	CH2(CH2CHCHCH2) (g)	59.60	35.34	± 0.46	kJ/mol	68.1170 ± 0.0040	142-29-0*0
53.5	Cyclopentene	CH2(CH2CHCHCH2) (l)		7.06	± 0.51	kJ/mol	68.1170 ± 0.0040	142-29-0*590
33.9	Cyclopentadiene	CH2(CHCHCHCH) (g)	151.45	134.33	± 0.61	kJ/mol	66.1011 ± 0.0040	542-92-7*0
22.7	Norbornadiene	(CHCH)(CHCH2CH)(CHCH (g)	267.68	242.24	± 0.98	kJ/mol	92.1384 ± 0.0056	121-46-0*0
20.5	Carbonic acid	C(O)(OH)2 (aq, undissoc)		-698.991	± 0.030	kJ/mol	62.0248 ± 0.0012	463-79-6*1000
19.1	Norbornadiene	(CHCH)(CHCH2CH)(CHCH (l)		208.9	± 1.2	kJ/mol	92.1384 ± 0.0056	121-46-0*500
18.7	Water	H2O (l)		-285.796	± 0.025	kJ/mol	18.01528 ± 0.00033	7732-18-5*590
18.7	Water	H2O (l, eq.press.)		-285.797	± 0.025	kJ/mol	18.01528 ± 0.00033	7732-18-5*589

Most Influential reactions involving CH2(CHCHCHCH) (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
0.990	3740.1	CH2(CHCHCHCH) (l) + 2 H2 (g) → CH2(CH2CH2CH2CH2) (l)	Δ_rH°(298.15 K) = -51.4 ± 0.1 kcal/mol	Roth 1980, Roth 1991
0.026	3738.1	CH2(CHCHCHCH) (l) → CH2(CHCHCHCH) (g)	Δ_rH°(298.15 K) = 6.78 ± 0.12 (×8.354) kcal/mol	Hull 1965

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. 1.124 of the Thermochemical Network, Argonne National Laboratory, Lemont, Illinois 2022; available at ATcT.anl.gov [DOI: 10.17038/CSE/1885923]
4		Y. Ren, L. Zhou, A. Mellouki, V. Daële, M. Idir, S. S. Brown, B. Ruscic, Robert S. Paton, M. R. McGillen, and A. R. Ravishankara, Reactions of NO3 with Aromatic Aldehydes: Gas-Phase Kinetics and Insights into the Mechanism of the Reaction. Atmos. Chem. Phys. 21, 13537-13551 (2021) [DOI: 10.5194/acp2021-228]
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		T. L. Nguyen, D. H. Bross, B. Ruscic, G. B. Ellison, and J. F. Stanton, Mechanism, Thermochemistry, and Kinetics of the Reversible Reactions: C2H3 + H2 ⇌ C2H4 + H ⇌ C2H5. Faraday Discuss. , (Advance Article) (2022) [DOI: 10.1039/D1FD00124H]
8		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]
9		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 [8,9]).
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.