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]

Cyclohexane

Formula: CH2(CH2CH2CH2CH2CH2) (g)

CAS RN: 110-82-7

ATcT ID: 110-82-7*0

SMILES: C1CCCCC1

InChI: InChI=1S/C6H12/c1-2-4-6-5-3-1/h1-6H2

InChIKey: XDTMQSROBMDMFD-UHFFFAOYSA-N

Hills Formula: C6H12

2D Image:

Aliases: CH2(CH2CH2CH2CH2CH2); Cyclohexane; Hexanaphthene; Hexamethylene; Hexahydrobenzene; UN 1145

Relative Molecular Mass: 84.1595 ± 0.0049

Δ_fH°(0 K)	Δ_fH°(298.15 K)	Uncertainty	Units
-83.20	-122.76	± 0.29	kJ/mol

3D Image of CH2(CH2CH2CH2CH2CH2) (g)

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Top contributors to the provenance of Δ_fH° of CH2(CH2CH2CH2CH2CH2) (g)

The 20 contributors listed below account only for 76.6% of the provenance of Δ_fH° of CH2(CH2CH2CH2CH2CH2) (g).
A total of 69 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
12.0	3783.1	CH2(CH2CH2CH2CH2CH2) (l) + 9 O2 (g) → 6 CO2 (g) + 6 H2O (cr,l)	Δ_rH°(298.15 K) = -936.87 ± 0.13 kcal/mol	Good 1969
7.3	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
7.2	3783.2	CH2(CH2CH2CH2CH2CH2) (l) + 9 O2 (g) → 6 CO2 (g) + 6 H2O (cr,l)	Δ_rH°(298.15 K) = -3919.86 ± 0.70 kJ/mol	Johnson 1946, Prosen 1946
7.0	3783.3	CH2(CH2CH2CH2CH2CH2) (l) + 9 O2 (g) → 6 CO2 (g) + 6 H2O (cr,l)	Δ_rH°(298.15 K) = -936.77 ± 0.17 kcal/mol	Kaarsemaker 1952, as quoted by Cox 1970
6.6	3786.6	CH2(CHCHCH2CH2CH2) (g) + H2 (g) → CH2(CH2CH2CH2CH2CH2) (g)	Δ_rH°(355 K) = -28.60 ± 0.10 kcal/mol	Kistiakowsky 1936a
6.0	3782.1	C6H6 (g) + 3 H2 (g) → CH2(CH2CH2CH2CH2CH2) (g)	Δ_rH°(355. K) = -49.84 ± 0.15 (×1.445) kcal/mol	Kistiakowsky 1936
3.0	7365.1	CH3CH(CH2CH2CH2CH2) (cr,l) + 9 O2 (g) → 6 CO2 (g) + 6 H2O (cr,l)	Δ_rH°(298.15 K) = -3937.67 ± 0.75 kJ/mol	Johnson 1946, Prosen 1946
3.0	3788.1	CH2(CHCHCH2CH2CH2) (cr,l) + 17/2 O2 (g) → 6 CO2 (g) + 5 H2O (cr,l)	Δ_rH°(298.15 K) = -3752.31 ± 0.49 kJ/mol	Steele 1996
2.9	7365.2	CH3CH(CH2CH2CH2CH2) (cr,l) + 9 O2 (g) → 6 CO2 (g) + 6 H2O (cr,l)	Δ_rH°(298.15 K) = -941.32 ± 0.16 (×1.139) kcal/mol	Good 1969
2.5	2101.7	C (graphite) + O2 (g) → CO2 (g)	Δ_rH°(298.15 K) = -393.464 ± 0.024 kJ/mol	Hawtin 1966, note CO2e
2.4	3788.2	CH2(CHCHCH2CH2CH2) (cr,l) + 17/2 O2 (g) → 6 CO2 (g) + 5 H2O (cr,l)	Δ_rH°(298.15 K) = -896.79 ± 0.13 kcal/mol	Good 1969
2.3	7367.1	CH3CH(CH2CH2CH2CH2) (cr,l) → CH2(CH2CH2CH2CH2CH2) (l)	Δ_rG°(298.15 K) = -1.150 ± 0.090 kcal/mol	Glasebrook 1939, est unc
2.3	3784.1	CH2(CH2CH2CH2CH2CH2) (l) → CH2(CH2CH2CH2CH2CH2) (g)	Δ_rH°(298.15 K) = 33.12 ± 0.08 kJ/mol	Majer 1985
2.1	3783.5	CH2(CH2CH2CH2CH2CH2) (l) + 9 O2 (g) → 6 CO2 (g) + 6 H2O (cr,l)	Δ_rH°(298.15 K) = -936.78 ± 0.31 kcal/mol	Moore 1940, Moore 1939, Cox 1970
2.0	3783.4	CH2(CH2CH2CH2CH2CH2) (l) + 9 O2 (g) → 6 CO2 (g) + 6 H2O (cr,l)	Δ_rH°(298.15 K) = -936.52 ± 0.24 (×1.325) kcal/mol	Spitzer 1947
1.9	3788.3	CH2(CHCHCH2CH2CH2) (cr,l) + 17/2 O2 (g) → 6 CO2 (g) + 5 H2O (cr,l)	Δ_rH°(298.15 K) = -896.61 ± 0.12 (×1.215) kcal/mol	Labbauf 1961
1.8	3790.2	CH2(CHCHCH2CH2CH2) (cr,l) + H2 (g) → CH2(CH2CH2CH2CH2CH2) (l)	Δ_rH°(298.15 K) = -28.4 ± 0.2 kcal/mol	Roth 1980a, note unc
1.4	2245.1	2 H2 (g) + C (graphite) → CH4 (g)	Δ_rG°(1165 K) = 37.521 ± 0.068 kJ/mol	Smith 1946, note COf, 3rd Law
1.0	3789.1	CH2(CHCHCH2CH2CH2) (cr,l) → CH2(CHCHCH2CH2CH2) (g)	Δ_rH°(298.15 K) = 33.57 ± 0.17 kJ/mol	Majer 1985
1.0	2101.4	C (graphite) + O2 (g) → CO2 (g)	Δ_rH°(298.15 K) = -393.462 ± 0.038 kJ/mol	Lewis 1965, note CO2d

Top 10 species with enthalpies of formation correlated to the Δ_fH° of CH2(CH2CH2CH2CH2CH2) (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
96.9	Cyclohexane	CH2(CH2CH2CH2CH2CH2) (l)	-131.77	-155.90	± 0.29	kJ/mol	84.1595 ± 0.0049	110-82-7*500
61.8	Methylcyclopentane	CH3CH(CH2CH2CH2CH2) (cr,l)	-116.54	-137.90	± 0.36	kJ/mol	84.1595 ± 0.0049	96-37-7*500
60.4	Methylcyclopentane	CH3CH(CH2CH2CH2CH2) (g)	-68.59	-106.12	± 0.37	kJ/mol	84.1595 ± 0.0049	96-37-7*0
56.6	Cyclohexene	CH2(CHCHCH2CH2CH2) (g)	27.21	-4.26	± 0.32	kJ/mol	82.1436 ± 0.0049	110-83-8*0
54.4	Cyclohexene	CH2(CHCHCH2CH2CH2) (cr,l)	-21.94	-37.81	± 0.30	kJ/mol	82.1436 ± 0.0049	110-83-8*500
49.5	Carbonic acid	C(O)(OH)2 (aq, undissoc)		-698.991	± 0.030	kJ/mol	62.0248 ± 0.0012	463-79-6*1000
44.8	Water	H2O (cr,l)	-286.268	-285.796	± 0.025	kJ/mol	18.01528 ± 0.00033	7732-18-5*500
44.8	Water	H2O (l)		-285.796	± 0.025	kJ/mol	18.01528 ± 0.00033	7732-18-5*590
44.8	Oxonium	[H3O]+ (aq)		-285.796	± 0.025	kJ/mol	19.02267 ± 0.00037	13968-08-6*800
44.8	Water	H2O (l, eq.press.)		-285.797	± 0.025	kJ/mol	18.01528 ± 0.00033	7732-18-5*589

Most Influential reactions involving CH2(CH2CH2CH2CH2CH2) (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
0.788	3784.1	CH2(CH2CH2CH2CH2CH2) (l) → CH2(CH2CH2CH2CH2CH2) (g)	Δ_rH°(298.15 K) = 33.12 ± 0.08 kJ/mol	Majer 1985
0.461	3786.6	CH2(CHCHCH2CH2CH2) (g) + H2 (g) → CH2(CH2CH2CH2CH2CH2) (g)	Δ_rH°(355 K) = -28.60 ± 0.10 kcal/mol	Kistiakowsky 1936a
0.115	3784.3	CH2(CH2CH2CH2CH2CH2) (l) → CH2(CH2CH2CH2CH2CH2) (g)	Δ_rH°(298.15 K) = 7.91 ± 0.05 kcal/mol	Prosen 1946
0.111	3782.1	C6H6 (g) + 3 H2 (g) → CH2(CH2CH2CH2CH2CH2) (g)	Δ_rH°(355. K) = -49.84 ± 0.15 (×1.445) kcal/mol	Kistiakowsky 1936
0.074	3784.2	CH2(CH2CH2CH2CH2CH2) (l) → CH2(CH2CH2CH2CH2CH2) (g)	Δ_rH°(298.15 K) = 7.983 ± 0.025 (×2.484) kcal/mol	Aston 1943a
0.022	3781.5	CH2(CH2CH2CH2CH2CH2) (g) + CH3CH2CH2CH2CH3 (g) → CH2(CH2CH2CH2CH2) (g) + CH3CH2CH2CH2CH2CH3 (g)	Δ_rH°(0 K) = 5.53 ± 0.85 kcal/mol	Ruscic W1RO
0.019	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
0.019	3781.2	CH2(CH2CH2CH2CH2CH2) (g) + CH3CH2CH2CH2CH3 (g) → CH2(CH2CH2CH2CH2) (g) + CH3CH2CH2CH2CH2CH3 (g)	Δ_rH°(0 K) = 5.96 ± 0.90 kcal/mol	Ruscic G4
0.019	3781.1	CH2(CH2CH2CH2CH2CH2) (g) + CH3CH2CH2CH2CH3 (g) → CH2(CH2CH2CH2CH2) (g) + CH3CH2CH2CH2CH2CH3 (g)	Δ_rH°(0 K) = 5.97 ± 0.90 kcal/mol	Ruscic G3X
0.016	3781.3	CH2(CH2CH2CH2CH2CH2) (g) + CH3CH2CH2CH2CH3 (g) → CH2(CH2CH2CH2CH2) (g) + CH3CH2CH2CH2CH2CH3 (g)	Δ_rH°(0 K) = 5.82 ± 1.0 kcal/mol	Ruscic CBS-n
0.010	3787.5	CH2(CHCHCH2CH2CH2) (g) + CH2(CH2CH2CH2CH2) (g) → CH2(CH2CH2CH2CH2CH2) (g) + CH2(CH2CHCHCH2) (g)	Δ_rH°(0 K) = -1.71 ± 0.85 kcal/mol	Ruscic W1RO
0.009	3779.5	CH2(CH2CH2CH2CH2CH2) (g) + CH3CH3 (g) → CH3CH2CH2CH2CH2CH3 (g) + CH2CH2 (g)	Δ_rH°(0 K) = 20.34 ± 0.9 kcal/mol	Ruscic W1RO
0.009	3787.4	CH2(CHCHCH2CH2CH2) (g) + CH2(CH2CH2CH2CH2) (g) → CH2(CH2CH2CH2CH2CH2) (g) + CH2(CH2CHCHCH2) (g)	Δ_rH°(0 K) = -1.58 ± 0.90 kcal/mol	Ruscic CBS-n
0.009	3787.1	CH2(CHCHCH2CH2CH2) (g) + CH2(CH2CH2CH2CH2) (g) → CH2(CH2CH2CH2CH2CH2) (g) + CH2(CH2CHCHCH2) (g)	Δ_rH°(0 K) = -1.71 ± 0.90 kcal/mol	Ruscic G3X
0.009	3787.2	CH2(CHCHCH2CH2CH2) (g) + CH2(CH2CH2CH2CH2) (g) → CH2(CH2CH2CH2CH2CH2) (g) + CH2(CH2CHCHCH2) (g)	Δ_rH°(0 K) = -1.81 ± 0.90 kcal/mol	Ruscic G4
0.007	3779.2	CH2(CH2CH2CH2CH2CH2) (g) + CH3CH3 (g) → CH3CH2CH2CH2CH2CH3 (g) + CH2CH2 (g)	Δ_rH°(0 K) = 19.93 ± 1.0 kcal/mol	Ruscic G4
0.007	3787.3	CH2(CHCHCH2CH2CH2) (g) + CH2(CH2CH2CH2CH2) (g) → CH2(CH2CH2CH2CH2CH2) (g) + CH2(CH2CHCHCH2) (g)	Δ_rH°(0 K) = -1.76 ± 1.0 kcal/mol	Ruscic CBS-n
0.006	3779.1	CH2(CH2CH2CH2CH2CH2) (g) + CH3CH3 (g) → CH3CH2CH2CH2CH2CH3 (g) + CH2CH2 (g)	Δ_rH°(0 K) = 20.10 ± 1.1 kcal/mol	Ruscic G3X
0.005	3780.5	CH2(CH2CH2CH2CH2CH2) (g) + H2 (g) → CH3CH2CH2CH2CH2CH3 (g)	Δ_rH°(0 K) = -10.93 ± 1.2 kcal/mol	Ruscic W1RO
0.004	3779.4	CH2(CH2CH2CH2CH2CH2) (g) + CH3CH3 (g) → CH3CH2CH2CH2CH2CH3 (g) + CH2CH2 (g)	Δ_rH°(0 K) = 20.99 ± 1.0 (×1.269) kcal/mol	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. 1.124 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.