Selected ATcT [1, 2] enthalpy of formation based on version 1.140 of the Thermochemical Network [3]

This version of ATcT results[3] was generated by additional expansion of version 1.130 to fully include the highest-level electronic structure computations described in reference [4].

Norbornadiene

Formula: (CHCH)(CHCH2CH)(CHCH) (l)

CAS RN: 121-46-0

ATcT ID: 121-46-0*500

SMILES: C1C2C=CC1C=C2

InChI: InChI=1S/C7H8/c1-2-7-4-3-6(1)5-7/h1-4,6-7H,5H2

InChIKey: SJYNFBVQFBRSIB-UHFFFAOYSA-N

Hills Formula: C7H8

2D Image:

Aliases: (CHCH)(CHCH2CH)(CHCH); Norbornadiene; Bicyclo[2.2.1]hepta-2,5-diene; 2,5-Norbornadiene; 3,6-Methano-1,4-cyclohexadiene; Bicyclo[2.2.1]heptadiene; NSC 13672; (CHCH)CHCH2CH(CHCH)

Relative Molecular Mass: 92.1384 ± 0.0056

Δ_fH°(0 K)	Δ_fH°(298.15 K)	Uncertainty	Units
	209.3	± 1.1	kJ/mol

Top contributors to the provenance of Δ_fH° of (CHCH)(CHCH2CH)(CHCH) (l)

The 20 contributors listed below account only for 83.7% of the provenance of Δ_fH° of (CHCH)(CHCH2CH)(CHCH) (l).
A total of 54 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
35.7	7254.6	(CHCH)(CHCH2CH)(CHCH) (g) → CH2(CHCHCHCH) (g) + HCCH (g)	Δ_rG°(607.6 K) = 2.189 ± 0.192 kcal/mol	Walsh 1975, 3rd Law
15.1	7256.1	(CHCH)(CHCH2CH)(CHCH) (l) → (CHCH)(CHCH2CH)(CHCH) (g)	Δ_rH°(298.15 K) = 7.87 ± 0.20 kcal/mol	Hall 1973, as quoted by Cox 1970
12.5	7256.2	(CHCH)(CHCH2CH)(CHCH) (l) → (CHCH)(CHCH2CH)(CHCH) (g)	Δ_rH°(298.15 K) = 8.08 ± 0.22 kcal/mol	Steele 1978, as quoted by Pedley 1986
5.0	3839.1	CH2(CHCHCHCH) (g) + 2 H2 (g) → CH2(CH2CH2CH2CH2) (g)	Δ_rH°(355.15 K) = -50.907 ± 0.200 kcal/mol	Kistiakowsky 1936
4.7	7257.2	(CHCH)(CHCH2CH)(CHCH) (l) + 9 O2 (g) → 7 CO2 (g) + 4 H2O (cr,l)	Δ_rH°(298.15 K) = -982.72 ± 0.72 (×1.646) kcal/mol	Steele 1978, as quoted by Pedley 1986
1.7	7257.3	(CHCH)(CHCH2CH)(CHCH) (l) + 9 O2 (g) → 7 CO2 (g) + 4 H2O (cr,l)	Δ_rH°(298.15 K) = -979.6 ± 1 (×1.957) kcal/mol	Skuratov 1958
1.5	3829.4	CH2(CH2CH2CH2CH2) (l) + 15/2 O2 (g) → 5 CO2 (g) + 5 H2O (l)	Δ_rH°(298.15 K) = -786.84 ± 0.14 kcal/mol	Kaarsemaker 1952, as quoted by Cox 1970
1.4	3836.6	CH2(CHCHCHCH) (g) → 5 C (g) + 6 H (g)	Δ_rH°(0 K) = 1123.70 ± 0.50 kcal/mol	Karton 2017
0.9	7254.5	(CHCH)(CHCH2CH)(CHCH) (g) → CH2(CHCHCHCH) (g) + HCCH (g)	Δ_rH°(0 K) = 27.45 ± 1.2 kcal/mol	Ruscic W1RO
0.7	7254.4	(CHCH)(CHCH2CH)(CHCH) (g) → CH2(CHCHCHCH) (g) + HCCH (g)	Δ_rH°(0 K) = 28.27 ± 1.3 (×1.044) kcal/mol	Ruscic CBS-n
0.7	7254.2	(CHCH)(CHCH2CH)(CHCH) (g) → CH2(CHCHCHCH) (g) + HCCH (g)	Δ_rH°(0 K) = 28.27 ± 1.3 (×1.044) kcal/mol	Ruscic G4
0.6	7254.1	(CHCH)(CHCH2CH)(CHCH) (g) → CH2(CHCHCHCH) (g) + HCCH (g)	Δ_rH°(0 K) = 28.08 ± 1.4 kcal/mol	Ruscic G3X
0.6	3829.1	CH2(CH2CH2CH2CH2) (l) + 15/2 O2 (g) → 5 CO2 (g) + 5 H2O (l)	Δ_rH°(298.15 K) = -3290.85 ± 0.72 (×1.242) kJ/mol	Johnson 1946
0.3	6760.1	CH2(CHCHCHCHCHCH) (g) + 3 H2 (g) → CH2(CH2CH2CH2CH2CH2CH2) (g)	Δ_rH°(355.15 K) = -72.862 ± 0.300 kcal/mol	Conn 1939
0.3	3829.3	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
0.3	7254.3	(CHCH)(CHCH2CH)(CHCH) (g) → CH2(CHCHCHCH) (g) + HCCH (g)	Δ_rH°(0 K) = 28.91 ± 1.6 (×1.269) kcal/mol	Ruscic CBS-n
0.3	6829.1	C6H4(CHCHCH2) (cr,l) + 11 O2 (g) → 9 CO2 (g) + 4 H2O (cr,l)	Δ_rH°(298.15 K) = -1146.12 ± 0.30 kcal/mol	Stull 1961
0.2	125.2	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
0.2	2287.1	2 H2 (g) + C (graphite) → CH4 (g)	Δ_rG°(1165 K) = 37.521 ± 0.068 kJ/mol	Smith 1946, note COf, 3rd Law
0.2	3842.5	CH2(CHCHCHCH) (g) + 2 CH3CH3 (g) → CH2(CH2CH2CH2CH2) (g) + 2 CH2CH2 (g)	Δ_rH°(0 K) = 15.37 ± 0.85 kcal/mol	Ruscic W1RO

Top 10 species with enthalpies of formation correlated to the Δ_fH° of (CHCH)(CHCH2CH)(CHCH) (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
83.0	Norbornadiene	(CHCH)(CHCH2CH)(CHCH) (g)	268.04	242.60	± 0.94	kJ/mol	92.1384 ± 0.0056	121-46-0*0
51.3	Cyclopentadiene	CH2(CHCHCHCH) (g)	151.82	134.70	± 0.54	kJ/mol	66.1011 ± 0.0040	542-92-7*0
23.5	Cyclopentane	CH2(CH2CH2CH2CH2) (g)	-43.37	-75.94	± 0.38	kJ/mol	70.1329 ± 0.0041	287-92-3*0
23.4	Cyclopentane	CH2(CH2CH2CH2CH2) (l)		-104.63	± 0.38	kJ/mol	70.1329 ± 0.0041	287-92-3*590
20.5	Cyclopentene	CH2(CH2CHCHCH2) (g)	59.94	35.67	± 0.43	kJ/mol	68.1170 ± 0.0040	142-29-0*0
18.0	Cyclopentene	CH2(CH2CHCHCH2) (l)		7.39	± 0.49	kJ/mol	68.1170 ± 0.0040	142-29-0*590
16.6	Indene	C6H4(CHCHCH2) (g)	183.91	160.02	± 0.75	kJ/mol	116.1598 ± 0.0072	95-13-6*0
16.1	Cyclopentadiene	CH2(CHCHCHCH) (l)		110.39	± 0.57	kJ/mol	66.1011 ± 0.0040	542-92-7*590
14.1	Acetylene	HCCH (g)	228.86	228.30	± 0.12	kJ/mol	26.0373 ± 0.0016	74-86-2*0
14.1	Acetylene cation	[HCCH]+ (g)	1328.87	1328.20	± 0.12	kJ/mol	26.0367 ± 0.0016	25641-79-6*0

Most Influential reactions involving (CHCH)(CHCH2CH)(CHCH) (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
0.536	7256.1	(CHCH)(CHCH2CH)(CHCH) (l) → (CHCH)(CHCH2CH)(CHCH) (g)	Δ_rH°(298.15 K) = 7.87 ± 0.20 kcal/mol	Hall 1973, as quoted by Cox 1970
0.443	7256.2	(CHCH)(CHCH2CH)(CHCH) (l) → (CHCH)(CHCH2CH)(CHCH) (g)	Δ_rH°(298.15 K) = 8.08 ± 0.22 kcal/mol	Steele 1978, as quoted by Pedley 1986
0.048	7257.2	(CHCH)(CHCH2CH)(CHCH) (l) + 9 O2 (g) → 7 CO2 (g) + 4 H2O (cr,l)	Δ_rH°(298.15 K) = -982.72 ± 0.72 (×1.646) kcal/mol	Steele 1978, as quoted by Pedley 1986
0.017	7257.3	(CHCH)(CHCH2CH)(CHCH) (l) + 9 O2 (g) → 7 CO2 (g) + 4 H2O (cr,l)	Δ_rH°(298.15 K) = -979.6 ± 1 (×1.957) kcal/mol	Skuratov 1958

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. 1.140 of the Thermochemical Network (2024); available at ATcT.anl.gov
4		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]
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.