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]

Naphthalene

Formula: C6H4(C4H4) (cr,l)
CAS RN: 91-20-3
ATcT ID: 91-20-3*500
SMILES: c1ccc2ccccc2c1
InChI: InChI=1S/C10H8/c1-2-6-10-8-4-3-7-9(10)5-1/h1-8H
InChIKey: UFWIBTONFRDIAS-UHFFFAOYSA-N
Hills Formula: C10H8

2D Image:

c1ccc2ccccc2c1
Aliases: C6H4(C4H4); Naphthalene; Albocarbon; Dezodorator; Moth flakes; NSC 37565; Naphthene; Tar camphor; White tar
Relative Molecular Mass: 128.1705 ± 0.0080

   ΔfH°(0 K)   ΔfH°(298.15 K)UncertaintyUnits
94.6275.03± 0.59kJ/mol

Top contributors to the provenance of ΔfH° of C6H4(C4H4) (cr,l)

The 20 contributors listed below account only for 72.0% of the provenance of ΔfH° of C6H4(C4H4) (cr,l).
A total of 50 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
12.97901.16 C6H4(C4H4) (cr,l) + 12 O2 (g) → 10 CO2 (g) + 4 H2O (cr,l) ΔrH°(298.15 K) = -1231.34 ± 0.36 kcal/molKeffler 1927, as quoted by NIST WebBook, est unc
5.67901.15 C6H4(C4H4) (cr,l) + 12 O2 (g) → 10 CO2 (g) + 4 H2O (cr,l) ΔrH°(298.15 K) = -1231.05 ± 0.36 (×1.509) kcal/molKeffler 1931, Cox 1970
4.97934.5 C6H4(C2H2(CC(C4H4))) (g) + C6H6 (g) → 2 C6H4(C4H4) (g) ΔrH°(0 K) = 9.7 ± 3.6 kJ/molKarton 2013, est unc
4.47934.4 C6H4(C2H2(CC(C4H4))) (g) + C6H6 (g) → 2 C6H4(C4H4) (g) ΔrH°(0 K) = 2.83 ± 0.90 kcal/molRuscic CBS-n
4.47934.2 C6H4(C2H2(CC(C4H4))) (g) + C6H6 (g) → 2 C6H4(C4H4) (g) ΔrH°(0 K) = 2.09 ± 0.90 kcal/molRuscic G4
4.47934.1 C6H4(C2H2(CC(C4H4))) (g) + C6H6 (g) → 2 C6H4(C4H4) (g) ΔrH°(0 K) = 2.05 ± 0.90 kcal/molRuscic G3X
3.97929.4 C6H4(CH(CC(C4H4)CH)) (g) + C6H6 (g) → 2 C6H4(C4H4) (g) ΔrH°(0 K) = -2.87 ± 0.90 kcal/molRuscic CBS-n
3.97929.2 C6H4(CH(CC(C4H4)CH)) (g) + C6H6 (g) → 2 C6H4(C4H4) (g) ΔrH°(0 K) = -3.55 ± 0.90 kcal/molRuscic G4
3.97929.1 C6H4(CH(CC(C4H4)CH)) (g) + C6H6 (g) → 2 C6H4(C4H4) (g) ΔrH°(0 K) = -3.63 ± 0.90 kcal/molRuscic G3X
3.67934.3 C6H4(C2H2(CC(C4H4))) (g) + C6H6 (g) → 2 C6H4(C4H4) (g) ΔrH°(0 K) = 2.73 ± 1.0 kcal/molRuscic CBS-n
3.17929.3 C6H4(CH(CC(C4H4)CH)) (g) + C6H6 (g) → 2 C6H4(C4H4) (g) ΔrH°(0 K) = -2.96 ± 1.0 kcal/molRuscic CBS-n
2.97901.1 C6H4(C4H4) (cr,l) + 12 O2 (g) → 10 CO2 (g) + 4 H2O (cr,l) ΔrH°(298.15 K) = -1232.34 ± 0.22 (×3.437) kcal/molColeman 1966
2.67937.1 C6H4(C2H2(CC(C4H4))) (cr,l) + 33/2 O2 (g) → 14 CO2 (g) + 5 H2O (cr,l) ΔrH°(298.15 K) = -7048.5 ± 0.9 kJ/molNagano 2002
2.57901.6 C6H4(C4H4) (cr,l) + 12 O2 (g) → 10 CO2 (g) + 4 H2O (cr,l) ΔrH°(298.15 K) = -5156.3 ± 1.2 (×2.828) kJ/molAmmar 1977, as quoted by NIST WebBook, Roux 2008
1.82101.7 C (graphite) + O2 (g) → CO2 (g) ΔrH°(298.15 K) = -393.464 ± 0.024 kJ/molHawtin 1966, note CO2e
1.87901.7 C6H4(C4H4) (cr,l) + 12 O2 (g) → 10 CO2 (g) + 4 H2O (cr,l) ΔrH°(298.15 K) = -5156.89 ± 1.60 (×2.484) kJ/molSperos 1960
1.27930.1 C6H4(CH(CC(C4H4)CH)) (cr,l) + 33/2 O2 (g) → 14 CO2 (g) + 5 H2O (cr,l) ΔrH°(298.15 K) = -7062.6 ± 2.1 kJ/molRibeiro da Silva 2007
1.17901.12 C6H4(C4H4) (cr,l) + 12 O2 (g) → 10 CO2 (g) + 4 H2O (cr,l) ΔrH°(298.15 K) = -1231.5 ± 1.2 kcal/molMilone 1932, Cox 1970
1.17901.14 C6H4(C4H4) (cr,l) + 12 O2 (g) → 10 CO2 (g) + 4 H2O (cr,l) ΔrH°(298.15 K) = -1230.9 ± 1.2 kcal/molBeckers 1931, Cox 1970
1.17901.8 C6H4(C4H4) (cr,l) + 12 O2 (g) → 10 CO2 (g) + 4 H2O (cr,l) ΔrH°(298.15 K) = -1230.4 ± 0.8 (×1.509) kcal/molBender 1952

Top 10 species with enthalpies of formation correlated to the ΔfH° of C6H4(C4H4) (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 Image    ΔfH°(0 K)    ΔfH°(298.15 K) Uncertainty Units Relative
Molecular
Mass		 ATcT ID
97.9 NaphthaleneC6H4(C4H4) (g)c1ccc2ccccc2c1171.07147.60± 0.59kJ/mol128.1705 ±
0.0080		91-20-3*0
97.1 Naphthalene cation[C6H4(C4H4)]+ (g)c1c(cc2ccccc2c1)[H+]956.84933.76± 0.60kJ/mol128.1700 ±
0.0080		34512-27-1*0
49.6 1-Naphthyl anion[C6H4(CCHCHCH)]- (g)c12ccccc1C=CC=[C-]2283.5264.1± 1.2kJ/mol127.1631 ±
0.0080		125254-29-7*0
46.8 2-Naphthyl anion[C6H4(CHCCHCH)]- (g)c12ccccc1C=C[C-]=C2288.7269.3± 1.3kJ/mol127.1631 ±
0.0080		88760-89-8*0
45.6 1-NaphthalenylC6H4(CCHCHCH) (g)c12ccccc1C=CC=[C]2418.0398.4± 1.3kJ/mol127.1626 ±
0.0080		2510-51-2*0
43.6 2-NaphthalenylC6H4(CHCCHCH) (g)c12ccccc1C=C[C]=C2416.7397.1± 1.4kJ/mol127.1626 ±
0.0080		10237-50-0*0
37.3 PhenanthreneC6H4(C2H2(CC(C4H4))) (g)c1ccc2c(c1)ccc3c2cccc3231.88203.07± 0.80kJ/mol178.2292 ±
0.0112		85-01-8*0
35.4 AnthraceneC6H4(CH(CC(C4H4)CH)) (g)c1ccc2cc3ccccc3cc2c1255.96226.94± 0.98kJ/mol178.2292 ±
0.0112		120-12-7*0
32.9 AnthraceneC6H4(CH(CC(C4H4)CH)) (cr,l)c1ccc2cc3ccccc3cc2c1150.59124.78± 0.92kJ/mol178.2292 ±
0.0112		120-12-7*500
31.9 PhenanthreneC6H4(C2H2(CC(C4H4))) (cr,l)c1ccc2c(c1)ccc3c2cccc3136.24110.97± 0.66kJ/mol178.2292 ±
0.0112		85-01-8*500

Most Influential reactions involving C6H4(C4H4) (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
0.1767902.7 C6H4(C4H4) (cr,l) → C6H4(C4H4) (g) ΔrH°(298.15 K) = 72.51 ± 0.28 kJ/molde Kruif 1981, Roux 2008
0.1547902.1 C6H4(C4H4) (cr,l) → C6H4(C4H4) (g) ΔrH°(298.15 K) = 72.6 ± 0.3 kJ/molRoux 2008
0.1547902.10 C6H4(C4H4) (cr,l) → C6H4(C4H4) (g) ΔrH°(298.15 K) = 72.5 ± 0.3 kJ/molLee 1993, Roux 2008
0.1407901.16 C6H4(C4H4) (cr,l) + 12 O2 (g) → 10 CO2 (g) + 4 H2O (cr,l) ΔrH°(298.15 K) = -1231.34 ± 0.36 kcal/molKeffler 1927, as quoted by NIST WebBook, est unc
0.0867902.4 C6H4(C4H4) (cr,l) → C6H4(C4H4) (g) ΔrH°(298.15 K) = 72.7 ± 0.4 kJ/molChirico 1993, Roux 2008
0.0797903.2 C6H4(C4H4) (cr,l) → C6H4(C4H4) (g) ΔrH°(298.15 K) = 17.328 ± 0.10 kcal/molSinke 1974, est unc
0.0617901.15 C6H4(C4H4) (cr,l) + 12 O2 (g) → 10 CO2 (g) + 4 H2O (cr,l) ΔrH°(298.15 K) = -1231.05 ± 0.36 (×1.509) kcal/molKeffler 1931, Cox 1970
0.0557902.3 C6H4(C4H4) (cr,l) → C6H4(C4H4) (g) ΔrH°(298.15 K) = 72.44 ± 0.5 kJ/molRuzicka 2005, est unc
0.0557902.11 C6H4(C4H4) (cr,l) → C6H4(C4H4) (g) ΔrH°(298.15 K) = 73.00 ± 0.50 kJ/molIrving 1972, note unc
0.0507903.3 C6H4(C4H4) (cr,l) → C6H4(C4H4) (g) ΔrH°(298.15 K) = 17.22 ± 0.12 (×1.044) kcal/molMorawetz 1972, note unc
0.0387902.8 C6H4(C4H4) (cr,l) → C6H4(C4H4) (g) ΔrH°(298.15 K) = 72.8 ± 0.6 kJ/molColomina 1982, note unc
0.0387902.2 C6H4(C4H4) (cr,l) → C6H4(C4H4) (g) ΔrH°(298.15 K) = 72.60 ± 0.60 kJ/molSabbah 1999, Sabbah 1987
0.0317901.1 C6H4(C4H4) (cr,l) + 12 O2 (g) → 10 CO2 (g) + 4 H2O (cr,l) ΔrH°(298.15 K) = -1232.34 ± 0.22 (×3.437) kcal/molColeman 1966
0.0307903.4 C6H4(C4H4) (cr,l) → C6H4(C4H4) (g) ΔrH°(298.15 K) = 17.37 ± 0.16 kcal/molMiller 1963, note unc
0.0277901.6 C6H4(C4H4) (cr,l) + 12 O2 (g) → 10 CO2 (g) + 4 H2O (cr,l) ΔrH°(298.15 K) = -5156.3 ± 1.2 (×2.828) kJ/molAmmar 1977, as quoted by NIST WebBook, Roux 2008
0.0257902.6 C6H4(C4H4) (cr,l) → C6H4(C4H4) (g) ΔrH°(298.15 K) = 72.97 ± 0.74 kJ/molVan Ekeren 1983, note unc
0.0207901.7 C6H4(C4H4) (cr,l) + 12 O2 (g) → 10 CO2 (g) + 4 H2O (cr,l) ΔrH°(298.15 K) = -5156.89 ± 1.60 (×2.484) kJ/molSperos 1960
0.0177902.13 C6H4(C4H4) (cr,l) → C6H4(C4H4) (g) ΔrH°(323 K) = 70.85 ± 0.78 (×1.139) kJ/molTorres-Gomez 1988, note unc
0.0127903.1 C6H4(C4H4) (cr,l) → C6H4(C4H4) (g) ΔrH°(298.15 K) = 17.50 ± 0.25 kcal/molSperos 1960
0.0127901.12 C6H4(C4H4) (cr,l) + 12 O2 (g) → 10 CO2 (g) + 4 H2O (cr,l) ΔrH°(298.15 K) = -1231.5 ± 1.2 kcal/molMilone 1932, Cox 1970
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 21st 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
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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]
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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.