Selected ATcT [1, 2] enthalpy of formation based on version 1.202 of the Thermochemical Network [3]

This version of ATcT results[3] was generated by additional expansion of version 1.176 in order to include species related to the thermochemistry of glycine[4].

Iodobenzene

Formula: C6H5I (cr,l)

CAS RN: 591-50-4

ATcT ID: 591-50-4*500

SMILES: c1ccc(cc1)I

InChI: InChI=1S/C6H5I/c7-6-4-2-1-3-5-6/h1-5H

InChIKey: SNHMUERNLJLMHN-UHFFFAOYSA-N

Hills Formula: C6H5I1

2D Image:

Aliases: Iodobenzene; Monoiodobenzene; Phenyl iodide; C6H5I; NSC 9244

Relative Molecular Mass: 204.0084 ± 0.0048

Δ_fH°(0 K)	Δ_fH°(298.15 K)	Uncertainty	Units
113.7	113.8	± 1.1	kJ/mol

Top contributors to the provenance of Δ_fH° of C6H5I (cr,l)

The 20 contributors listed below account only for 74.4% of the provenance of Δ_fH° of C6H5I (cr,l).
A total of 57 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
13.6	7436.2	C6H5I (g) → [C6H5]+ (g) + I (g)	Δ_rH°(0 K) = 11.178 ± 0.011 eV	Stevens 2009
10.5	7442.2	C6H5I (cr,l) → C6H5I (g)	Δ_rH°(298.15 K) = 48.93 ± 0.49 kJ/mol	Basarova 1991, Boublik 1984, Boublik 1984, est unc
10.4	7446.1	C6H5I (cr,l) + HCl (g) → C6H6 (cr,l) + 1/2 I2 (cr,l) + 1/2 Cl2 (g)	Δ_rH°(298.15 K) = 7.13 ± 0.75 kcal/mol	Chernick 1956, Hartley 1951
6.0	7443.1	2 C6H5I (cr,l) + 29/2 O2 (g) → 12 CO2 (g) + 5 H2O (cr,l) + I2 (cr,l)	Δ_rH°(298.15 K) = -1526.32 ± 2.0 kcal/mol	Smith 1956
5.4	7444.1	C6H5I (cr,l) + 1/2 Br2 (cr,l) → C6H5Br (cr,l) + 1/2 I2 (cr,l)	Δ_rH°(298.15 K) = -12.85 ± 0.55 kcal/mol	Chernick 1956, Hartley 1951
3.2	7439.3	C6H5I (g) → C6H5 (g) + I (g)	Δ_rG°(1250 K) = 27.3 ± 1.0 kcal/mol	Kumaran 1997, 3rd Law, est unc
3.2	7439.2	C6H5I (g) → C6H5 (g) + I (g)	Δ_rH°(0 K) = 66.7 ± 1.0 kcal/mol	Kumaran 1997, est unc
3.0	7434.1	C6H5Cl (g) + I (g) → C6H5I (g) + Cl (g)	Δ_rH°(0 K) = 1.255 ± 0.048 eV	Stevens 2009
2.2	7436.1	C6H5I (g) → [C6H5]+ (g) + I (g)	Δ_rH°(0 K) = 11.173 ± 0.027 eV	Stevens 2009
2.2	7439.1	C6H5I (g) → C6H5 (g) + I (g)	Δ_rH°(1100 K) = 281.9 ± 5 kJ/mol	Robaugh 1986, 2nd Law
2.2	7439.5	C6H5I (g) → C6H5 (g) + I (g)	Δ_rG°(1350 K) = 102.2 ± 5 kJ/mol	Heckmann 1996, 3rd Law, est unc
2.1	7431.1	C6H5Br (cr,l) + HCl (g) → C6H6 (cr,l) + 1/2 Br2 (cr,l) + 1/2 Cl2 (g)	Δ_rH°(298.15 K) = 19.98 ± 0.78 kcal/mol	Chernick 1956, Hartley 1951
1.7	7434.2	C6H5Cl (g) + I (g) → C6H5I (g) + Cl (g)	Δ_rH°(0 K) = 1.296 ± 0.063 eV	Stevens 2009
1.4	7455.1	C6H5NO (g) → [C6H5]+ (g) + NO (g)	Δ_rH°(0 K) = 10.607 ± 0.020 eV	Stevens 2010a
1.3	6946.9	[C6H5]+ (g) → 6 C (g) + 5 H (g)	Δ_rH°(0 K) = 4198.8 ± 4 kJ/mol	Lau 2006
1.1	7439.6	C6H5I (g) → C6H5 (g) + I (g)	Δ_rH°(1350 K) = 279.2 ± 7 kJ/mol	Heckmann 1996, 2nd Law, est unc
1.1	7372.1	C6H5Cl (g) → [C6H5]+ (g) + Cl (g)	Δ_rH°(0 K) = 12.428 ± 0.040 eV	Stevens 2009
1.1	6944.14	C6H5 (g) → [C6H5]+ (g)	Δ_rH°(0 K) = 8.261 ± 0.035 eV	Lau 2006
0.9	7372.5	C6H5Cl (g) → [C6H5]+ (g) + Cl (g)	Δ_rH°(0 K) = 286.7 ± 1 kcal/mol	Pratt 1981
0.9	6958.3	[C6H6]+ (g) → [C6H5]+ (g) + H (g)	Δ_rH°(0 K) = 3.90 ± 0.05 eV	Troe 2006

Top 10 species with enthalpies of formation correlated to the Δ_fH° of C6H5I (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	Δ_fH°(0 K)	Δ_fH°(298.15 K)	Uncertainty	Units	Relative Molecular Mass	ATcT ID
89.5	Iodobenzene	C6H5I (g)	178.62	162.64	± 0.99	kJ/mol	204.0084 ± 0.0048	591-50-4*0
89.4	Iodobenzene cation	[C6H5I]+ (g)	1023.62	1008.19	± 0.99	kJ/mol	204.0078 ± 0.0048	38406-85-8*0
58.0	Phenylium	[C6H5]+ (g)	1149.32	1136.54	± 0.85	kJ/mol	77.1034 ± 0.0048	17333-73-2*0
58.0	Phenylium	[C6H5]+ (g, singlet)	1149.32	1136.54	± 0.85	kJ/mol	77.1034 ± 0.0048	17333-73-2*2
38.9	Bromobenzene	C6H5Br (cr,l)		60.3	± 1.3	kJ/mol	157.0079 ± 0.0049	108-86-1*500
38.9	Bromobenzene	C6H5Br (g)	127.0	105.0	± 1.3	kJ/mol	157.0079 ± 0.0049	108-86-1*0
38.9	Bromobenzene cation	[C6H5Br]+ (g)	995.1	973.6	± 1.3	kJ/mol	157.0074 ± 0.0049	55450-33-4*0
22.6	Nitrosobenzene	C6H5NO (g)	217.0	200.0	± 1.2	kJ/mol	107.1100 ± 0.0048	586-96-9*0
22.4	Phenyl	C6H5 (g)	352.64	339.28	± 0.60	kJ/mol	77.1039 ± 0.0048	2396-01-2*0
21.7	Phenylium	[C6H5]+ (g, triplet)	1251.3	1238.2	± 1.6	kJ/mol	77.1034 ± 0.0048	17333-73-2*1

Most Influential reactions involving C6H5I (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
0.907	7442.2	C6H5I (cr,l) → C6H5I (g)	Δ_rH°(298.15 K) = 48.93 ± 0.49 kJ/mol	Basarova 1991, Boublik 1984, Boublik 1984, est unc
0.325	7444.1	C6H5I (cr,l) + 1/2 Br2 (cr,l) → C6H5Br (cr,l) + 1/2 I2 (cr,l)	Δ_rH°(298.15 K) = -12.85 ± 0.55 kcal/mol	Chernick 1956, Hartley 1951
0.109	7446.1	C6H5I (cr,l) + HCl (g) → C6H6 (cr,l) + 1/2 I2 (cr,l) + 1/2 Cl2 (g)	Δ_rH°(298.15 K) = 7.13 ± 0.75 kcal/mol	Chernick 1956, Hartley 1951
0.061	7443.1	2 C6H5I (cr,l) + 29/2 O2 (g) → 12 CO2 (g) + 5 H2O (cr,l) + I2 (cr,l)	Δ_rH°(298.15 K) = -1526.32 ± 2.0 kcal/mol	Smith 1956
0.017	7442.3	C6H5I (cr,l) → C6H5I (g)	Δ_rH°(278.40 K) = 46.51 ± 1.29 (×2.768) kJ/mol	Drucker 1915, 2nd Law
0.012	7442.1	C6H5I (cr,l) → C6H5I (g)	Δ_rH°(298.15 K) = 11.40 ± 1.00 kcal/mol	Cox 1970
0.011	7442.5	C6H5I (cr,l) → C6H5I (g)	Δ_rH°(328.60 K) = 47.23 ± 4.42 kJ/mol	Young 1889, 2nd Law
0.004	7445.1	C6H5I (cr,l) + HI (g) → C6H6 (cr,l) + I2 (cr,l)	Δ_rH°(298.15 K) = -18.9 ± 3.8 kcal/mol	Graham 1955, Nichol 1952, Semb 1935, note unc2

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. 1.202 of the Thermochemical Network (2024); available at ATcT.anl.gov
4		B. Ruscic and D. H. Bross Accurate and Reliable Thermochemistry by Data Analysis of Complex Thermochemical Networks using Active Thermochemical Tables: The Case of Glycine Thermochemistry Faraday Discuss. (in press) (2024) [DOI: 10.1039/D4FD00110A]
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.