Benzene, hexachloro-
- Formula: C6Cl6
- Molecular weight: 284.782
- IUPAC Standard InChIKey: CKAPSXZOOQJIBF-UHFFFAOYSA-N
- CAS Registry Number: 118-74-1
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Other names: Perchlorobenzene; Amatin; Anticarie; Bunt-cure; Bunt-no-more; Co-op Hexa; HCB; Julin's carbon chloride; No Bunt; No Bunt Liquid; No Bunt 40; No Bunt 80; Pentachlorophenyl chloride; Sanocide; Snieciotox; 1,2,3,4,5,6-Hexachlorobenzene; Hexa C.B.; Hexachlorbenzol; Smut-Go; Ceku C.B.; Esaclorobenzene; Granox nm; Rcra waste number U127; Saatbeizfungizid; Sanocid; UN 2729; Julin's chloride; Phenyl perchloryl; Hexcachlorbenzen; Hexachlorobenzene; Benzene, 1,2,3,4,5,6-hexachloro-; NSC 9243
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Condensed phase thermochemistry data
Go To: Top, Gas phase ion energetics data, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°solid | -33.884 | kcal/mol | Ccr | Platonov and Simulin, 1983 | ALS |
ΔfH°solid | -30.5 ± 1.0 | kcal/mol | Ccb | Sinke and Stull, 1958 | Reanalyzed by Cox and Pilcher, 1970, Original value = -31.3 ± 1.0 kcal/mol; ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -564.314 | kcal/mol | Ccr | Platonov and Simulin, 1983 | ALS |
ΔcH°solid | -567.7 ± 1.0 | kcal/mol | Ccb | Sinke and Stull, 1958 | Reanalyzed by Cox and Pilcher, 1970, Original value = -567.39 kcal/mol; ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°solid,1 bar | 62.199 | cal/mol*K | N/A | Hildenbrand, Kramer, et al., 1958 | DH |
Constant pressure heat capacity of solid
Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
48.109 | 298.15 | Hildenbrand, Kramer, et al., 1958 | T = 15 to 300 K.; DH |
61.59 | 299.8 | Andrews and Haworth, 1928 | T = 101 to 336 K. Value is unsmoothed experimental datum.; DH |
Gas phase ion energetics data
Go To: Top, Condensed phase thermochemistry data, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data evaluated as indicated in comments:
L - Sharon G. Lias
Data compiled as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
B - John E. Bartmess
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
IE (evaluated) | 9.0 ± 0.1 | eV | N/A | N/A | L |
Electron affinity determinations
EA (eV) | Method | Reference | Comment |
---|---|---|---|
0.92 ± 0.10 | TDEq | Knighton, Bognar, et al., 1995 | ΔH: 4.7 kcal/mol < pF-nitrobenzene. ΔS=9±2 eu.; B |
1.00002 | ECD | Wiley, Chen, et al., 1991 | B |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
8.98 | PE | Sato, Seki, et al., 1981 | LLK |
9.0 ± 0.1 | PE | Ruscic, Klasinc, et al., 1981 | LLK |
9.19 ± 0.03 | PE | Ruscic, Klasinc, et al., 1981 | Vertical value; LLK |
9.35 | PE | Kimura, Katsumata, et al., 1981 | Vertical value; LLK |
9.31 ± 0.05 | PE | Dougherty and McGlynn, 1977 | Vertical value; LLK |
9.20 | PE | Streets and Ceasar, 1973 | Vertical value; LLK |
References
Go To: Top, Condensed phase thermochemistry data, Gas phase ion energetics data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Platonov and Simulin, 1983
Platonov, V.A.; Simulin, Yu.N.,
Standard enthalpies of formation of 1,2,3-trichlorobenzene, 1,2,4,5-tetrachlorobenzene, and hexachlorobenzene,
Russ. J. Phys. Chem. (Engl. Transl.), 1983, 57, 840-842. [all data]
Sinke and Stull, 1958
Sinke, G.C.; Stull, D.R.,
Heats of combustion of some organic compounds containing chlorine,
J. Phys. Chem., 1958, 62, 397-401. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]
Hildenbrand, Kramer, et al., 1958
Hildenbrand, D.L.; Kramer, W.R.; Stull, D.R.,
The heat capacities of hexachlorobenzene and pentachlorophenol from 15 to 300K,
J. Phys. Chem., 1958, 62, 958-959. [all data]
Andrews and Haworth, 1928
Andrews, D.H.; Haworth, E.,
An application of the rule of Dulong and Petit to molecules,
J. Am. Chem. Soc., 1928, 50, 2998-3002. [all data]
Knighton, Bognar, et al., 1995
Knighton, W.B.; Bognar, J.A.; Grimsrud, E.P.,
Reactions of Selected Molecular Anions with Oxygen,
J. Mass Spectrom., 1995, 30, 4, 557, https://doi.org/10.1002/jms.1190300406
. [all data]
Wiley, Chen, et al., 1991
Wiley, J.R.; Chen, E.C.M.; Chen, E.S.D.; Richardson, P.; Reed, W.R.; Wentworth, W.E.,
The Determination of Absolute Electron Affinities of Chlorobenzenes, Chloronaphthalenes and Chlorinated Biphenyls from Reduction Potentials,
J. Electroanal. Chem. Interfac., 1991, 307, 1-2, 169, https://doi.org/10.1016/0022-0728(91)85546-2
. [all data]
Sato, Seki, et al., 1981
Sato, N.; Seki, K.; Inokuchi, H.,
Polarization energies of organic solids determined by ultraviolet photoelectron spectroscopy,
J. Chem. Soc. Faraday Trans. 2, 1981, 77, 1621. [all data]
Ruscic, Klasinc, et al., 1981
Ruscic, B.; Klasinc, L.; Wolf, A.; Knop, J.V.,
Photoelectron spectra of and Ab initio calculations on chlorobenzenes. 3. Hexachlorobenzene,
J. Phys. Chem., 1981, 85, 1495. [all data]
Kimura, Katsumata, et al., 1981
Kimura, K.; Katsumata, S.; Achiba, Y.; Yamazaki, T.; Iwata, S.,
Ionization energies, Ab initio assignments, and valence electronic structure for 200 molecules
in Handbook of HeI Photoelectron Spectra of Fundamental Organic Compounds, Japan Scientific Soc. Press, Tokyo, 1981. [all data]
Dougherty and McGlynn, 1977
Dougherty, D.; McGlynn, S.P.,
Photoelectron spectroscopy of carbonyls. 1,4-Benzoquinones,
J. Am. Chem. Soc., 1977, 99, 3234. [all data]
Streets and Ceasar, 1973
Streets, D.G.; Ceasar, G.P.,
Inductive mesomeric effects on the π orbitals of halobenzenes,
Mol. Phys., 1973, 26, 1037. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid EA Electron affinity IE (evaluated) Recommended ionization energy S°solid,1 bar Entropy of solid at standard conditions (1 bar) ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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