Dibenzo-p-dioxin
- Formula: C12H8O2
- Molecular weight: 184.1907
- IUPAC Standard InChI: InChI=1S/C12H8O2/c1-2-6-10-9(5-1)13-11-7-3-4-8-12(11)14-10/h1-8H
- IUPAC Standard InChIKey: NFBOHOGPQUYFRF-UHFFFAOYSA-N
- CAS Registry Number: 262-12-4
- 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: Dibenzo[b,e][1,4]dioxin; Dibenzo[1,4]dioxin; Diphenylene dioxide; Oxanthrene; Phenodioxin; Dibenzodioxin; NCI-C03656
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Gas phase thermochemistry data
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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
DRB - Donald R. Burgess, Jr.
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | -14.1 ± 1.1 | kcal/mol | Ccb | Luk'yanova, Kolesov, et al., 1997 | ALS |
| ΔfH°gas | -14.1 ± 1.1 | kcal/mol | Ccb | Luk'yanova, Kolesov, et al., 1997 | ALS |
| ΔfH°gas | -14.1 | kcal/mol | N/A | Luk'yanova, Kolesov, et al., 1997 | Value computed using ΔfHsolid° value of -148.7±4.4 kj/mol from Luk'yanova, Kolesov, et al., 1997 and ΔsubH° value of 89.5 kj/mol from Luk'yanova, Kolesov, et al., 1997.; DRB |
Constant pressure heat capacity of gas
| Cp,gas (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 10.81 | 50. | Dorofeeva O.V., 1997 | These S(T) and Cp(T) values were calculated using estimated vibrational frequencies. Thermodynamic functions calculated earlier by [ Shaub, 1982] are lower than selected ones by 8.8-11.2 J/mol*K for S(T) and 0.1-4.0 J/mol*K for Cp(T).; GT |
| 15.39 | 100. | ||
| 21.47 | 150. | ||
| 28.461 | 200. | ||
| 39.364 | 273.15 | ||
| 43.08 ± 0.72 | 298.15 | ||
| 43.351 | 300. | ||
| 57.168 | 400. | ||
| 68.640 | 500. | ||
| 77.784 | 600. | ||
| 85.062 | 700. | ||
| 90.925 | 800. | ||
| 95.719 | 900. | ||
| 99.687 | 1000. | ||
| 103.00 | 1100. | ||
| 105.80 | 1200. | ||
| 108.17 | 1300. | ||
| 110.20 | 1400. | ||
| 111.93 | 1500. |
Gas phase ion energetics data
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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:
LL - Sharon G. Lias and Joel F. Liebman
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| IE (evaluated) | 7.598 ± 0.002 | eV | N/A | N/A | L |
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 7.598 ± 0.002 | LS | Zimmermann, Boesl, et al., 1995 | LL |
| 7.5 | PE | Colonna, Distefano, et al., 1978 | LLK |
| 8.10 ± 0.03 | EI | Nounou, 1966 | RDSH |
| 7.7 | CTS | Kuboyama, 1964 | RDSH |
| 7.78 ± 0.05 | PE | Colonna, Distefano, et al., 1978 | Vertical value; LLK |
Gas Chromatography
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Van Den Dool and Kratz RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | RTX-5 | 1612. | Donnelly, Munslow, et al., 1991 | 30. m/0.25 mm/0.25 μm, He, 170. C @ 1. min, 2. K/min; Tend: 320. C |
| Capillary | RTX-5 | 1612. | Donnelly, Munslow, et al., 1991, 2 | 30. m/0.25 mm/0.25 μm, He, 170. C @ 1. min, 2. K/min; Tend: 320. C |
Lee's RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | SE-52 | 267.27 | Lee, Vassilaros, et al., 1979 | 12. m/0.3 mm/0.34 μm, He, 2. K/min; Tstart: 50. C; Tend: 250. C |
References
Go To: Top, Gas phase thermochemistry data, Gas phase ion energetics data, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Luk'yanova, Kolesov, et al., 1997
Luk'yanova, V.A.; Kolesov, V.P.; Avramenko, N.V.; Vorob'eva, V.P.; Golovkov, V.F.,
Standard enthalpy of formation of dibenzo-p-dioxine,
Russ. J. Phys. Chem. (Engl. Transl.), 1997, 71, 338-340, In original 406. [all data]
Dorofeeva O.V., 1997
Dorofeeva O.V.,
Unpublished results. Thermocenter of Russian Academy of Science, Moscow, 1997. [all data]
Shaub, 1982
Shaub, W.M.,
Estimated thermodynamic functions for some chlorinated benzenes, phenols and dioxins,
Thermochim. Acta, 1982, 58, 11-44. [all data]
Zimmermann, Boesl, et al., 1995
Zimmermann, R.; Boesl, U.; Lenoir, D.; Kettrup, A.; Grebner, T.L.; Neusser, H.J.,
The ionization energies of polychlorinated dibenzo-p-dioxins: new experimental results and theoretical studies,
Int. J. Mass Spectrom. Ion Processes, 1995, 145, 97. [all data]
Colonna, Distefano, et al., 1978
Colonna, F.P.; Distefano, G.; Galasso, V.; Irgolic, K.J.; King, C.E.; Pappalardo, G.C.,
The conformation, uv-absorption spectra and photoelectron spectra of phenoxachalcogenins,
J. Organometal. Chem., 1978, 146, 235. [all data]
Nounou, 1966
Nounou, P.,
Etude des composes aromatiques par spectrometrie de masse. I. Mesure des potentials d'ionisation et d'apparition par la methode du potential retardateur et interpretation des courbes d'ionisation differentielle,
J. Chim. Phys., 1966, 63, 994. [all data]
Kuboyama, 1964
Kuboyama, A.,
Molecular complexes and their spectra. XVII.The iodine and the chloranil complexes with thianthrene analogs,
J. Am. Chem. Soc., 1964, 86, 164. [all data]
Donnelly, Munslow, et al., 1991
Donnelly, J.R.; Munslow, W.D.; Grange, A.H.; Pettit, T.L.; Simmons, R.D.; Sovocool, G.W.,
Correlation of structure with linear retention index for bromo- and bromochlorodibenzo-p-dioxins and bromodibenzofurans,
J. Chromatogr., 1991, 540, 293-310, https://doi.org/10.1016/S0021-9673(01)88817-8
. [all data]
Donnelly, Munslow, et al., 1991, 2
Donnelly, J.R.; Munslow, W.D.; Grange, A.H.; Pettit, T.L.; Simmons, R.D.; Kumar, K.S.; Sovocool, G.W.,
A gas chromatographic/mass spectrometric approach for isomer-specific environmental monitoring of the 1700 bromo-, chloro-, and bromoschloro-dibenzo-p-dioxins,
Biol. Mass Spectrom., 1991, 20, 5, 329-337, https://doi.org/10.1002/bms.1200200515
. [all data]
Lee, Vassilaros, et al., 1979
Lee, M.L.; Vassilaros, D.L.; White, C.M.; Novotny, M.,
Retention Indices for Programmed-Temperature Capillary-Column Gas Chromatography of Polycyclic Aromatic Hydrocarbons,
Anal. Chem., 1979, 51, 6, 768-773, https://doi.org/10.1021/ac50042a043
. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Gas phase ion energetics data, Gas Chromatography, References
- Symbols used in this document:
Cp,gas Constant pressure heat capacity of gas IE (evaluated) Recommended ionization energy ΔfH°gas Enthalpy of formation of gas at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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