Dibenzothiophene
- Formula: C12H8S
- Molecular weight: 184.257
- IUPAC Standard InChI: InChI=1S/C12H8S/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11/h1-8H
- IUPAC Standard InChIKey: IYYZUPMFVPLQIF-UHFFFAOYSA-N
- CAS Registry Number: 132-65-0
- 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: [1,1'-Biphenyl]-2,2'-diyl sulfide; Dibenzo[b,d]thiophene; Diphenylene sulfide; 2,2'-Biphenylylene sulfide; 9-Thiafluorene; α-Thiafluorene
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Gas phase thermochemistry 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 compiled as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | 51.0 ± 0.2 | kcal/mol | Cm | Chirico, Knipmeyer, et al., 1991 | ALS |
| ΔfH°gas | 45.2 ± 1.1 | kcal/mol | Ccr | Sabbah and Antipine, 1987 | see Sabbah, 1979; ALS |
| ΔfH°gas | 49.09 | kcal/mol | N/A | Good, 1972 | Value computed using ΔfHsolid° value of 120.3±1.5 kj/mol from Good, 1972 and ΔsubH° value of 85.1 kj/mol from Sabbah and Antipine, 1987.; DRB |
Condensed phase thermochemistry data
Go To: Top, Gas 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 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 | 24.9 ± 1.1 | kcal/mol | Ccr | Sabbah and Antipine, 1987 | see Sabbah, 1979; ALS |
| ΔfH°solid | 28.76 ± 0.35 | kcal/mol | Ccr | Good, 1972 | ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -1570.7 ± 1.1 | kcal/mol | Ccr | Sabbah and Antipine, 1987 | see Sabbah, 1979; ALS |
| ΔcH°solid | -1574.49 ± 0.32 | kcal/mol | Ccr | Good, 1972 | ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| S°solid,1 bar | 48.805 | cal/mol*K | N/A | Chirico, Knipmeyer, et al., 1991 | DH |
Constant pressure heat capacity of solid
| Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 47.395 | 298.15 | Chirico, Knipmeyer, et al., 1991 | T = 5 to 800 K.; DH |
| 46.51 | 298.15 | O'Rourke and Mraw, 1983 | T = 220 to 560 K. Cp = 0.6709 (T/K) - 5.4 (220 to 371.0 K) J/mol*K.; DH |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Chirico, Knipmeyer, et al., 1991
Chirico, R.D.; Knipmeyer, S.E.; Nguyen, A.; Steele, W.V.,
The thermodynamic properties of dibenzothiophene,
J. Chem. Thermodyn., 1991, 23, 431-450. [all data]
Sabbah and Antipine, 1987
Sabbah, R.; Antipine, I.,
Thermodynamic study on four polycycles. Relationship between their energy values and their structure,
Bull. Soc. Chim. Fr., 1987, 392-400. [all data]
Sabbah, 1979
Sabbah, R.,
Thermodynamique de substances soufrees. I. Etude thermochimique du benzo-2,3 thiophene et du dibenzothiophene,
Bull. Soc. Chim. France, 1979, 9, 434-437. [all data]
Good, 1972
Good, W.D.,
Enthalpies of combustion of 18 organic sulfur compounds related to petroleum,
J. Chem. Eng. Data, 1972, 17, 158-162. [all data]
O'Rourke and Mraw, 1983
O'Rourke, D.F.; Mraw, S.C.,
Heat capacities and enthalpies of fusion of dibenzothiophene (220 to 560 K) and of biphenyl, cyclohexylbenzene, and cyclohexylcyclohexane (220 to 475 K). Enthalpies and temperatures of three transitions in solid cyclohexylcyclohexane,
J. Chem. Thermodynam., 1983, 15, 489-502. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid S°solid,1 bar Entropy of solid at standard conditions (1 bar) ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°gas Enthalpy of formation of gas 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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