Benzo[b]thiophene
- Formula: C8H6S
- Molecular weight: 134.198
- IUPAC Standard InChI: InChI=1S/C8H6S/c1-2-4-8-7(3-1)5-6-9-8/h1-6H
- IUPAC Standard InChIKey: FCEHBMOGCRZNNI-UHFFFAOYSA-N
- CAS Registry Number: 95-15-8
- 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: Thianaphthene; Benzothiofuran; Benzothiophen; Thianaphtene; Thianaphthen; Thionaphthene; 1-Benzothiophene; 1-Thiaindene; 2,3-Benzothiophene; Benzothiophene; NSC 47196
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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 | 166.28 ± 0.48 | kJ/mol | Cm | Sabbah, 1979 | ALS |
| ΔfH°gas | 166.6 | kJ/mol | N/A | Good, 1972 | Value computed using ΔfHsolid° value of 100.9±0.9 kj/mol from Good, 1972 and ΔsubH° value of 65.7 kj/mol from Sabbah, 1979.; 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 | 100.60 ± 0.45 | kJ/mol | Cm | Sabbah, 1979 | ALS |
| ΔfH°solid | 100.9 ± 0.92 | kJ/mol | Ccr | Good, 1972 | ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -4708.21 ± 0.79 | kJ/mol | Ccr | Good, 1972 | ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| S°solid,1 bar | 177.11 | J/mol*K | N/A | Finke, Gross, et al., 1954 | DH |
Constant pressure heat capacity of solid
| Cp,solid (J/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 172.14 | 295.859 | Chirico, Knipmeyer, et al., 1991 | crystaline, I phase; T = 277 to 495 K. Unsmoothed experimental datum. Cp(liq, 298.15 K, smoothed, graphical extrapolation) = 188.17 J/mol*K.; DH |
| 163.01 | 298.15 | Finke, Gross, et al., 1954 | T = 12 to 335 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.
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]
Finke, Gross, et al., 1954
Finke, H.L.; Gross, M.E.; Messerly, J.F.; Waddington, G.,
Benzothiophene: heat capacity, heat of transition, heat of fusion and entropy. An order-disorder transition,
J. Am. Chem. Soc., 1954, 76, 854-857. [all data]
Chirico, Knipmeyer, et al., 1991
Chirico, R.D.; Knipmeyer, S.E.; Nguyen, A.; Steele, W.V.,
The thermodynamic properties of benzo[b]thiophene,
J. Chem. Thermodyn., 1991, 23, 759-779. [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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