Thianthrene
- Formula: C12H8S2
- Molecular weight: 216.322
- IUPAC Standard InChIKey: GVIJJXMXTUZIOD-UHFFFAOYSA-N
- CAS Registry Number: 92-85-3
- 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: Thianthren; Thiaanthrene; 9,10-Dithiaanthracene
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Data at other public NIST sites:
- Options:
Data at NIST subscription sites:
NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.
Condensed phase thermochemistry data
Go To: Top, Phase change data, Gas phase ion energetics data, Gas Chromatography, 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 | 186.6 ± 4.8 | kJ/mol | Ccb | Sabbah and El Watik, 1989 | ALS |
ΔfH°solid | 184.2 ± 1.5 | kJ/mol | Ccr | Johnson, 1975 | ALS |
ΔfH°solid | 182.6 ± 1.3 | kJ/mol | Ccr | Sunner, 1963 | See Sunner, 1962; ALS |
ΔfH°solid | 181.3 ± 2.3 | kJ/mol | Ccr | Hubbard, Katz, et al., 1954 | Heat of combustion calculated author's U=-1730.01; ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -7250. ± 10. | kJ/mol | AVG | N/A | Average of 7 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
S°solid,1 bar | 230.89 | J/mol*K | N/A | Steele, Chirico, et al., 1993 | DH |
Constant pressure heat capacity of solid
Cp,solid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
220.17 | 298.15 | Steele, Chirico, et al., 1993 | T = 5 to 700 K.; DH |
224.97 | 298.15 | Sabbah and Watik, 1989 | DH |
Phase change data
Go To: Top, Condensed phase thermochemistry data, Gas phase ion energetics data, Gas Chromatography, 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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
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 |
---|---|---|---|---|---|
Tboil | 639.2 | K | N/A | Weast and Grasselli, 1989 | BS |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 429. | K | N/A | Mayer, Howell, et al., 1990 | Uncertainty assigned by TRC = 1. K; TRC |
Tfus | 429.85 | K | N/A | Cullinane and Rees, 1940 | Uncertainty assigned by TRC = 0.5 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 429.570 | K | N/A | Steele, Chirico, et al., 1993, 2 | Uncertainty assigned by TRC = 0.002 K; TRC |
Ttriple | 428.43 | K | N/A | Sabbah and El Watik, 1989, 2 | Uncertainty assigned by TRC = 0.38 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 99.39 ± 0.56 | kJ/mol | C | Sabbah and El Watik, 1989 | ALS |
ΔsubH° | 99.4 ± 0.6 | kJ/mol | N/A | Sabbah and El Watik, 1989 | AC |
Reduced pressure boiling point
Tboil (K) | Pressure (bar) | Reference | Comment |
---|---|---|---|
477.2 | 0.015 | Weast and Grasselli, 1989 | BS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
71.2 | 444. | N/A | Dykyj, Svoboda, et al., 1999 | Based on data from 429. to 460. K.; AC |
68.4 | 475. | N/A | Dykyj, Svoboda, et al., 1999 | Based on data from 460. to 539. K.; AC |
72.7 | 440. | EB,IP | Steele, Chirico, et al., 1993 | Based on data from 395. to 639. K.; AC |
69.9 | 480. | EB,IP | Steele, Chirico, et al., 1993 | Based on data from 395. to 639. K.; AC |
67.2 | 520. | EB,IP | Steele, Chirico, et al., 1993 | Based on data from 395. to 639. K.; AC |
64.5 | 560. | EB,IP | Steele, Chirico, et al., 1993 | Based on data from 395. to 639. K.; AC |
61.7 | 600. | EB,IP | Steele, Chirico, et al., 1993 | Based on data from 395. to 639. K.; AC |
69.1 | 465. | N/A | Sivaraman and Kobayashi, 1983 | Based on data from 430. to 593. K.; AC |
68.7 | 515. | N/A | Sivaraman and Kobayashi, 1983 | Based on data from 430. to 593. K.; AC |
71.1 | 438. | GS | Edwards and Prausnitz, 1981 | Based on data from 428. to 448. K.; AC |
Enthalpy of sublimation
ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
103.6 ± 0.4 | 350. | IP | Steele, Chirico, et al., 1993 | AC |
98.6 ± 0.5 | 353. | N/A | Sabbah and El Watik, 1989 | Based on data from 338. to 368. K.; AC |
98.0 | 393. | GS | Edwards and Prausnitz, 1981 | Based on data from 358. to 428. K.; AC |
97.5 ± 6.3 | 353. | HSA | Sandman, Epstein, et al., 1979 | Based on data from 338. to 368. K.; AC |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
27.5551 | 429.576 | Steele, Chirico, et al., 1993 | DH |
27.55 | 429.6 | Steele, Chirico, et al., 1993 | AC |
Gas phase ion energetics data
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas Chromatography, 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
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
IE (evaluated) | 7.8 | eV | N/A | N/A | L |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
7.7 | PE | Traven', Redchenko, et al., 1981 | LLK |
7.80 ± 0.03 | EI | Nounou, 1966 | RDSH |
7.9 | CTS | Kuboyama, 1964 | RDSH |
7.93 | PE | Traven', Redchenko, et al., 1981 | Vertical value; LLK |
Gas Chromatography
Go To: Top, Condensed phase thermochemistry data, Phase change data, 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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Kovats' RI, non-polar column, custom temperature program
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Packed | SE-30 | 1901. | Ramsey, Lee, et al., 1980 | He, Chromosorb G HP (80-100 mesh); Column length: 1.5 m; Program: not specified |
Normal alkane RI, non-polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | Ultra-1 | 1883. | Okumura, 1991 | 25. m/0.32 mm/0.25 μm, He, 3. K/min; Tstart: 80. C; Tend: 260. C |
Normal alkane RI, non-polar column, custom temperature program
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | Methyl Silicone | 1909. | Zenkevich, 1994 | Program: not specified |
Capillary | OV-1, SE-30, Methyl silicone, SP-2100, OV-101, DB-1, etc. | 1901. | Waggott and Davies, 1984 | Hydrogen; Column length: 50. m; Column diameter: 0.32 mm; Program: not specified |
Other | Methyl Silicone | 1901. | Ardrey and Moffat, 1981 | Program: not specified |
Lee's RI, non-polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | DB-5 | 327.9 | Durlak, Biswas, et al., 1998 | 30. m/0.25 mm/0.25 μm, 15. K/min; Tstart: 50. C; Tend: 300. C |
Capillary | OV-101 | 328.58 | Blanco, Blanco, et al., 1989 | H2, 4. K/min; Column length: 25. m; Column diameter: 0.22 mm; Tstart: 50. C; Tend: 300. C |
Capillary | SE-52 | 330.13 | 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, Condensed phase thermochemistry data, Phase change 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.
Sabbah and El Watik, 1989
Sabbah, R.; El Watik, L.,
Etude thermodynamique de la molecule de thianthrene,
Thermochim. Acta, 1989, 138, 241-247. [all data]
Johnson, 1975
Johnson, W.H.,
The enthalpies of combustion and formation of thianthrene,
J. Res. NBS, 1975, 79, 561-564. [all data]
Sunner, 1963
Sunner, S.,
Corrected heat of combustion and formation values for a number of organic sulphur compounds,
Acta Chem. Scand., 1963, 17, 728-730. [all data]
Sunner, 1962
Sunner, S.,
Corrected heat of combustion and formation values for a number of organic sulphur compounds,
Private communication, 1962, 1-4. [all data]
Hubbard, Katz, et al., 1954
Hubbard, W.N.; Katz, C.; Waddington, G.,
A rotating combustion bomb for precision calorimetry. Heats of combustion of some sulfur-containing compounds,
J. Phys. Chem., 1954, 58, 142. [all data]
Steele, Chirico, et al., 1993
Steele, W.V.; Chirico, R.D.; Knipmeyer, S.E.; Nguyen, A.,
The thermodynamic properties of thianthrene and phenoxathiin,
J. Chem. Thermodyn., 1993, 25, 965-992. [all data]
Sabbah and Watik, 1989
Sabbah, R.; Watik, L.E.,
Etude thermodynamique de la molecule de thanthrene,
Thermochim. Acta, 1989, 138, 241-247. [all data]
Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]
Mayer, Howell, et al., 1990
Mayer, M.M.; Howell, W.J.; Tomasko, D.L.; Eckert, C.A.,
Solid-solid Equilibria in the Systems Thianthrene + Phenanthrene, Salicylic Acid + Phenanthrene, and 3-Hydroxybenzoic Acid + Phenanthrene,
J. Chem. Eng. Data, 1990, 35, 446. [all data]
Cullinane and Rees, 1940
Cullinane, N.M.; Rees, W.T.,
Isomorphous relationships of some organic compounds of analogous constitution,
Trans. Faraday Soc., 1940, 36, 507. [all data]
Steele, Chirico, et al., 1993, 2
Steele, W.V.; Chirico, R.D.; Knipmeyer, S.E.; Nguyen, A.,
The thermodynamic properties of thianthrene and phenoxathiin,
J. Chem. Thermodyn., 1993, 25, 965-92. [all data]
Sabbah and El Watik, 1989, 2
Sabbah, R.; El Watik, L.,
Thermodynamic study of the thianthrene molecule,
Thermochim. Acta, 1989, 138, 241. [all data]
Dykyj, Svoboda, et al., 1999
Dykyj, J.; Svoboda, J.; Wilhoit, R.C.; Frenkel, M.L.; Hall, K.R.,
Vapor Pressure of Chemicals: Part A. Vapor Pressure and Antoine Constants for Hydrocarbons and Sulfur, Selenium, Tellurium and Hydrogen Containing Organic Compounds, Springer, Berlin, 1999, 373. [all data]
Sivaraman and Kobayashi, 1983
Sivaraman, Alwarappa; Kobayashi, Riki,
Vapor pressures and enthalpies of vaporization of thianthrene, acridine, and 9-methylanthracene at elevated temperatures,
The Journal of Chemical Thermodynamics, 1983, 15, 12, 1127-1135, https://doi.org/10.1016/0021-9614(83)90003-4
. [all data]
Edwards and Prausnitz, 1981
Edwards, D.R.; Prausnitz, J.M.,
Vapor pressures of some sulfur-containing, coal-related compounds,
J. Chem. Eng. Data, 1981, 26, 2, 121-124, https://doi.org/10.1021/je00024a005
. [all data]
Sandman, Epstein, et al., 1979
Sandman, D.J.; Epstein, A.J.; Chickos, J.S.; Ketchum, J.; Fu, J.S.; Scheraga, H.A.,
Crystal lattice and polarization energy of tetrathiafulvalene,
J. Chem. Phys., 1979, 70, 1, 305, https://doi.org/10.1063/1.437191
. [all data]
Traven', Redchenko, et al., 1981
Traven', V.F.; Redchenko, V.V.; Eismont, M.Y.; Stepanov, B.I.,
Photoelectron spectra and electronic and steric structures of silicon and sulfur-containing analogs of 9,10-dihydroanthracene,
J. Gen. Chem. USSR, 1981, 51, 1099, In original 1297. [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]
Ramsey, Lee, et al., 1980
Ramsey, J.D.; Lee, T.D.; Osselton, M.D.; Moffat, A.C.,
Gas-liquid chromatographic retention indices of 296 non-drug substances on SE-30 or OV-1 likely to be encountered in toxicological analyses,
J. Chromatogr., 1980, 184, 2, 185-206, https://doi.org/10.1016/S0021-9673(00)85641-1
. [all data]
Okumura, 1991
Okumura, T.,
retention indices of environmental chemicals on methyl silicone capillary column,
Journal of Environmental Chemistry (Japan), 1991, 1, 2, 333-358, https://doi.org/10.5985/jec.1.333
. [all data]
Zenkevich, 1994
Zenkevich, I.G.,
Contemporary State of Informational Maintenance for Gas Chromatographic Identification of Chlorinated Polycyclic Aromatic Compounds,
Zh. Ecol. Khim., 1994, 3, 2, 111-119. [all data]
Waggott and Davies, 1984
Waggott, A.; Davies, I.W.,
Identification of organic pollutants using linear temperature programmed retention indices (LTPRIs) - Part II, 1984, retrieved from http://dwi.defra.gov.uk/research/completed-research/reports/dwi0383.pdf. [all data]
Ardrey and Moffat, 1981
Ardrey, R.E.; Moffat, A.C.,
Gas-liquid chromatographic retention indices of 1318 substances of toxicological interest on SE-30 or OV-1 stationary phase,
J. Chromatogr., 1981, 220, 3, 195-252, https://doi.org/10.1016/S0021-9673(00)81925-1
. [all data]
Durlak, Biswas, et al., 1998
Durlak, S.K.; Biswas, P.; Shi, J.; Bernhard, M.J.,
Characterization of polycyclic aromatic hydrocarbon particulate and gaseous emissions from polystyrene combustion,
Environ. Sci. Technol., 1998, 32, 15, 2301-2307, https://doi.org/10.1021/es9709031
. [all data]
Blanco, Blanco, et al., 1989
Blanco, C.G.; Blanco, J.; Bermejo, J.; Guillen, M.D.,
Capillary gas chromatography of some polycyclic aromatic compounds on several stationary phases,
J. Chromatogr., 1989, 465, 3, 378-385, https://doi.org/10.1016/S0021-9673(01)92675-5
. [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, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Gas Chromatography, References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid IE (evaluated) Recommended ionization energy S°solid,1 bar Entropy of solid at standard conditions (1 bar) Tboil Boiling point Tfus Fusion (melting) point Ttriple Triple point temperature ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔfusH Enthalpy of fusion ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
- The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
- Customer support for NIST Standard Reference Data products.