Thiophene, tetrahydro-, 1,1-dioxide
- Formula: C4H8O2S
- Molecular weight: 120.170
- IUPAC Standard InChIKey: HXJUTPCZVOIRIF-UHFFFAOYSA-N
- CAS Registry Number: 126-33-0
- 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: Tetramethylene sulfone; Bondelane A; Bondolane A; Cyclic tetramethylene sulfone; Cyclotetramethylene sulfone; Sulfolan; Sulfolane; Sulpholane; Tetrahydrothiophene dioxide; Tetrahydrothiophene 1,1-dioxide; Thiacyclopentane dioxide; Thiophan sulfone; Thiophane dioxide; 1,1-Dioxothiolan; Thiophene, 1,1-dioxide-tetrahydro-; Dihydrobutadiene sulfone; 1,1-Dioxide tetrahydrothiofuran; Dioxothiolan; Tetrahydothiophene-1,1-dioxide; Sulfalone; Sulphoxaline; Thiocyclopentane-1,1-dioxide; Thiolane-1,1-dioxide; 1,1-Dioxidetetrahydrothiophene; 2,3,4,5-Tetrahydrothiophene-1,1-dioxide; Dihydrobutadiene sulphone; Tetrahydrothiofen-1,1-dioxid; Thiophane 1,1-dioxide; NSC 46443
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- 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.
Phase change data
Go To: Top, Mass spectrum (electron ionization), 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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
CAL - James S. Chickos, William E. Acree, Jr., Joel F. Liebman, Students of Chem 202 (Introduction to the Literature of Chemistry), University of Missouri -- St. Louis
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 558. | K | N/A | Lee, 1986 | Uncertainty assigned by TRC = 3. K; TRC |
Tboil | 561.2 | K | N/A | Tripathi, RajaRam, et al., 1975 | Uncertainty assigned by TRC = 0.5 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 301.0 | K | N/A | Lee, 1986 | Uncertainty assigned by TRC = 0.5 K; TRC |
Tfus | 301.6 | K | N/A | Jannelli and Pansini, 1985 | Uncertainty assigned by TRC = 0.1 K; TRC |
Tfus | 301.61 | K | N/A | Jannelli and Pansini, 1985, 2 | Uncertainty assigned by TRC = 0.1 K; TRC |
Tfus | 301.61 | K | N/A | Lopez, Jannelli, et al., 1983 | Uncertainty assigned by TRC = 0.5 K; TRC |
Tfus | 301.60 | K | N/A | Sacco and Jannelli, 1972 | Uncertainty assigned by TRC = 0.1 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 855. | K | N/A | Steele, Chirico, et al., 1997 | Uncertainty assigned by TRC = 5. K; derived from fit of obs. vapor pressure; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 72.90 | bar | N/A | Steele, Chirico, et al., 1997 | Uncertainty assigned by TRC = 3.00 bar; derived from fit of obs. vapor pressure; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ρc | 2.996 | mol/l | N/A | Steele, Chirico, et al., 1997 | Uncertainty assigned by TRC = 0.12 mol/l; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 69.1 ± 1.4 | kJ/mol | C | Morais, Matos, et al., 2004 | AC |
ΔvapH° | 67.8 ± 0.8 | kJ/mol | EB | Steele, Chirico, et al., 1997, 2 | Based on data from 424. to 542. K.; AC |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
58.2 | 413. | TGA | Al-Najjar and Al-Sammerrai, 2007 | Based on data from 373. to 453. K.; AC |
59.0 | 438. | N/A | Dykyj, Svoboda, et al., 1999 | Based on data from 423. to 529. K.; AC |
53.7 | 379. | N/A | Dykyj, Svoboda, et al., 1999 | Based on data from 364. to 529. K.; AC |
31.0 | 315. | A | Stephenson and Malanowski, 1987 | Based on data from 303. to 328. K.; AC |
58.7 | 428. | A | Stephenson and Malanowski, 1987 | Based on data from 413. to 558. K.; AC |
54.5 | 380. | N/A | Shcherbina, Kaporovskii, et al., 1984 | Based on data from 360. to 400. K.; AC |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
1.37 | 301.7 | Ahlers, Lohmann, et al., 1999 | AC |
1.43 | 301.6 | Domanska, Moollan, et al., 1996 | AC |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
18.55 | 288.6 | Domanska, Moollan, et al., 1996, 2 | CAL |
4.73 | 301.6 |
Mass spectrum (electron ionization)
Go To: Top, Phase change 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
Spectrum
Notice: This spectrum may be better viewed with a Javascript and HTML 5 enabled browser.
Additional Data
View image of digitized spectrum (can be printed in landscape orientation).
Due to licensing restrictions, this spectrum cannot be downloaded.
Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | Japan AIST/NIMC Database- Spectrum MS-NW- 804 |
NIST MS number | 227911 |
References
Go To: Top, Phase change data, Mass spectrum (electron ionization), Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Lee, 1986
Lee, F.-M.,
Use of Organic Sulfones as the Extractive Distillation SOlvent for Aromatic Recovery,
Ind. Eng. Chem. Process Des. Dev., 1986, 25, 949-57. [all data]
Tripathi, RajaRam, et al., 1975
Tripathi, R.P.; RajaRam, A.; Bhimeshwararao, P.,
Liquid-liquid equilibria in ternary system toluene + n-heptane + sulfolane,
J. Chem. Eng. Data, 1975, 20, 261-4. [all data]
Jannelli and Pansini, 1985
Jannelli, L.; Pansini, M.,
Thermodynamic properties of dilute solutions of C2-C6 n-alkanoic acids in sulfolane,
J. Chem. Eng. Data, 1985, 30, 349. [all data]
Jannelli and Pansini, 1985, 2
Jannelli, L.; Pansini, M.,
Solid-Liquid Phase Diagram and Excess Propertiers at 303.16 and 313.16 K of Dimethyl Sulfoxide (1) + Sulfolane (2) Binary System,
J. Chem. Eng. Data, 1985, 30, 428. [all data]
Lopez, Jannelli, et al., 1983
Lopez, A.; Jannelli, L.; Pansini, M.,
Thermodynamic and Physical Properties of Binary Systems Involving Sulfolane + 2-Methylpropionitrile and Sulfolane + 2,2-Dimethylpropionitrile dimethylpropionitrile.,
J. Chem. Eng. Data, 1983, 28, 176. [all data]
Sacco and Jannelli, 1972
Sacco, A.; Jannelli, L.,
Thermodynamic behavior of binary mixtures involving sulfolane: I excess volumes of sulfolane with benzene, carbon tetrachloride, and dioxan,
J. Chem. Thermodyn., 1972, 4, 191-7. [all data]
Steele, Chirico, et al., 1997
Steele, W.V.; Chirico, R.D.; Knipmeyer, S.E.; Nguyen, A.,
Vapor Pressure, Heat Capacity, and Density along the Saturted Line, Measurements for Cyclohexanol, 2-Cyclohexen-1-one, 1,2-Dichloropropane, 1,4-Di-tert-butylbenzene, (±)-2-Ethylhexanoic Acid, 1-(m,
J. Chem. Eng. Data, 1997, 42, 1021-36. [all data]
Morais, Matos, et al., 2004
Morais, Victor M.F.; Matos, M. Agostinha R.; Miranda, Margarida S.; Liebman, Joel F.,
Surprises with strain energy and sulpholane (tetrahydrothiophene 1,1-dioxide): a combined experimental and theoretical investigation,
Molecular Physics, 2004, 102, 5, 525-530, https://doi.org/10.1080/002689710410001671558
. [all data]
Steele, Chirico, et al., 1997, 2
Steele, W.V.; Chirico, R.D.; Knipmeyer, S.E.; Nguyen, A.,
Vapor Pressure, Heat Capacity, and Density along the Saturation Line, Measurements for Cyclohexanol, 2-Cyclohexen-1-one, 1,2-Dichloropropane, 1,4-Di- tert -butylbenzene, (±)-2-Ethylhexanoic Acid, 2-(Methylamino)ethanol, Perfluoro- n -heptane, and Sulfolane,
J. Chem. Eng. Data, 1997, 42, 6, 1021-1036, https://doi.org/10.1021/je9701036
. [all data]
Al-Najjar and Al-Sammerrai, 2007
Al-Najjar, Hazim; Al-Sammerrai, Dhoaib,
Thermogravimetric determination of the heat of vaporization of some highly polar solvents,
J. Chem. Technol. Biotechnol., 2007, 37, 3, 145-152, https://doi.org/10.1002/jctb.280370302
. [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]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
Shcherbina, Kaporovskii, et al., 1984
Shcherbina, A.E.; Kaporovskii, L.M.; Shcherbina, E.A.,
Zh. Prikl. Khim. (Leningrad), 1984, 57, 1910. [all data]
Ahlers, Lohmann, et al., 1999
Ahlers, Jens; Lohmann, Jürgen; Gmehling, Jürgen,
Binary Solid-Liquid Equilibria of Organic Systems Containing Different Amides and Sulfolane,
J. Chem. Eng. Data, 1999, 44, 4, 727-730, https://doi.org/10.1021/je9802975
. [all data]
Domanska, Moollan, et al., 1996
Domanska, Urszula; Moollan, Warren C.; Letcher, Trevor M.,
Solubility of Sulfolane in Selected Organic Solvents,
J. Chem. Eng. Data, 1996, 41, 2, 261-265, https://doi.org/10.1021/je950236w
. [all data]
Domanska, Moollan, et al., 1996, 2
Domanska, U.; Moollan, W.C.; Letcher, T.M.,
Solubility of Sulfolane in Selected Organic Solvents,
J. Chem. Eng. Data, 1996, 41, 2, 261, https://doi.org/10.1021/je950236w
. [all data]
Notes
Go To: Top, Phase change data, Mass spectrum (electron ionization), References
- Symbols used in this document:
Pc Critical pressure Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions ρc Critical density - 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.