Diphenyl sulfide
- Formula: C12H10S
- Molecular weight: 186.273
- IUPAC Standard InChIKey: LTYMSROWYAPPGB-UHFFFAOYSA-N
- CAS Registry Number: 139-66-2
- 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: Benzene, 1,1'-thiobis-; Phenyl sulfide; Diphenyl monosulfide; Diphenyl sulphide; Diphenyl thioether; Diphenylmercaptan; Phenylthiobenzene; Diphenylthiamethane; Sulfide, diphenyl; 1,1'-Thiobis(benzene); NSC 4568
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change data, IR Spectrum, 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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | 55.3 ± 0.7 | kcal/mol | Ccb | Mackle and Mayrick, 1962 |
Condensed 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
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°liquid | 39.14 ± 0.47 | kcal/mol | Ccb | Mackle and Mayrick, 1962 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -1653.19 ± 0.47 | kcal/mol | Ccb | Mackle and Mayrick, 1962 | ALS |
Constant pressure heat capacity of liquid
Cp,liquid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
64.79 | 298.5 | Smith and Andrews, 1931 | T = 102 to 298 K. Value is unsmoothed experimental datum.; DH |
Phase change 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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
AC - William E. Acree, Jr., James S. Chickos
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 569.2 | K | N/A | Weast and Grasselli, 1989 | BS |
Tboil | 569.65 | K | N/A | Perkin, 1896 | Uncertainty assigned by TRC = 0.5 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 399.4 | K | N/A | Hauptmann and Wladislaw, 1950 | Uncertainty assigned by TRC = 8. K; TRC |
Tfus | 409. | K | N/A | Hauptmann and Wladislaw, 1950 | Uncertainty assigned by TRC = 4. K; TRC |
Tfus | 438. | K | N/A | Hauptmann and Wladislaw, 1950 | Uncertainty assigned by TRC = 10. K; TRC |
Tfus | 247.25 | K | N/A | Smith and Andrews, 1931, 2 | Uncertainty assigned by TRC = 0.5 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 16.2 ± 0.5 | kcal/mol | C | Mackle and Mayrick, 1962 | ALS |
ΔvapH° | 16.3 | kcal/mol | N/A | Mackle and Mayrick, 1962 | DRB |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
14.5 | 384. | N/A | Dykyj, Svoboda, et al., 1999 | Based on data from 369. to 566. K.; AC |
16.1 ± 0.07 | 360. | EB,IP | Steele, Chirico, et al., 1995 | Based on data from 345. to 611. K.; AC |
15.4 ± 0.07 | 400. | EB,IP | Steele, Chirico, et al., 1995 | Based on data from 345. to 611. K.; AC |
14.7 ± 0.07 | 440. | EB,IP | Steele, Chirico, et al., 1995 | Based on data from 345. to 611. K.; AC |
13.9 ± 0.07 | 480. | EB,IP | Steele, Chirico, et al., 1995 | Based on data from 345. to 611. K.; AC |
13.2 ± 0.07 | 520. | EB,IP | Steele, Chirico, et al., 1995 | Based on data from 345. to 611. K.; AC |
12.4 ± 0.07 | 560. | EB,IP | Steele, Chirico, et al., 1995 | Based on data from 345. to 611. K.; AC |
13.9 | 384. | A | Stephenson and Malanowski, 1987 | Based on data from 369. to 566. K. See also Kretschmer and Wiebe, 1949.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
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Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
369.3 to 565.7 | 4.80040 | 2519.224 | -41.188 | Stull, 1947 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
3.341 | 258. | AC | Steele, Chirico, et al., 1995 | Based on data from 5. to 440. K.; AC |
IR Spectrum
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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
Gas Phase Spectrum
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Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived.
Additional Data
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Owner | NIST Standard Reference Data Program Collection (C) 2018 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | NIST Mass Spectrometry Data Center |
State | gas |
Instrument | HP-GC/MS/IRD |
Mass spectrum (electron ionization)
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, IR Spectrum, 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
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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-IW-5634 |
NIST MS number | 229014 |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, IR Spectrum, 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.
Mackle and Mayrick, 1962
Mackle, H.; Mayrick, R.G.,
Studies in thermochemistry of organic sulphides. Part 3.-The gas-phase heats of formation of diphenyl sulphide, dibenzyl sulphide, diphenyl disulphide,4-thia-1-hexene and 4-thia-5,5-dimethyl-1-hexene,
Trans. Faraday Soc., 1962, 58, 238-243. [all data]
Smith and Andrews, 1931
Smith, R.H.; Andrews, D.H.,
Thermal energy studies. II. Phenyl derivatives of metals,
J. Am. Chem. Soc., 1931, 53, 3661-3667. [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]
Perkin, 1896
Perkin, W.H.,
LXIX. On Magnetic Rotatory Power, especially of Aromatic Compounds,
J. Chem. Soc., 1896, 69, 1025-1257. [all data]
Hauptmann and Wladislaw, 1950
Hauptmann, H.; Wladislaw, B.,
The Action of Raney Nickel on SUlfur Compounds III. Aromatic Thioesters,
J. Am. Chem. Soc., 1950, 72, 710. [all data]
Smith and Andrews, 1931, 2
Smith, R.H.; Andrews, D.H.,
Thermal Energy Studies II. Phenyl Derivatives of Metals,
J. Am. Chem. Soc., 1931, 53, 3661-7. [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]
Steele, Chirico, et al., 1995
Steele, W.V.; Chirico, R.D.; Cowell, A.B.; Nguyen, A.; Knipmeyer, S.E.,
Possible precursors and products of deep hydrodesulfurization of distillate fuels,
The Journal of Chemical Thermodynamics, 1995, 27, 12, 1407-1428, https://doi.org/10.1006/jcht.1995.0149
. [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]
Kretschmer and Wiebe, 1949
Kretschmer, Carl B.; Wiebe, Richard.,
Liquid-Vapor Equilibrium of Ethanol--Toluene Solutions,
J. Am. Chem. Soc., 1949, 71, 5, 1793-1797, https://doi.org/10.1021/ja01173a076
. [all data]
Stull, 1947
Stull, Daniel R.,
Vapor Pressure of Pure Substances. Organic and Inorganic Compounds,
Ind. Eng. Chem., 1947, 39, 4, 517-540, https://doi.org/10.1021/ie50448a022
. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, IR Spectrum, Mass spectrum (electron ionization), References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid Tboil Boiling point Tfus Fusion (melting) point ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔfusH Enthalpy of fusion ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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