Diethyl disulfide
- Formula: C4H10S2
- Molecular weight: 122.252
- IUPAC Standard InChIKey: CETBSQOFQKLHHZ-UHFFFAOYSA-N
- CAS Registry Number: 110-81-6
- 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: Disulfide, diethyl; Ethyl disulfide; Ethyldithioethane; 3,4-Dithiahexane; Diethyl disulphide; (C2H5S)2; Diethyldisulfid; Ethyl disulphide; NSC 8839; 1-(Ethyldisulfanyl)ethane
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Condensed phase thermochemistry data
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 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 | -28.68 ± 0.72 | kcal/mol | Ccb | Voronkov, Klyuchnikov, et al., 1989 | ALS |
ΔfH°liquid | -28.71 ± 0.25 | kcal/mol | Ccb | Hubbard, Douslin, et al., 1958 | Reanalyzed by Cox and Pilcher, 1970, Original value = -28.28 ± 0.24 kcal/mol; ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -976.98 ± 0.19 | kcal/mol | Ccb | Hubbard, Douslin, et al., 1958 | Reanalyzed by Cox and Pilcher, 1970, Original value = -976.41 ± 0.19 kcal/mol; ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°liquid | 72.899 | cal/mol*K | N/A | Scott, Finke, et al., 1952 | DH |
Constant pressure heat capacity of liquid
Cp,liquid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
48.760 | 298.15 | Scott, Finke, et al., 1952 | T = 13 to 300 K.; DH |
Phase change 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:
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
DRB - Donald R. Burgess, Jr.
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 425.2 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
Tboil | 427.2 | K | N/A | Weast and Grasselli, 1989 | BS |
Tboil | 427.2 | K | N/A | Majer and Svoboda, 1985 | |
Tboil | 427. | K | N/A | Mcallan, Cullum, et al., 1951 | Uncertainty assigned by TRC = 1.5 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 172. | K | N/A | Mcallan, Cullum, et al., 1951 | Uncertainty assigned by TRC = 0.2 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 171.64 | K | N/A | Scott, Finke, et al., 1952, 2 | Uncertainty assigned by TRC = 0.02 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 642. | K | N/A | Majer and Svoboda, 1985 | |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 10.8 ± 0.1 | kcal/mol | AVG | N/A | Average of 10 values; Individual data points |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
8.982 | 427.2 | N/A | Majer and Svoboda, 1985 | |
10.9 | 302. | A | Stephenson and Malanowski, 1987 | Based on data from 287. to 434. K.; AC |
9.78 | 388. | EB | Stephenson and Malanowski, 1987 | Based on data from 373. to 431. K. See also Osborn and Douslin, 1966 and Scott, Finke, et al., 1952.; AC |
9.78 ± 0.03 | 373.73 | V | Scott, Finke, et al., 1952, 3 | ALS |
9.92 | 374. | EB | White, Barnard--Smith, et al., 1952 | Based on data from 359. to 433. K.; AC |
Enthalpy of vaporization
ΔvapH =
A exp(-βTr) (1 − Tr)β
ΔvapH =
Enthalpy of vaporization (at saturation pressure)
(kcal/mol)
Tr = reduced temperature (T / Tc)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | A (kcal/mol) | β | Tc (K) | Reference | Comment |
---|---|---|---|---|---|
298. to 400. | 14.56 | 0.2744 | 642. | Majer and Svoboda, 1985 |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
373.71 to 434.03 | 4.09426 | 1485.97 | -64.192 | Osborn and Douslin, 1966 | |
273. to 353. | 4.3119 | 1605.244 | -53.643 | Scott, Finke, et al., 1952 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
2.2477 | 171.64 | Scott, Finke, et al., 1952 | DH |
2.2 | 171.6 | Domalski and Hearing, 1996 | AC |
Entropy of fusion
ΔfusS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
13.10 | 171.64 | Scott, Finke, et al., 1952 | DH |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Voronkov, Klyuchnikov, et al., 1989
Voronkov, M.G.; Klyuchnikov, V.A.; Kolabin, S.N.; Shvets, G.N.; Varusin, P.I.; Deryagina, E.N.; Korchevin, N.A.; Tsvetnitskaya, S.I.,
Thermochemical properties of diorganyl chalcogenides and dichalcogenides RMnR(M = S, Se, Te; n = 1, 2).,
Dokl. Phys. Chem. (Engl. Transl.), 1989, 307, 650-653, In original 1139. [all data]
Hubbard, Douslin, et al., 1958
Hubbard, W.N.; Douslin, D.R.; McCullough, J.P.; Scott, D.W.; Todd, S.S.; Messerly, J.F.; Hossenlopp, I.A.; George, A.; Waddington, G.,
2,3-dithiabutane, 3,4-dithiahexane and 4,5-dithiaoctane: Chemical thermodynamic properties from 0 to 1000°K,
J. Am. Chem. Soc., 1958, 80, 3547-3554. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]
Scott, Finke, et al., 1952
Scott, D.W.; Finke, H.L.; McCullough, J.P.; Gross, M.E.; Pennington, R.E.; Waddington, G.,
3,4-Dithiahexane: heat capacity, heats of fusion and vaporization, vapor pressure, entropy, and thermodynamic functions,
J. Am. Chem. Soc., 1952, 74, 2478-2483. [all data]
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [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]
Majer and Svoboda, 1985
Majer, V.; Svoboda, V.,
Enthalpies of Vaporization of Organic Compounds: A Critical Review and Data Compilation, Blackwell Scientific Publications, Oxford, 1985, 300. [all data]
Mcallan, Cullum, et al., 1951
Mcallan, D.T.; Cullum, T.V.; Dean, R.A.; Fidler, F.A.,
The Preparation and Properties of Sulfur Compounds Related to Petroleum I. The Dialkyl Sulfides and Disulfides,
J. Am. Chem. Soc., 1951, 73, 3627-32. [all data]
Scott, Finke, et al., 1952, 2
Scott, D.W.; Finke, H.L.; McCullough, J.P.; Gross, M.E.; Pennington, R.E.; Waddington, G.,
3,4-Dithiahexane: Heat Capacity, Heat of Fusion and Vaporization, Vapor Pressure, Entropy, and Thermodynamic Functions,
J. Am. Chem. Soc., 1952, 74, 2478-83. [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]
Osborn and Douslin, 1966
Osborn, A.G.; Douslin, D.R.,
Vapor Pressure Relations of 36 Sulfur Compounds Present in Petroleum.,
J. Chem. Eng. Data, 1966, 11, 4, 502-509, https://doi.org/10.1021/je60031a014
. [all data]
Scott, Finke, et al., 1952, 3
Scott, D.W.; Finke, H.L.; McCullough, J.P.; Gross, M.E.; Pennington, R.E.; Waddington, G.,
3,4-Dithiahexane: Heat capacity, heats of fusion and vaporization, vapor pressure, entropy, and thermodynamic functions,
J. Am. Chem. Soc., 1952, 74, 2478-24. [all data]
White, Barnard--Smith, et al., 1952
White, P.T.; Barnard--Smith, D.G.; Fidler, F.A.,
Vapor Pressure--Temperature Relationships of Sulfur Compounds Related to Petroleum,
Ind. Eng. Chem., 1952, 44, 6, 1430-1438, https://doi.org/10.1021/ie50510a064
. [all data]
Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D.,
Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III,
J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985
. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid S°liquid Entropy of liquid at standard conditions Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point Ttriple Triple point temperature ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔfusH Enthalpy of fusion ΔfusS Entropy 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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