Disulfide, dimethyl
- Formula: C2H6S2
- Molecular weight: 94.199
- IUPAC Standard InChIKey: WQOXQRCZOLPYPM-UHFFFAOYSA-N
- CAS Registry Number: 624-92-0
- 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: 2,3-Dithiabutane; Methyl disulfide; (Methyldithio)methane; Dimethyl disulfide; Dimethyl disulphide; (CH3S)2; UN 2381; DMDS; Sulfa-Hitech; NSC 9370; (Methyldisulfanyl)methane
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -5.76 ± 0.55 | kcal/mol | Ccb | Voronkov, Klyuchnikov, et al., 1989 | |
ΔfH°gas | -5.8 | kcal/mol | Ion | Hawari, Griller, et al., 1986 | |
ΔfH°gas | -5.75 ± 0.20 | kcal/mol | Ccb | Hubbard, Douslin, et al., 1958 |
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 | -15.0 ± 0.48 | kcal/mol | Ccb | Voronkov, Klyuchnikov, et al., 1989 | ALS |
ΔfH°liquid | -14.93 ± 0.20 | kcal/mol | Ccb | Hubbard, Douslin, et al., 1958 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -665.99 ± 0.17 | kcal/mol | Ccb | Hubbard, Douslin, et al., 1958 | Reanalyzed by Cox and Pilcher, 1970, Original value = -665.43 ± 0.17 kcal/mol; ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°liquid | 56.260 | cal/mol*K | N/A | Scott, Finke, et al., 1950 | DH |
Constant pressure heat capacity of liquid
Cp,liquid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
34.921 | 298.15 | Scott, Finke, et al., 1950 | T = 13 to 352 K.; 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
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 | 382.9 | K | N/A | Weast and Grasselli, 1989 | BS |
Tboil | 382.9 | K | N/A | Majer and Svoboda, 1985 | |
Tboil | 381.15 | K | N/A | Pryor and Platt, 1963 | Uncertainty assigned by TRC = 1.5 K; TRC |
Tboil | 383. | K | N/A | Mcallan, Cullum, et al., 1951 | Uncertainty assigned by TRC = 1.5 K; TRC |
Tboil | 0. | K | N/A | Trotter and Thompson, 1946 | TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 188.5 | K | N/A | Mcallan, Cullum, et al., 1951 | Uncertainty assigned by TRC = 0.2 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 188.44 | K | N/A | Scott, Finke, et al., 1950, 2 | Uncertainty assigned by TRC = 0.02 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 615.0 | K | N/A | Anselme and Teja, 1990 | Uncertainty assigned by TRC = 50. K; Tc > 615 K, which was observed with decomposition; TRC |
Tc | 605.7 | K | N/A | Majer and Svoboda, 1985 | |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 9.1 ± 0.1 | kcal/mol | AVG | N/A | Average of 9 values; Individual data points |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
8.074 | 382.9 | N/A | Majer and Svoboda, 1985 | |
9.03 | 312. | A | Stephenson and Malanowski, 1987 | Based on data from 297. to 402. K.; AC |
8.60 ± 0.02 | 341. | C | Hubbard, Douslin, et al., 1958 | AC |
8.34 ± 0.02 | 360. | C | Hubbard, Douslin, et al., 1958 | AC |
8.05 ± 0.02 | 383. | C | Hubbard, Douslin, et al., 1958 | AC |
8.77 | 336. | EB | White, Barnard--Smith, et al., 1952 | Based on data from 321. to 388. K.; AC |
8.65 | 349. | N/A | Scott, Finke, et al., 1950 | Based on data from 334. to 401. K.; AC |
9.13 | 303. | N/A | Scott, Finke, et al., 1950 | Based on data from 288. to 333. 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)
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Temperature (K) | A (kcal/mol) | β | Tc (K) | Reference | Comment |
---|---|---|---|---|---|
298. to 383. | 12.1 | 0.2463 | 605.7 | Majer and Svoboda, 1985 |
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 |
---|---|---|---|---|---|
273. to 333. | 4.19022 | 1397.604 | -49.163 | Scott, Finke, et al., 1950 | Coefficents calculated by NIST from author's data. |
334.56 to 401.76 | 4.0829 | 1337.656 | -55.267 | Scott, Finke, et al., 1950 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
2.1971 | 188.44 | Scott, Finke, et al., 1950 | DH |
2.20 | 188.4 | Domalski and Hearing, 1996 | AC |
Entropy of fusion
ΔfusS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
11.66 | 188.44 | Scott, Finke, et al., 1950 | DH |
Reaction thermochemistry data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Henry's Law 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.
Individual Reactions
By formula: C4H10S2 + C2H6S2 = 2C3H8S2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 0.0 ± 0.15 | kcal/mol | Eqk | Haraldson, Olander, et al., 1960 | liquid phase; solvent: Nonpolar solvent |
Henry's Law 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 by: Rolf Sander
Henry's Law constant (water solution)
kH(T) = k°H exp(d(ln(kH))/d(1/T) ((1/T) - 1/(298.15 K)))
k°H = Henry's law constant for solubility in water at 298.15 K (mol/(kg*bar))
d(ln(kH))/d(1/T) = Temperature dependence constant (K)
k°H (mol/(kg*bar)) | d(ln(kH))/d(1/T) (K) | Method | Reference | Comment |
---|---|---|---|---|
0.96 | 4000. | M | N/A | |
0.83 | M | N/A | Value at T = 293. K. | |
0.91 | R | N/A | Value at T = 293. K. |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law 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]
Hawari, Griller, et al., 1986
Hawari, J.A.; Griller, D.; Lossing, F.P.,
Thermochemistry of perthiyl radicals,
J. Am. Chem. Soc., 1986, 108, 3273-3275. [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., 1950
Scott, D.W.; Finke, H.L.; Gross, M.E.; Guthrie, G.B.; Huffman, H.M.,
2,3-Dithiabutane: low temperature heat capacity, heat of fusion, heat of vaporization, vapor pressure, entropy and thermodynamic functions,
J. Am. Chem. Soc., 1950, 72, 2424-2430. [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]
Pryor and Platt, 1963
Pryor, W.A.; Platt, P.K.,
Reaction of radicals V. Reaction of Phenyl Radicals with Aliphatic Disulfides,
J. Am. Chem. Soc., 1963, 85, 1496. [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]
Trotter and Thompson, 1946
Trotter, I.F.; Thompson, H.W.,
Infrared SPectra of Thiols, Sulfides, and Disulfides,
J. Chem. Soc., 1946, 1946, 481. [all data]
Scott, Finke, et al., 1950, 2
Scott, D.W.; Finke, H.L.; Gross, M.E.; Guthrie, G.B.; Huffman, H.M.,
2,3-Dithiabutane: Low Temperature Heat Capacity, Heat of Fusion, Heat of Vaporization, Vapor Pressure, Entropy and Thermodynamic Functions,
J. Am. Chem. Soc., 1950, 72, 2424-30. [all data]
Anselme and Teja, 1990
Anselme, M.J.; Teja, A.S.,
The critical properties of rapidly reacting substances,
AIChE Symp. Ser., 1990, 86, 279, 128-32. [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]
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]
Haraldson, Olander, et al., 1960
Haraldson, L.; Olander, C.J.; Sunner, S.; Varde, K.,
Equilibrium studies on the disproportionation reaction between some dialkyl disulfides,
Acta Chem. Scand., 1960, 14, 1509-1514. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law 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 d(ln(kH))/d(1/T) Temperature dependence parameter for Henry's Law constant k°H Henry's Law constant at 298.15K 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 ΔfusS Entropy of fusion ΔrH° Enthalpy of reaction at standard conditions 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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