Disulfide, dimethyl

Formula: C₂H₆S₂
Molecular weight: 94.199
IUPAC Standard InChI: InChI=1S/C2H6S2/c1-3-4-2/h1-2H3
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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Other data available:
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- Gas Phase Kinetics Database
- X-ray Photoelectron Spectroscopy Database, version 5.0
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Gas phase thermochemistry data

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Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity	Value	Units	Method	Reference
Δ_fH°_gas	-24.1 ± 2.3	kJ/mol	Ccb	Voronkov, Klyuchnikov, et al., 1989
Δ_fH°_gas	-24.	kJ/mol	Ion	Hawari, Griller, et al., 1986
Δ_fH°_gas	-24.1 ± 0.84	kJ/mol	Ccb	Hubbard, Douslin, et al., 1958

Condensed phase thermochemistry data

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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
Δ_fH°_liquid	-62.6 ± 2.0	kJ/mol	Ccb	Voronkov, Klyuchnikov, et al., 1989	ALS
Δ_fH°_liquid	-62.47 ± 0.84	kJ/mol	Ccb	Hubbard, Douslin, et al., 1958	ALS
Quantity	Value	Units	Method	Reference	Comment
Δ_cH°_liquid	-2786.5 ± 0.71	kJ/mol	Ccb	Hubbard, Douslin, et al., 1958	Reanalyzed by Cox and Pilcher, 1970, Original value = -2784.2 ± 0.71 kJ/mol; ALS
Quantity	Value	Units	Method	Reference	Comment
S°_liquid	235.39	J/mol*K	N/A	Scott, Finke, et al., 1950	DH

Constant pressure heat capacity of liquid

C_p,liquid (J/mol*K)	Temperature (K)	Reference	Comment
146.11	298.15	Scott, Finke, et al., 1950	T = 13 to 352 K.; DH

Reaction thermochemistry data

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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

+ Disulfide, dimethyl = 2

By formula: C₄H₁₀S₂ + C₂H₆S₂ = 2C₃H₈S₂

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	0.0 ± 0.63	kJ/mol	Eqk	Haraldson, Olander, et al., 1960	liquid phase; solvent: Nonpolar solvent

References

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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 RM_nR(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]

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

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Symbols used in this document:

C_p,liquid	Constant pressure heat capacity of liquid
S°_liquid	Entropy of liquid at standard conditions
Δ_cH°_liquid	Enthalpy of combustion of liquid at standard conditions
Δ_fH°_gas	Enthalpy of formation of gas at standard conditions
Δ_fH°_liquid	Enthalpy of formation of liquid at standard conditions
Δ_rH°	Enthalpy of reaction at standard conditions

Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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