Disulfide, dimethyl

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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
Δfliquid-62.6 ± 2.0kJ/molCcbVoronkov, Klyuchnikov, et al., 1989ALS
Δfliquid-62.47 ± 0.84kJ/molCcbHubbard, Douslin, et al., 1958ALS
Quantity Value Units Method Reference Comment
Δcliquid-2786.5 ± 0.71kJ/molCcbHubbard, Douslin, et al., 1958Reanalyzed by Cox and Pilcher, 1970, Original value = -2784.2 ± 0.71 kJ/mol; ALS
Quantity Value Units Method Reference Comment
liquid235.39J/mol*KN/AScott, Finke, et al., 1950DH

Constant pressure heat capacity of liquid

Cp,liquid (J/mol*K) Temperature (K) Reference Comment
146.11298.15Scott, Finke, et al., 1950T = 13 to 352 K.; DH

Reaction 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 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

Diethyl disulfide + Disulfide, dimethyl = 2Methyl ethyl disulfide

By formula: C4H10S2 + C2H6S2 = 2C3H8S2

Quantity Value Units Method Reference Comment
Δr0.0 ± 0.63kJ/molEqkHaraldson, Olander, et al., 1960liquid phase; solvent: Nonpolar solvent

Gas phase ion energetics 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 evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias
L - Sharon G. Lias

Data compiled as indicated in comments:
LL - Sharon G. Lias and Joel F. Liebman
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
B - John E. Bartmess

View reactions leading to C2H6S2+ (ion structure unspecified)

Quantity Value Units Method Reference Comment
IE (evaluated)7.4 ± 0.1eVN/AN/AL
Quantity Value Units Method Reference Comment
Proton affinity (review)815.3kJ/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity782.8kJ/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Δf(+) ion690. ± 15.kJ/molN/AN/A 
Quantity Value Units Method Reference Comment
ΔfH(+) ion,0K707. ± 15.kJ/molN/AN/A 

Electron affinity determinations

EA (eV) Method Reference Comment
1.75LPESCarles, Lecomte, et al., 2001EA is Vertical Detachment Energy. Adiabtic EA estimated as bound, but only by ca 0.1 eV; B
0.23 ± 0.21IMRBRinden, Maricq, et al., 1989EA: between NO, O2.; B

Ionization energy determinations

IE (eV) Method Reference Comment
8.2 ± 0.2IMBLeeck and Kenttamaa, 1994LL
8.18 ± 0.03PILi, Chiu, et al., 1993LL
7.4 ± 0.3EVALButler, Baer, et al., 1983LBLHLM
8.33 ± 0.02PIPECOButler, Baer, et al., 1983T = 298K; LBLHLM
8.3PEColton and Rabalais, 1974LLK
8.71 ± 0.03PECullen, Frost, et al., 1969RDSH
8.46 ± 0.03PIWatanabe, Nakayama, et al., 1962RDSH
8.97PEChang, Young, et al., 1986Vertical value; LBLHLM
8.96PEKimura, Katsumata, et al., 1981Vertical value; LLK
8.97PEKobayashi, 1978Vertical value; LLK
8.96PEKimura and Osafune, 1975Vertical value; LLK
9.PEGuimon, Guimon, et al., 1975Vertical value; LLK
8.97PEWagner and Bock, 1974Vertical value; LLK
8.98PEBaker, Brisk, et al., 1974Vertical value; LLK
8.82PEKroto and Suffolk, 1972Vertical value; LLK
8.97PEBock, Wagner, et al., 1972Vertical value; LLK

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
CHS+13.43 ± 0.09?EICullen, Frost, et al., 1970RDSH
CH2S+10.61 ± 0.11?EICullen, Frost, et al., 1970RDSH
CH3+12.9?EICullen, Frost, et al., 1970RDSH
CH3S+10.4 ± 0.1CH3SPIPECOButler, Baer, et al., 1983T = 298K; LBLHLM
CH3S+11.1 ± 0.1?EIPalmer and Lossing, 1962RDSH
CH3S2+10.15 ± 0.10CH3PIPECOButler, Baer, et al., 1983T = 298K; LBLHLM
CH3S2+11.45CH3EIGowenlock, Kay, et al., 1963RDSH
CH3S2+[CH2SSH+]11.07CH3PIMa, Liao, et al., 1994LL
CH3SH+10.4 ± 0.1CH2SPIPECOButler, Baer, et al., 1983T = 298K; LBLHLM
CH4S+9.72 ± 0.09?EICullen, Frost, et al., 1970RDSH
CH3SH2+10.5 ± 0.1CHSPIPECOButler, Baer, et al., 1983T = 298K; LBLHLM
CH5S+11.44 ± 0.15?EICullen, Frost, et al., 1970RDSH
CS+12.0 ± 0.3H2S+CH4EIGal'perin, Bogolyubov, et al., 1969RDSH
C2H2S+10.15 ± 0.08CH3SHPIPECOButler, Baer, et al., 1983T = 298K; LBLHLM
C2H3+14.6 ± 0.3?EIGal'perin, Bogolyubov, et al., 1969RDSH
C2H4+15.6 ± 0.3?EIGal'perin, Bogolyubov, et al., 1969RDSH
C2H5S+10.08 ± 0.08SHPIPECOButler, Baer, et al., 1983T = 298K; LBLHLM
C2H5S+10.0?EIAmos, Gillis, et al., 1969RDSH
S+15.0 ± 0.3?EIGal'perin, Bogolyubov, et al., 1969RDSH
S2+15.01 ± 0.13?EICullen, Frost, et al., 1970RDSH
S2+15.9 ± 0.3?EIGal'perin, Bogolyubov, et al., 1969RDSH
S2+15.4 ± 0.3?EIHobrock and Kiser, 1962RDSH

References

Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics 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., 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]

Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G., Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update, J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018 . [all data]

Carles, Lecomte, et al., 2001
Carles, S.; Lecomte, F.; Schermann, J.P.; Desfrancois, C.; Xu, S.; Nilles, J.M.; Bowen, K.H.; Berges, J.; Houe, Nondissociative electron capture by disulfide bonds, J. Phys. Chem. A, 2001, 105, 23, 5622-5626, https://doi.org/10.1021/jp0040603 . [all data]

Rinden, Maricq, et al., 1989
Rinden, E.; Maricq, M.M.; Grabowski, J.J., Gas-Phase Ion-Molecule Reactions of the Nitric Oxide Anion, J. Am. Chem. Soc., 1989, 111, 4, 1203, https://doi.org/10.1021/ja00186a006 . [all data]

Leeck and Kenttamaa, 1994
Leeck, D.T.; Kenttamaa, H.I., Heat of formation of the radical cation of dimethyl disulfide, Org. Mass Spectrom., 1994, 29, 106. [all data]

Li, Chiu, et al., 1993
Li, W.-K.; Chiu, S.-W.; Ma, Z.-X.; Liao, C.L.; Ng, C.Y., Adiabatic ionization energy of CH3SSCH3, J. Chem. Phys., 1993, 99, 8440. [all data]

Butler, Baer, et al., 1983
Butler, J.J.; Baer, T.; Evans, S.A., Jr., Energetics and structures of organosulfur ions: CH3SSCH3+, CH3SS+, C2H5S+, and CH2SH+, J. Am. Chem. Soc., 1983, 105, 3451. [all data]

Colton and Rabalais, 1974
Colton, R.J.; Rabalais, J.W., Photoelectron electronic absorption spectra of SCl2, S2Cl2, S2Br2 and (CH3)2S2, J. Electron Spectrosc. Relat. Phenom., 1974, 3, 345. [all data]

Cullen, Frost, et al., 1969
Cullen, W.R.; Frost, D.C.; Vroom, D.A., Ionization potentials of some sulfur compounds, Inorg. Chem., 1969, 8, 1803. [all data]

Watanabe, Nakayama, et al., 1962
Watanabe, K.; Nakayama, T.; Mottl, J., Ionization potentials of some molecules, J. Quant. Spectry. Radiative Transfer, 1962, 2, 369. [all data]

Chang, Young, et al., 1986
Chang, F.C.; Young, V.Y.; Prather, J.W.; Cheng, K.L., Study of methyl chalcogen compounds with ultraviolet photoelectron spectroscopy, J. Electron Spectrosc. Relat. Phenom., 1986, 40, 363. [all data]

Kimura, Katsumata, et al., 1981
Kimura, K.; Katsumata, S.; Achiba, Y.; Yamazaki, T.; Iwata, S., Ionization energies, Ab initio assignments, and valence electronic structure for 200 molecules in Handbook of HeI Photoelectron Spectra of Fundamental Organic Compounds, Japan Scientific Soc. Press, Tokyo, 1981. [all data]

Kobayashi, 1978
Kobayashi, T., A new rule for photoelectron angular distributions of molecules, Phys. Lett. A, 1978, 69, 31. [all data]

Kimura and Osafune, 1975
Kimura, K.; Osafune, K., Photoelectron spectroscopic study of skew compounds. III. N,N'-dimethylhydrazine, dimethyl peroxide, and dimethyl disulfide, Bull. Chem. Soc. Jpn., 1975, 48, 2421. [all data]

Guimon, Guimon, et al., 1975
Guimon, M.-F.; Guimon, C.; Pfister-Guillouzo, G., Application of photoelectron spectroscopy to conformational analysis of 1,2,4-trithiolanes, Tetrahedron Lett., 1975, 7, 441. [all data]

Wagner and Bock, 1974
Wagner, G.; Bock, H., Photoelektronenspektren und molekuleigenschaften, XXVI. Die delokalisation von schwefel-elektronenpaaren in alkylsulfiden und -disulfiden, Chem. Ber., 1974, 107, 68. [all data]

Baker, Brisk, et al., 1974
Baker, A.D.; Brisk, M.; Gellender, M., Photoelectron spectra and dihedral angles of disulfides, J. Electron Spectrosc. Relat. Phenom., 1974, 3, 227. [all data]

Kroto and Suffolk, 1972
Kroto, H.W.; Suffolk, R.J., The photoelectron spectrum of an unstable species in the pyrolysis products of dimethyldisulphide, Chem. Phys. Lett., 1972, 15, 545. [all data]

Bock, Wagner, et al., 1972
Bock, H.; Wagner, G.; Kroner, J., Photoelektronenspektren und molekuleigenschaften, XIV. Die delokalisation des schwefel-elektronenpaar in CH3S-substituierten aromaten, Chem. Ber., 1972, 105, 3850. [all data]

Cullen, Frost, et al., 1970
Cullen, W.R.; Frost, D.C.; Pun, M.T., Mass spectra, appearance potentials, heats of formation, and bond energies of some alkyl and perfluoroalkyl sulfides, Inorg. Chem., 1970, 9, 1976. [all data]

Palmer and Lossing, 1962
Palmer, T.F.; Lossing, F.P., Free radicals by mass spectrometry. XXVIII. The HS, CH3S, and phenyl-S radicals: ionization potentials and heats of formation, J. Am. Chem. Soc., 1962, 84, 4661. [all data]

Gowenlock, Kay, et al., 1963
Gowenlock, B.G.; Kay, J.; Majer, J.R., Electron impact studies of some sulphides and disulphides, J. Chem. Soc. Faraday Trans., 1963, 59, 2463. [all data]

Ma, Liao, et al., 1994
Ma, Z.-X.; Liao, C.L.; Ng, C.Y.; Cheung, Y.-S.; Li, W.-K.; Baer, T., Experimental and theoretical studies of isomeric CH3S2 and CH3S2+, J. Chem. Phys., 1994, 100, 4870. [all data]

Gal'perin, Bogolyubov, et al., 1969
Gal'perin, Ya.V.; Bogolyubov, G.M.; Grishin, N.N.; Petrov, A.A., Organic derivatives of elements of groups V and VI. VI. Mass spectra of compounds with S-S bonds, Zh. Obshch. Khim., 1969, 39, 1599, In original 1567. [all data]

Amos, Gillis, et al., 1969
Amos, D.; Gillis, R.G.; Occolowitz, J.L.; Pisani, J.F., The ions [CH3S]+, [C2H5S]+ and [CH3O]+ formed by electron-impact, Org. Mass Spectrom., 1969, 2, 209. [all data]

Hobrock and Kiser, 1962
Hobrock, B.G.; Kiser, R.W., Electron impact spectroscopy of sulfur compounds. I. 2-Thiabutane, 2-thiapentane, and 2,3-dithiabutane, J. Phys. Chem., 1962, 66, 1648. [all data]


Notes

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