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Dimethyl sulfide

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Gas phase thermochemistry data

Go To: Top, Condensed phase thermochemistry data, Reaction 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:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.

Quantity Value Units Method Reference Comment
Deltafgas-37.5 ± 2.0kJ/molCcbVoronkov, Klyuchnikov, et al., 1989ALS
Deltafgas-37.6 ± 0.59kJ/molCcrMcCullough, Hubbard, et al., 1957ALS
Deltafgas-32.4kJ/molN/ADouglas, 1946Value computed using «DELTA»fHliquid° value of -60.2 kj/mol from Douglas, 1946 and «DELTA»vapH° value of 27.8 kj/mol from McCullough, Hubbard, et al., 1957.; DRB

Condensed phase thermochemistry data

Go To: Top, Gas phase thermochemistry data, Reaction 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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity Value Units Method Reference Comment
Deltafliquid-65.4 ± 1.5kJ/molCcbVoronkov, Klyuchnikov, et al., 1989 
Deltafliquid-65.44 ± 0.59kJ/molCcrMcCullough, Hubbard, et al., 1957 
Deltafliquid-60.2kJ/molCmDouglas, 1946At 291°K
Quantity Value Units Method Reference Comment
Deltacliquid-2181.5 ± 0.3kJ/molCcrMcCullough, Hubbard, et al., 1957Reanalyzed by Cox and Pilcher, 1970, Original value = -2180.2 ± 0.3 kJ/mol

Reaction thermochemistry data

Go To: Top, Gas phase thermochemistry data, 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:
B - John E. Bartmess
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
RCD - Robert C. Dunbar

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

C2H5S- + Hydrogen cation = Dimethyl sulfide

By formula: C2H5S- + H+ = C2H6S

Quantity Value Units Method Reference Comment
Deltar1633. ± 6.3kJ/molD-EAMoran and Ellison, 1988gas phase; B
Deltar1645. ± 8.8kJ/molG+TSIngemann and Nibbering, 1985gas phase; B
Quantity Value Units Method Reference Comment
Deltar1602. ± 7.1kJ/molH-TSMoran and Ellison, 1988gas phase; B
Deltar1615. ± 8.4kJ/molIMREIngemann and Nibbering, 1985gas phase; B

C2H7S+ + Dimethyl sulfide = (C2H7S+ bullet Dimethyl sulfide)

By formula: C2H7S+ + C2H6S = (C2H7S+ bullet C2H6S)

Quantity Value Units Method Reference Comment
Deltar110.kJ/molPHPMSMeot-Ner (Mautner) and Sieck, 1985gas phase; «DELTA»rH?, inconsistent with other protonated sulfur dimers; M
Quantity Value Units Method Reference Comment
Deltar119.J/mol*KPHPMSMeot-Ner (Mautner) and Sieck, 1985gas phase; «DELTA»rH?, inconsistent with other protonated sulfur dimers; M

C2H6S+ + Dimethyl sulfide = (C2H6S+ bullet Dimethyl sulfide)

By formula: C2H6S+ + C2H6S = (C2H6S+ bullet C2H6S)

Bond type: Charge transfer bond (positive ion)

Quantity Value Units Method Reference Comment
Deltar112.kJ/molDTDeng, Illies, et al., 1995gas phase; «DELTA»rH(0K) = 115. kJ/mol; M
Quantity Value Units Method Reference Comment
Deltar111.J/mol*KDTDeng, Illies, et al., 1995gas phase; «DELTA»rH(0K) = 115. kJ/mol; M

C4H9+ + Dimethyl sulfide = (C4H9+ bullet Dimethyl sulfide)

By formula: C4H9+ + C2H6S = (C4H9+ bullet C2H6S)

Quantity Value Units Method Reference Comment
Deltar185.kJ/molPHPMSMeot-Ner (Mautner) and Sieck, 1991gas phase; condensation; M
Quantity Value Units Method Reference Comment
Deltar178.J/mol*KPHPMSMeot-Ner (Mautner) and Sieck, 1991gas phase; condensation; M

2Dimethyl sulfide + Oxygen = 2Dimethyl Sulfoxide

By formula: 2C2H6S + O2 = 2C2H6OS

Quantity Value Units Method Reference Comment
Deltar-277.7 ± 0.84kJ/molCmDouglas, 1946liquid phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -278.3 ± 0.8 kJ/mol; At 291°K; ALS

Lithium ion (1+) + Dimethyl sulfide = (Lithium ion (1+) bullet Dimethyl sulfide)

By formula: Li+ + C2H6S = (Li+ bullet C2H6S)

Quantity Value Units Method Reference Comment
Deltar137.kJ/molICRStaley and Beauchamp, 1975gas phase; switching reaction(Li+)H2O, from graph; Dzidic and Kebarle, 1970 extrapolated; M

Sodium ion (1+) + Dimethyl sulfide = (Sodium ion (1+) bullet Dimethyl sulfide)

By formula: Na+ + C2H6S = (Na+ bullet C2H6S)

Free energy of reaction

DeltarG° (kJ/mol) T (K) Method Reference Comment
59.4298.IMREMcMahon and Ohanessian, 2000Anchor alanine=39.89; RCD

Hydrogen iodide + Iodomethyl methyl sulfide = Dimethyl sulfide + Iodine

By formula: HI + C2H5IS = C2H6S + I2

Quantity Value Units Method Reference Comment
Deltar-28. ± 4.6kJ/molKinShum and Benson, 1985gas phase; ALS

References

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

McCullough, Hubbard, et al., 1957
McCullough, J.P.; Hubbard, W.N.; Frow, F.R.; Hossenlopp, I.A.; Waddington, G., Ethanethiol and 2-thiapropane: Heats of formation and isomerization; the chemical thermodynamic properties from 0 to 1000°K, J. Am. Chem. Soc., 1957, 79, 561-566. [all data]

Douglas, 1946
Douglas, T.B., Heats of formation of liquid methyl sulfoxide and crystalline methyl sulfone at 18°, J. Am. Chem. Soc., 1946, 68, 1072-1076. [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]

Moran and Ellison, 1988
Moran, S.; Ellison, G.B., Photoelectron Spectroscopy of Sulfur Ions, J. Phys. Chem., 1988, 92, 7, 1794, https://doi.org/10.1021/j100318a021 . [all data]

Ingemann and Nibbering, 1985
Ingemann, S.; Nibbering, N.M.M., Gas phase chemistry of alpha-thio carbanions, Can. J. Chem., 1985, 62, 2273. [all data]

Meot-Ner (Mautner) and Sieck, 1985
Meot-Ner (Mautner), M.; Sieck, L.W., The Ionic Hydrogen Bond and Ion Solvation. 4. SH+ O and NH+ S Bonds. Correlations with Proton Affinity. Mutual Effects of Weak and Strong Ligands in Mixed Clusters, J. Phys. Chem., 1985, 89, 24, 5222, https://doi.org/10.1021/j100270a021 . [all data]

Deng, Illies, et al., 1995
Deng, Y.; Illies, A.J.; James, M.A.; McKee, M.L.; Peschke, M., A Definitive Investigation of the Gas-Phase Two-Center Three-electron Bond in [H2S:SH2+], [Me2S:SMe2]+, and [Et2S:SEt2]+: Therory and Experiment, J. Am. Chem. Soc., 1995, 117, 1, 420, https://doi.org/10.1021/ja00106a048 . [all data]

Meot-Ner (Mautner) and Sieck, 1991
Meot-Ner (Mautner), M.; Sieck, L.W., Proton affinity ladders from variable-temperature equilibrium measurements. 1. A reevaluation of the upper proton affinity range, J. Am. Chem. Soc., 1991, 113, 12, 4448, https://doi.org/10.1021/ja00012a012 . [all data]

Staley and Beauchamp, 1975
Staley, R.H.; Beauchamp, J.L., Intrinsic Acid - Base Properties of Molecules. Binding Energies of Li+ to pi - and n - Donor Bases, J. Am. Chem. Soc., 1975, 97, 20, 5920, https://doi.org/10.1021/ja00853a050 . [all data]

Dzidic and Kebarle, 1970
Dzidic, I.; Kebarle, P., Hydration of the Alkali Ions in the Gas Phase. Enthalpies and Entropies of Reactions M+(H2O)n-1 + H2O = M+(H2O)n, J. Phys. Chem., 1970, 74, 7, 1466, https://doi.org/10.1021/j100702a013 . [all data]

McMahon and Ohanessian, 2000
McMahon, T.B.; Ohanessian, G., An Experimental and Ab Initio Study of the Nature of the Binding in Gas-Phase Complexes of Sodium Ions, Chem. Eur. J., 2000, 6, 16, 2931, https://doi.org/10.1002/1521-3765(20000818)6:16<2931::AID-CHEM2931>3.0.CO;2-7 . [all data]

Shum and Benson, 1985
Shum, L.G.S.; Benson, S.W., Iodine catalyzed pyrolysis of dimethyl sulfide. Heats of formaton of CH3SCH2I, the CH3SCH2 radical, and the pibond energy in CH2S, Int. J. Chem. Kinet., 1985, 17, 277-292. [all data]


Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, References