Dimethyl sulfide

Data at NIST subscription sites:

NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.


Reaction thermochemistry data

Go To: Top, 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
Δr1633. ± 6.3kJ/molD-EAMoran and Ellison, 1988gas phase; B
Δr1645. ± 8.8kJ/molG+TSIngemann and Nibbering, 1985gas phase; B
Quantity Value Units Method Reference Comment
Δr1602. ± 7.1kJ/molH-TSMoran and Ellison, 1988gas phase; B
Δr1615. ± 8.4kJ/molIMREIngemann and Nibbering, 1985gas phase; B

C2H7S+ + Dimethyl sulfide = (C2H7S+ • Dimethyl sulfide)

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

Quantity Value Units Method Reference Comment
Δr110.kJ/molPHPMSMeot-Ner (Mautner) and Sieck, 1985gas phase; ΔrH?, inconsistent with other protonated sulfur dimers; M
Quantity Value Units Method Reference Comment
Δr119.J/mol*KPHPMSMeot-Ner (Mautner) and Sieck, 1985gas phase; ΔrH?, inconsistent with other protonated sulfur dimers; M

C2H6S+ + Dimethyl sulfide = (C2H6S+ • Dimethyl sulfide)

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

Bond type: Charge transfer bond (positive ion)

Quantity Value Units Method Reference Comment
Δr112.kJ/molDTDeng, Illies, et al., 1995gas phase; ΔrH(0K) = 115. kJ/mol; M
Quantity Value Units Method Reference Comment
Δr111.J/mol*KDTDeng, Illies, et al., 1995gas phase; ΔrH(0K) = 115. kJ/mol; M

C4H9+ + Dimethyl sulfide = (C4H9+ • Dimethyl sulfide)

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

Quantity Value Units Method Reference Comment
Δr185.kJ/molPHPMSMeot-Ner (Mautner) and Sieck, 1991gas phase; condensation; M
Quantity Value Units Method Reference Comment
Δr178.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
Δr-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+) • Dimethyl sulfide)

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

Quantity Value Units Method Reference Comment
Δr137.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+) • Dimethyl sulfide)

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

Free energy of reaction

ΔrG° (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
Δr-28. ± 4.6kJ/molKinShum and Benson, 1985gas phase; ALS

References

Go To: Top, Reaction thermochemistry data, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

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]

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]

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, Reaction thermochemistry data, References