Dimethyl Sulfoxide

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Gas phase ion energetics data

Go To: Top, Mass spectrum (electron ionization), Gas Chromatography, References, Notes

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

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

View reactions leading to C2H6OS+ (ion structure unspecified)

Quantity Value Units Method Reference Comment
Proton affinity (review)211.4kcal/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity204.0kcal/molN/AHunter and Lias, 1998HL

Electron affinity determinations

EA (eV) Method Reference Comment
0.013921 ± 0.000087N/AHammer, Diri, et al., 2003B
0.007416EFDSuess, Liu, et al., 2003B

Ionization energy determinations

IE (eV) Method Reference Comment
9.10PEKimura, Katsumata, et al., 1981LLK
9.08 ± 0.09EIPotzinger, Stracke, et al., 1975LLK
9.20 ± 0.05EIDistefano, Foffani, et al., 1971LLK
9.20EIDistefano, Foffani, et al., 1971, 2LLK
9.9 ± 0.1EIBlais, Cottin, et al., 1970RDSH
9.10PEKimura, Katsumata, et al., 1981Vertical value; LLK
9.01PEBock and Solouki, 1974Vertical value; LLK
9.11PEMines, Thomas, et al., 1972Vertical value; LLK
9.01PEBock and Solouki, 1972Vertical value; LLK

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
C+22.9 ± 0.5?EIBlais, Cottin, et al., 1970RDSH
CH+19.4 ± 0.5?EIBlais, Cottin, et al., 1970RDSH
CHO+15. ± 0.1?EIBlais, Cottin, et al., 1970RDSH
CHS+10.69 ± 0.13?PIPECOZha, Nishimura, et al., 1988LL
CHS+11.6 ± 0.2H2O+CH3EIPotzinger, Stracke, et al., 1975LLK
CHS+14.8 ± 0.1?EIBlais, Cottin, et al., 1970RDSH
CH2+15.5 ± 0.3?EIBlais, Cottin, et al., 1970RDSH
CH2O+10.9 ± 0.5?EIBlais, Cottin, et al., 1970RDSH
CH2OS+11.8 ± 0.1CH4EIBlais, Cottin, et al., 1970RDSH
CH2S+11.5 ± 0.1?EIBlais, Cottin, et al., 1970RDSH
CH3+14.85 ± 0.14?PIPECOZha, Nishimura, et al., 1988LL
CH3+13.3 ± 0.3CH3SOEIPotzinger, Stracke, et al., 1975LLK
CH3+16.3 ± 0.1?EIBlais, Cottin, et al., 1970RDSH
CH3O+13.82 ± 0.16?PIPECOZha, Nishimura, et al., 1988LL
CH3O+12.2?EIAmos, Gillis, et al., 1969RDSH
CH3OS+10.64 ± 0.07CH3PIPECOZha, Nishimura, et al., 1988LL
CH3OS+10.91 ± 0.16CH3EIPotzinger, Stracke, et al., 1975LLK
CH3OS+11.9 ± 0.1CH3EIBlais, Cottin, et al., 1970RDSH
CH3S+10.69 ± 0.13?PIPECOZha, Nishimura, et al., 1988LL
CH3S+11.4?EIAmos, Gillis, et al., 1969RDSH
CS+11.3 ± 0.3?EIBlais, Cottin, et al., 1970RDSH
C2HS+10.9 ± 0.3?EIBlais, Cottin, et al., 1970RDSH
C2H2+12. ± 0.3?EIBlais, Cottin, et al., 1970RDSH
C2H2S+13. ± 0.3?EIBlais, Cottin, et al., 1970RDSH
C2H3+14.39 ± 0.14?PIPECOZha, Nishimura, et al., 1988LL
C2H3+15.9 ± 0.1?EIBlais, Cottin, et al., 1970RDSH
C2H3S+11. ± 0.3?EIBlais, Cottin, et al., 1970RDSH
C2H4+13.7 ± 0.3?EIBlais, Cottin, et al., 1970RDSH
C2H4OS+10.9 ± 0.5H2EIBlais, Cottin, et al., 1970RDSH
C2H4S+11.1 ± 0.5?EIBlais, Cottin, et al., 1970RDSH
C2H5+13.82 ± 0.16?PIPECOZha, Nishimura, et al., 1988LL
C2H5O+14. ± 0.3?EIBlais, Cottin, et al., 1970RDSH
C2H5OS+12.6 ± 0.1HEIBlais, Cottin, et al., 1970RDSH
C2H5S+10.55 ± 0.07?PIPECOZha, Nishimura, et al., 1988LL
C2H5S+10.5?EIAmos, Gillis, et al., 1969RDSH
C2H6S+11.6 ± 0.1OEIBlais, Cottin, et al., 1970RDSH
H+23. ± 0.5?EIBlais, Cottin, et al., 1970RDSH
HSO+11.1 ± 0.3?EIBlais, Cottin, et al., 1970RDSH
HS+15.8 ± 0.1?EIBlais, Cottin, et al., 1970RDSH
H2O+14.39 ± 0.14?PIPECOZha, Nishimura, et al., 1988LL
H2SO+10.9 ± 0.3?EIBlais, Cottin, et al., 1970RDSH
H2S+11. ± 0.1?EIBlais, Cottin, et al., 1970RDSH
H3SO+10.9 ± 0.5?EIBlais, Cottin, et al., 1970RDSH
H3S+13.59 ± 0.07?PIPECOZha, Nishimura, et al., 1988LL
O+15.8 ± 0.5?EIBlais, Cottin, et al., 1970RDSH
SO+11. ± 0.1?EIBlais, Cottin, et al., 1970RDSH
S+10.8 ± 0.3?EIBlais, Cottin, et al., 1970RDSH

De-protonation reactions

C2H5OS- + Hydrogen cation = Dimethyl Sulfoxide

By formula: C2H5OS- + H+ = C2H6OS

Quantity Value Units Method Reference Comment
Δr373.5 ± 2.1kcal/molG+TSBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale; B
Δr374.3 ± 2.3kcal/molG+TSCumming and Kebarle, 1978gas phase; B
Quantity Value Units Method Reference Comment
Δr366.4 ± 2.0kcal/molIMREBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale; B
Δr367.2 ± 2.0kcal/molIMRECumming and Kebarle, 1978gas phase; B

Mass spectrum (electron ionization)

Go To: Top, Gas phase ion energetics data, Gas Chromatography, 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: NIST Mass Spectrometry Data Center, William E. Wallace, director

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Owner NIST Mass Spectrometry Data Center
Collection (C) 2014 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin NIST Mass Spectrometry Data Center, 1990.
NIST MS number 118614

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Gas Chromatography

Go To: Top, Gas phase ion energetics data, Mass spectrum (electron ionization), 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: NIST Mass Spectrometry Data Center, William E. Wallace, director

Kovats' RI, non-polar column, isothermal

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Column type Active phase Temperature (C) I Reference Comment
CapillaryMethyl Silicone100.780.Huber, Kenndler, et al., 1993H2; Column length: 5. m; Phase thickness: 2.65 μm
CapillaryMethyl Silicone120.784.Huber, Kenndler, et al., 1993H2; Column length: 5. m; Phase thickness: 2.65 μm
CapillaryMethyl Silicone80.777.Huber, Kenndler, et al., 1993H2; Column length: 5. m; Phase thickness: 2.65 μm

Kovats' RI, polar column, isothermal

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Column type Active phase Temperature (C) I Reference Comment
CapillaryPEG-20M130.1569.Huber, Kenndler, et al., 1993Column length: 10. m; Phase thickness: 1.33 μm
CapillaryPEG-20M150.1584.Huber, Kenndler, et al., 1993Column length: 10. m; Phase thickness: 1.33 μm
CapillaryPEG-20M130.1569.1Huber, Kenndler, et al., 1993Column length: 10. m; Phase thickness: 1.33 μm

Van Den Dool and Kratz RI, non-polar column, temperature ramp

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Column type Active phase I Reference Comment
CapillaryDB-1782.Hancock and Peters, 1991He, 50. C @ 2. min, 10. K/min; Column length: 15. m; Column diameter: 0.53 mm
CapillaryDB-5820.1Hancock and Peters, 1991He, 50. C @ 2. min, 10. K/min; Column length: 15. m; Column diameter: 0.53 mm
CapillaryDB-5820.5Hancock and Peters, 1991He, 50. C @ 2. min, 10. K/min; Column length: 15. m; Column diameter: 0.53 mm
CapillaryDB-5829.2Hancock and Peters, 1991He, 50. C @ 2. min, 10. K/min; Column length: 15. m; Column diameter: 0.53 mm
CapillaryDB-1786.6D'Agostino and Provost, 198515. m/0.32 mm/0.25 μm, He, 50. C @ 2. min, 10. K/min, 300. C @ 5. min

Van Den Dool and Kratz RI, polar column, temperature ramp

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Column type Active phase I Reference Comment
CapillaryStabilwax1560.Cros, Lignot, et al., 200560. m/0.25 mm/0.25 μm, He, 40. C @ 5. min, 3. K/min, 240. C @ 10. min
CapillaryStabilwax1560.Cros, Vandanjon, et al., 200360. m/0.25 mm/0.25 μm, He, 40. C @ 5. min, 3. K/min, 240. C @ 10. min
CapillarySupelcowax-101563.Chung, 199960. m/0.25 mm/0.25 μm, He, 35. C @ 5. min, 2. K/min, 195. C @ 90. min
CapillaryDB-Wax1582.3D'Agostino and Provost, 198515. m/0.32 mm/0.25 μm, He, 50. C @ 2. min, 10. K/min, 250. C @ 5. min

Normal alkane RI, non-polar column, temperature ramp

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Column type Active phase I Reference Comment
CapillaryOV-101790.Zenkevich, 200525. m/0.20 mm/0.10 μm, N2/He, 6. K/min; Tstart: 50. C; Tend: 250. C
CapillaryHP-1772.Valette, Fernandez, et al., 200350. m/0.2 mm/0.5 μm, He, 2. K/min, 220. C @ 40. min; Tstart: 60. C

Normal alkane RI, non-polar column, custom temperature program

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Column type Active phase I Reference Comment
CapillaryCP-Sil5 CB MS780.Iraqi, Vermeulen, et al., 200550. m/0.32 mm/1.2 μm; Program: 36C(2min) => 20C/min => 85C => 1C/min => 145C => 3C/min => 250C(30min)
CapillarySPB-5827.Begnaud, Pérès, et al., 200360. m/0.32 mm/1. μm; Program: not specified
CapillarySPB-1784.Flanagan, Streete, et al., 199760. m/0.53 mm/5. μm, He; Program: 40C(6min) => 5C/min => 80C => 10C/min => 200C
CapillarySPB-1784.Strete, Ruprah, et al., 199260. m/0.53 mm/5.0 μm, Helium; Program: 40 0C (6 min) 5 0C/min -> 80 0C 10 0C/min -> 200 0C
CapillaryOV-1, SE-30, Methyl silicone, SP-2100, OV-101, DB-1, etc.787.Waggott and Davies, 1984Hydrogen; Column length: 50. m; Column diameter: 0.32 mm; Program: not specified

Normal alkane RI, polar column, temperature ramp

View large format table.

Column type Active phase I Reference Comment
CapillaryHP-Innowax1603.Puvipirom and Chaisei, 201215. m/0.32 mm/0.50 μm, Helium, 3. K/min; Tstart: 40. C; Tend: 250. C
CapillaryHP-Innowax1582.Soria, Sanz, et al., 200850. m/0.20 mm/0.20 μm, Helium, 45. C @ 2. min, 4. K/min, 190. C @ 50. min
CapillaryStabilwax1560.Cros, Vandanjon, et al., 200760. m/0.25 mm/0.25 μm, Helium, 40. C @ 5. min, 3. K/min, 240. C @ 10. min
CapillaryRTX-Wax1569.Prososki, Etzel, et al., 200730. m/0.25 mm/0.5 μm, He, 40. C @ 5. min, 10. K/min, 220. C @ 10. min
CapillaryHP-Innowax1596.Soria, Gonzalez, et al., 200450. m/0.2 mm/0.2 μm, He, 45. C @ 2. min, 4. K/min, 190. C @ 50. min
CapillaryStabilwax1560.Cros, Vandanjon, et al., 2003, 260. m/0.25 mm/0.25 μm, Helium, 40. C @ 5. min, 3. K/min, 240. C @ 10. min
CapillaryDB-Wax1553.Wei, Mura, et al., 200160. m/0.25 mm/0.25 μm, He, 2. K/min; Tstart: 40. C; Tend: 200. C
CapillaryDB-Wax1595.Iwatsuki, Mizota, et al., 19994. K/min; Column length: 30. m; Column diameter: 0.53 mm; Tstart: 60. C; Tend: 210. C

Normal alkane RI, polar column, custom temperature program

View large format table.

Column type Active phase I Reference Comment
CapillarySOLGel-Wax1576.Johanningsmeier and McFeeters, 201130. m/0.25 mm/0.25 μm, Helium; Program: 40 0C (2 min) 5 0C/min -> 140 0C 10 0C/min -> 250 0C (3 min)
CapillarySOLGel-Wax1582.Johanningsmeier and McFeeters, 201130. m/0.25 mm/0.25 μm, Helium; Program: not specified
CapillaryDB-FFAP1553.Mebazaa, Mahmoudi, et al., 200930. m/0.25 mm/0.25 μm, Helium; Program: 50 0C 2 0C/min -> 100 0C (5 min) 5 0C/min -> 250 0C
CapillaryDB-FFAP1549.Mebazaa, Mahmoudi, et al., 200930. m/0.25 mm/0.25 μm, Helium; Program: not specified
CapillaryCP-Wax 52 CB1550.Kaack and Christensen, 200850. m/0.25 mm/0.29 μm, Helium; Program: 33 0C (1 min) 2 0C/min -> 130 0C 10 0C/min -> 220 0C
CapillaryDB-Wax1579.Kim. J.H., Ahn, et al., 200460. m/0.25 mm/0.25 μm, Helium; Program: 60 0C (3 min) 2 0C/min -> 150 0C 4 0C/min -> 200 0C
CapillaryCarbowax 20M1554.Vinogradov, 2004Program: not specified

References

Go To: Top, Gas phase ion energetics data, Mass spectrum (electron ionization), Gas Chromatography, Notes

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

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]

Hammer, Diri, et al., 2003
Hammer, N.I.; Diri, K.; Jordan, K.D.; Desfrancois, C.; Compton, R.N., Dipole-bound anions of carbonyl, nitrile, and sulfoxide containing molecules, J. Chem. Phys., 2003, 119, 7, 3650-3660, https://doi.org/10.1063/1.1590959 . [all data]

Suess, Liu, et al., 2003
Suess, L.; Liu, Y.; Parthasarathy, R.; Dunning, F.B., Dipole-bound negative ions: Collisional destruction and blackbody-radiation-induced photodetachment, J. Chem. Phys., 2003, 119, 24, 12890-12894, https://doi.org/10.1063/1.1628215 . [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]

Potzinger, Stracke, et al., 1975
Potzinger, P.; Stracke, H.-U.; Kupper, W.; Gollnick, K., Ionisierungs- und Auftrittspotentialmessungen an Dialkylsulfoxiden, Z. Naturforsch. A:, 1975, 30, 340. [all data]

Distefano, Foffani, et al., 1971
Distefano, G.; Foffani, A.; Innorta, G.; Pignataro, S., Mass spectrometric study of transition metal complexes with ligands having nitrogen or sulphur as donor atom, Adv. Mass Spectrom., 1971, 5, 696. [all data]

Distefano, Foffani, et al., 1971, 2
Distefano, G.; Foffani, A.; Innorta, G.; Pignataro, S., Electron impact ionization potentials of some manganese, chromium and tungsten organometallic derivatives, Int. J. Mass Spectrom. Ion Phys., 1971, 7, 383. [all data]

Blais, Cottin, et al., 1970
Blais, J.-C.; Cottin, M.; Gitton, B., Ionisation positive et negative dans le dimethylsulfoxyde en phase gazeuse, J. Chim. Phys., 1970, 67, 1475. [all data]

Bock and Solouki, 1974
Bock, H.; Solouki, B., Photoelektronenspektren und molekuleigenschaften, XXXV. Sulfoxide X2SO - beispiele fur den nutzen von korrelations - diagrammen bei der diskussion von substituenteneffekten und von geometrischen storungen, Chem. Ber., 1974, 107, 2299. [all data]

Mines, Thomas, et al., 1972
Mines, G.W.; Thomas, R.K.; Thompson, H., Photoelectron spectra of compounds containing thionyl and sulphuryl groups, Proc. R. Soc. London A:, 1972, 329, 275. [all data]

Bock and Solouki, 1972
Bock, H.; Solouki, B., The sulfoxide bond, Angew. Chem. Int. Ed. Engl., 1972, 11, 436. [all data]

Zha, Nishimura, et al., 1988
Zha, Q.; Nishimura, T.; Meisels, G.G., Unimolecular dissociation of energy-selected dimethyl sulfoxide, Int. J. Mass Spectrom. Ion Processes, 1988, 83, 1. [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]

Bartmess, Scott, et al., 1979
Bartmess, J.E.; Scott, J.A.; McIver, R.T., Jr., The gas phase acidity scale from methanol to phenol, J. Am. Chem. Soc., 1979, 101, 6047. [all data]

Cumming and Kebarle, 1978
Cumming, J.B.; Kebarle, P., Summary of gas phase measurements involving acids AH. Entropy changes in proton transfer reactions involving negative ions. Bond dissociation energies D(A-H) and electron affinities EA(A), Can. J. Chem., 1978, 56, 1. [all data]

Huber, Kenndler, et al., 1993
Huber, J.F.K.; Kenndler, E.; Reich, G.; Hack, W.; Wolf, J., Optimal Selection of Gas Chromatographic Columns for the Analytical Control of Chemical Warfare Agents by Application of Information Theory to Retention Data, Anal. Chem., 1993, 65, 20, 2903-2906, https://doi.org/10.1021/ac00068a031 . [all data]

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Hancock, J.R.; Peters, G.R., Retention index monitoring of compounds of chemical defence interest using thermal desorption gas chromatography, J. Chromatogr., 1991, 538, 2, 249-257, https://doi.org/10.1016/S0021-9673(01)88845-2 . [all data]

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D'Agostino, P.A.; Provost, L.R., Gas chromatographic retention indices of chemical warfare agents and simulants, J. Chromatogr., 1985, 331, 47-54, https://doi.org/10.1016/0021-9673(85)80005-4 . [all data]

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Chung, 1999
Chung, H.Y., Volatile components in crabmeats of Charybdis feriatus, J. Agric. Food Chem., 1999, 47, 6, 2280-2287, https://doi.org/10.1021/jf981027t . [all data]

Zenkevich, 2005
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Valette, L.; Fernandez, X.; Poulain, S.; Loiseau, A.-M.; Lizzani-Cuvelier, L.; Levieil, R.; Restier, L., Volatile constituents from Romanesco cauliflower, Food Chem., 2003, 80, 3, 353-358, https://doi.org/10.1016/S0308-8146(02)00272-8 . [all data]

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Iraqi, R.; Vermeulen, C.; Benzekri, A.; Bouseta, A.; Collin, S., Screening for key odorants in Moroccan green olives by gas chromatography-olfactometry/aroma extract dilution analysis, J. Agric. Food Chem., 2005, 53, 4, 1179-1184, https://doi.org/10.1021/jf040349w . [all data]

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Notes

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