Dimethyl Sulfoxide

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

Quantity Value Units Method Reference Comment
Δfgas-150.5 ± 1.5kJ/molCcrMasuda, Nagano, et al., 1994H2SO4 (1:115 H2O)

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-203.4 ± 1.4kJ/molCcrMasuda, Nagano, et al., 1994H2SO4 (1:115 H2O); ALS
Quantity Value Units Method Reference Comment
Δcliquid-2037.3 ± 1.3kJ/molCcrMasuda, Nagano, et al., 1994H2SO4 (1:115 H2O); ALS
Quantity Value Units Method Reference Comment
liquid188.78J/mol*KN/AClever and Westrum, 1970DH

Constant pressure heat capacity of liquid

Cp,liquid (J/mol*K) Temperature (K) Reference Comment
149.39298.15Grolier, Roux-Desgranges, et al., 1993DH
148.28298.15Barta, Kooner, et al., 1989DH
153.6298.15Rodante and Marrosu, 1988DH
153.2298.15Lankford and Criss, 1987DH
155.9298.15de Visser and Somsen, 1979DH
155.9298.15De Visser, Heuvelsland, et al., 1978DH
153.18298.15Clever and Westrum, 1970T = 5 to 350 K.; DH
149.0298.15Kenttmaa and Lindberg, 1960T = 298, 343 K.; DH

Phase change 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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
Tboil463. ± 1.KAVGN/AAverage of 6 values; Individual data points
Quantity Value Units Method Reference Comment
Tfus291.65KN/ALindberg and Stenholm, 1966Uncertainty assigned by TRC = 0.4 K; TRC
Tfus291.57KN/ADouglas, 1948Uncertainty assigned by TRC = 0.2 K; TRC
Tfus291.65KN/ADouglas, 1946Uncertainty assigned by TRC = 0.2 K; TRC
Quantity Value Units Method Reference Comment
Ttriple291.59KN/AClever and Westrum, 1970, 2Uncertainty assigned by TRC = 0.1 K; TRC
Ttriple291.67KN/AClever and Westrum, 1970, 2Uncertainty assigned by TRC = 0.06 K; TRC
Quantity Value Units Method Reference Comment
Δvap52.9 ± 0.4kJ/molVDouglas, 1948, 2ALS
Δvap52.9 ± 0.4kJ/molRGDouglas, 1948, 3Based on data from 293. to 323. K.; AC

Enthalpy of vaporization

ΔvapH (kJ/mol) Temperature (K) Method Reference Comment
48.1368.TGAAl-Najjar and Al-Sammerrai, 2007Based on data from 353. to 383. K.; AC
48.6392.N/ADykyj, Svoboda, et al., 1999Based on data from 377. to 483. K.; AC
51.7320.AStephenson and Malanowski, 1987Based on data from 305. to 464. K.; AC
52.3308.N/ASassa, Konishi, et al., 1974Based on data from 298. to 318. K.; AC
50.6340.MMJakli and Alexander Van Hook, 1972Based on data from 325. to 442. K. See also Boublik, Fried, et al., 1984.; AC
52.1318.N/ANISHIMURA, NAKAYAMA, et al., 1972Based on data from 303. to 423. K.; AC
52.5308.N/AMeszaros, 1969Based on data from 293. to 323. K.; AC

Antoine Equation Parameters

log10(P) = A − (B / (T + C))
    P = vapor pressure (bar)
    T = temperature (K)

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Temperature (K) A B C Reference Comment
325.49 to 442.094.491071807.002-60.995Jakli and van Hook, 1972Coefficents calculated by NIST from author's data.
293. to 323.5.230392239.161-29.215Douglas, 1948, 3Coefficents calculated by NIST from author's data.

Enthalpy of fusion

ΔfusH (kJ/mol) Temperature (K) Reference Comment
14.368291.67Clever and Westrum, 1970DH
14.37291.7Domalski and Hearing, 1996AC

Entropy of fusion

ΔfusS (J/mol*K) Temperature (K) Reference Comment
49.26291.67Clever and Westrum, 1970DH

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:


Henry's Law 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: Rolf Sander

Henry's Law constant (water solution)

kH(T) = H exp(d(ln(kH))/d(1/T) ((1/T) - 1/(298.15 K)))
H = Henry's law constant for solubility in water at 298.15 K (mol/(kg*bar))
d(ln(kH))/d(1/T) = Temperature dependence constant (K)

H (mol/(kg*bar)) d(ln(kH))/d(1/T) (K) Method Reference Comment
>50000. CN/A 
1400. XN/AValue given here as quoted by missing citation.

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

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)884.4kJ/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity853.7kJ/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
Δr1563. ± 8.8kJ/molG+TSBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale; B
Δr1566. ± 9.6kJ/molG+TSCumming and Kebarle, 1978gas phase; B
Quantity Value Units Method Reference Comment
Δr1533. ± 8.4kJ/molIMREBartmess, Scott, et al., 1979gas phase; value altered from reference due to change in acidity scale; B
Δr1536. ± 8.4kJ/molIMRECumming and Kebarle, 1978gas phase; B

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Henry's Law 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.

Masuda, Nagano, et al., 1994
Masuda, N.; Nagano, Y.; Sakiyama, M., Standard molar enthalpy of formation of (CH3)2SO, dimethylsulfoxide, by combustion calorimetry, J. Chem. Thermodyn., 1994, 26, 971-975. [all data]

Clever and Westrum, 1970
Clever, H.L.; Westrum, E.F., Jr., Dimethylsulfoxide and dimethylsulfone. Heat capacities, enthalpies of fusion, and thermodynamic properties, J. Phys. Chem., 1970, 74, 1309-1317. [all data]

Grolier, Roux-Desgranges, et al., 1993
Grolier, J.-P.E.; Roux-Desgranges, G.; Berkane, M.; Jimenez, E.; Wilhelm, E., Heat capacities and densities of mixtures of very polar substances 2. Mixtures containing N,N-dimethylformamide, J. Chem. Thermodynam., 1993, 25(1), 41-50. [all data]

Barta, Kooner, et al., 1989
Barta, L.; Kooner, Z.S.; Hepler, L.G.; Roux-Desgranges, G.; Grolier, J.-P.E., Thermal and volumetric properties of chloroform dimethylsulfoxide: Thermodynamic analysis using the ideal associated solution model, J. Solution Chem., 1989, 18(7), 663-673. [all data]

Rodante and Marrosu, 1988
Rodante, F.; Marrosu, G., Excess molar isobaric heat capacities and excess molar enthalpies for water-dimethylsulfoxide mixtures at 25°C, Thermochim. Acta, 1988, 136, 209-218. [all data]

Lankford and Criss, 1987
Lankford, J.I.; Criss, C.M., Partial molar heat caqpacities of selected electrolytes and benzene in methanol and dimethyldulfoxide at 25, 40 and 80°C, J. Solution Chem., 1987, 16(11), 885-906. [all data]

de Visser and Somsen, 1979
de Visser, C.; Somsen, G., Thermochemical behavior of mixtures of N,N-dimethylformamide with dimethylsulfoxide, acetonitrile, and N-methylformamide: volumes and heat capacities, J. Solution Chem., 1979, 8, 593-600. [all data]

De Visser, Heuvelsland, et al., 1978
De Visser, C.; Heuvelsland, W.J.M.; Dunn, L.A.; Somsen, G., Some properties of binary aqueous liquid mixtures, J. Chem. Soc., Faraday Trans.1, 1978, 74, 1159-1169. [all data]

Kenttmaa and Lindberg, 1960
Kenttmaa, J.; Lindberg, J.J., Volumes and heats of mixing of dimethyl sulfoxide-water solutions, Suom. Kemistilehti, 1960, B33, 32-35. [all data]

Lindberg and Stenholm, 1966
Lindberg, J.J.; Stenholm, V., Viscosities, Densities, and Related Properties of Binary Mixtures Containing Dimethyl Sulphoxide and Mono-Subst. Benzenes or Guaiacol, Suom. Kemistiseuran Tied., 1966, 75, 22. [all data]

Douglas, 1948
Douglas, T.B., Vapor Pressure of Methyl Sulfoxide from 20 to 50 deg. Calculation of the Heat of Vaporization, J. Am. Chem. Soc., 1948, 70, 2001. [all data]

Douglas, 1946
Douglas, T.B., Heats of Formation of Liquid Methyl Sulfoxide and Crystalline Methyl Sulfone at 18 deg., J. Am. Chem. Soc., 1946, 68, 1072. [all data]

Clever and Westrum, 1970, 2
Clever, H.L.; Westrum, E.F., Dimethyl sulfoxide and dimethyl sulfone. Heat capacities, enthalpies of fusion, and thermodynamic properties., J. Phys. Chem., 1970, 74, 1309. [all data]

Douglas, 1948, 2
Douglas, T.B., Vapor pressure of methyl sulfoxide from 20 to 50°. Calculation of the heat of vaporization, J. Am. Chem. Soc., 1948, 70, 2001-20. [all data]

Douglas, 1948, 3
Douglas, Thomas B., Vapor Pressure of Methyl Sulfoxide from 20 to 50°. Calculation of the Heat of Vaporization, J. Am. Chem. Soc., 1948, 70, 6, 2001-2002, https://doi.org/10.1021/ja01186a005 . [all data]

Al-Najjar and Al-Sammerrai, 2007
Al-Najjar, Hazim; Al-Sammerrai, Dhoaib, Thermogravimetric determination of the heat of vaporization of some highly polar solvents, J. Chem. Technol. Biotechnol., 2007, 37, 3, 145-152, https://doi.org/10.1002/jctb.280370302 . [all data]

Dykyj, Svoboda, et al., 1999
Dykyj, J.; Svoboda, J.; Wilhoit, R.C.; Frenkel, M.L.; Hall, K.R., Vapor Pressure of Chemicals: Part A. Vapor Pressure and Antoine Constants for Hydrocarbons and Sulfur, Selenium, Tellurium and Hydrogen Containing Organic Compounds, Springer, Berlin, 1999, 373. [all data]

Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw, Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2 . [all data]

Sassa, Konishi, et al., 1974
Sassa, Yoshimasa; Konishi, Ryoichi; Katayama, Takashi, Isothermal vapor-liquid equilibrium data of DMSO [dimethyl sulfoxide] solutions by total pressure method. DMSO-acetone, DMSO-tetrahydrofuran, and DMSO-ethyl acetate systems, J. Chem. Eng. Data, 1974, 19, 1, 44-48, https://doi.org/10.1021/je60060a004 . [all data]

Jakli and Alexander Van Hook, 1972
Jakli, Gyorgy; Alexander Van Hook, W., The vapor pressures of dimethyl sulfoxide and hexadeuterodimethyl sulfoxide from about 313 to 453 K, The Journal of Chemical Thermodynamics, 1972, 4, 6, 857-864, https://doi.org/10.1016/0021-9614(72)90007-9 . [all data]

Boublik, Fried, et al., 1984
Boublik, T.; Fried, V.; Hala, E., The Vapour Pressures of Pure Substances: Selected Values of the Temperature Dependence of the Vapour Pressures of Some Pure Substances in the Normal and Low Pressure Region, 2nd ed., Elsevier, New York, 1984, 972. [all data]

NISHIMURA, NAKAYAMA, et al., 1972
NISHIMURA, MICHIKO; NAKAYAMA, MUTSUO; YANO, TAKEO, VAPOR PRESSURE OF PURE DMSO AND VAPOR-LIQUID EQUILIBRIA IN DMSO-H2O SYSTEM UNDER ISOBARIC CONDITIONS, J. Chem. Eng. Japan / JCEJ, 1972, 5, 3, 223-226, https://doi.org/10.1252/jcej.5.223 . [all data]

Meszaros, 1969
Meszaros, S., Period. Polytech., Chem. Eng., 1969, 13, 1-2, 79. [all data]

Jakli and van Hook, 1972
Jakli, G.; van Hook, W.A., The Vapor Pressures of Dimethyl Sulfoxide and Hexadeuterodimethyl Sulfoxide from about 313 to 453 K, J. Chem. Thermodyn., 1972, 4, 6, 857-864, https://doi.org/10.1016/0021-9614(72)90007-9 . [all data]

Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D., Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III, J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985 . [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]

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]


Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Henry's Law data, Gas phase ion energetics data, References