MeCO2 anion


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 as indicated in comments:
B - John E. Bartmess
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias

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Individual Reactions

MeCO2 anion + Water = (MeCO2 anion • Water)

By formula: C2H3O2- + H2O = (C2H3O2- • H2O)

Bond type: Hydrogen bond (negative ion to hydride)

Quantity Value Units Method Reference Comment
Δr68.6 ± 3.3kJ/molTDAsWincel, 2008gas phase; B
Δr66.5 ± 4.2kJ/molN/AMeot-ner, Elmore, et al., 1999gas phase; B
Δr66.9 ± 4.2kJ/molN/AMeot-Ner and Sieck, 1986gas phase; B,M
Δr68.6 ± 6.3kJ/molTDAsBlades, Klassen, et al., 1995gas phase; T: 293 K. ΔSaff approx. 24 cal/mol-K; B
Δr66.1kJ/molPHPMSMeot-ner, 1988gas phase; M
Quantity Value Units Method Reference Comment
Δr84.9J/mol*KPHPMSMeot-ner, 1988gas phase; M
Δr94.1J/mol*KPHPMSMeot-Ner and Sieck, 1986gas phase; ion given as C2H3COO- in paper by error; M
Quantity Value Units Method Reference Comment
Δr38. ± 5.9kJ/molN/AWincel, 2008gas phase; B
Δr39.8kJ/molTDAsMeot-ner, Elmore, et al., 1999gas phase; B
Δr39. ± 6.7kJ/molTDAsMeot-Ner and Sieck, 1986gas phase; B
Δr39.3 ± 1.3kJ/molTDAsBlades, Klassen, et al., 1995gas phase; T: 293 K. ΔSaff approx. 24 cal/mol-K; B,M

(MeCO2 anion • 2Water) + Water = (MeCO2 anion • 3Water)

By formula: (C2H3O2- • 2H2O) + H2O = (C2H3O2- • 3H2O)

Bond type: Hydrogen bond (negative ion to hydride)

Quantity Value Units Method Reference Comment
Δr49.4 ± 4.2kJ/molN/AMeot-ner, Elmore, et al., 1999gas phase; B
Δr51.0 ± 6.3kJ/molTDAsBlades, Klassen, et al., 1995gas phase; T: 293 K. ΔSaff approx. 24 cal/mol-K; B
Δr49.4kJ/molPHPMSMeot-ner, 1988gas phase; Entropy change calculated or estimated; M
Quantity Value Units Method Reference Comment
Δr84.J/mol*KN/AMeot-ner, 1988gas phase; Entropy change calculated or estimated; M
Quantity Value Units Method Reference Comment
Δr24.4kJ/molTDAsMeot-ner, Elmore, et al., 1999gas phase; B
Δr21.8 ± 1.3kJ/molTDAsBlades, Klassen, et al., 1995gas phase; T: 293 K. ΔSaff approx. 24 cal/mol-K; B,M
Δr25.kJ/molPHPMSMeot-ner, 1988gas phase; Entropy change calculated or estimated; M

MeCO2 anion + Hydrogen cation = Acetic acid

By formula: C2H3O2- + H+ = C2H4O2

Quantity Value Units Method Reference Comment
Δr1457. ± 5.9kJ/molCIDCAngel and Ervin, 2006gas phase; B
Δr1456. ± 9.2kJ/molG+TSTaft and Topsom, 1987gas phase; B
Δr1459. ± 8.8kJ/molG+TSCumming and Kebarle, 1978gas phase; B
Δr1459. ± 9.2kJ/molG+TSFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale; B
Δr1435.9 ± 2.9kJ/molEIAEMuftakhov, Vasil'ev, et al., 1999gas phase; B
Quantity Value Units Method Reference Comment
Δr1427. ± 8.4kJ/molIMRETaft and Topsom, 1987gas phase; B
Δr1429. ± 8.4kJ/molIMRECumming and Kebarle, 1978gas phase; B
Δr1430. ± 8.4kJ/molIMREFujio, McIver, et al., 1981gas phase; value altered from reference due to change in acidity scale; B

(MeCO2 anion • Water) + Water = (MeCO2 anion • 2Water)

By formula: (C2H3O2- • H2O) + H2O = (C2H3O2- • 2H2O)

Bond type: Hydrogen bond (negative ion to hydride)

Quantity Value Units Method Reference Comment
Δr54.0 ± 4.2kJ/molN/AMeot-ner, Elmore, et al., 1999gas phase; B
Δr57.7 ± 6.3kJ/molTDAsBlades, Klassen, et al., 1995gas phase; T: 293 K. ΔSaff approx. 24 cal/mol-K; B
Δr53.6kJ/molPHPMSMeot-ner, 1988gas phase; M
Δr54.0kJ/molPHPMSMeot-Ner and Sieck, 1986gas phase; M
Quantity Value Units Method Reference Comment
Δr79.9J/mol*KPHPMSMeot-ner, 1988gas phase; M
Δr85.8J/mol*KPHPMSMeot-Ner and Sieck, 1986gas phase; M
Quantity Value Units Method Reference Comment
Δr29.3kJ/molTDAsMeot-ner, Elmore, et al., 1999gas phase; B
Δr28.5 ± 1.3kJ/molTDAsBlades, Klassen, et al., 1995gas phase; T: 293 K. ΔSaff approx. 24 cal/mol-K; B,M

(MeCO2 anion • 4Hydrogen cyanide) + Hydrogen cyanide = (MeCO2 anion • 5Hydrogen cyanide)

By formula: (C2H3O2- • 4CHN) + CHN = (C2H3O2- • 5CHN)

Quantity Value Units Method Reference Comment
Δr41. ± 4.2kJ/molTDAsMeot-ner, Cybulski, et al., 1988gas phase; Entropy estimated; B,M
Quantity Value Units Method Reference Comment
Δr100.J/mol*KN/AMeot-ner, Cybulski, et al., 1988gas phase; Entropy change calculated or estimated; M
Quantity Value Units Method Reference Comment
Δr10.0kJ/molTDAsMeot-ner, Cybulski, et al., 1988gas phase; Entropy estimated; B

Free energy of reaction

ΔrG° (kJ/mol) T (K) Method Reference Comment
19.213.PHPMSMeot-ner, Cybulski, et al., 1988gas phase; Entropy change calculated or estimated; M

(MeCO2 anion • 2Acetic acid • Water) + Acetic acid = (MeCO2 anion • 3Acetic acid • Water)

By formula: (C2H3O2- • 2C2H4O2 • H2O) + C2H4O2 = (C2H3O2- • 3C2H4O2 • H2O)

Quantity Value Units Method Reference Comment
Δr52.3 ± 2.5kJ/molN/AMeot-ner, Elmore, et al., 1999gas phase; B
Δr67.8 ± 4.2kJ/molTDAsMeot-Ner and Sieck, 1986gas phase; B
Quantity Value Units Method Reference Comment
Δr24.0kJ/molTDAsMeot-ner, Elmore, et al., 1999gas phase; B
Δr26. ± 4.2kJ/molTDAsMeot-Ner and Sieck, 1986gas phase; B

(MeCO2 anion • Acetic acid • Water) + Acetic acid = (MeCO2 anion • 2Acetic acid • Water)

By formula: (C2H3O2- • C2H4O2 • H2O) + C2H4O2 = (C2H3O2- • 2C2H4O2 • H2O)

Quantity Value Units Method Reference Comment
Δr82.4 ± 2.1kJ/molN/AMeot-ner, Elmore, et al., 1999gas phase; B
Δr67.8 ± 4.2kJ/molTDAsMeot-Ner and Sieck, 1986gas phase; B
Quantity Value Units Method Reference Comment
Δr45.23kJ/molTDAsMeot-ner, Elmore, et al., 1999gas phase; B
Δr26. ± 4.2kJ/molTDAsMeot-Ner and Sieck, 1986gas phase; B

MeCO2 anion + Acetone = (MeCO2 anion • Acetone)

By formula: C2H3O2- + C3H6O = (C2H3O2- • C3H6O)

Bond type: Hydrogen bonds of deprotonated acids to ketones/

Quantity Value Units Method Reference Comment
Δr65.7 ± 4.2kJ/molTDAsMeot-ner, 1988gas phase; B,M
Quantity Value Units Method Reference Comment
Δr91.6J/mol*KPHPMSMeot-ner, 1988gas phase; M
Quantity Value Units Method Reference Comment
Δr38. ± 4.2kJ/molTDAsMeot-ner, 1988gas phase; B

MeCO2 anion + Acetaldehyde = (MeCO2 anion • Acetaldehyde)

By formula: C2H3O2- + C2H4O = (C2H3O2- • C2H4O)

Bond type: Hydrogen bonds of deprotonated acids to ketones/

Quantity Value Units Method Reference Comment
Δr68.2 ± 4.2kJ/molTDAsMeot-ner, 1988gas phase; B,M
Quantity Value Units Method Reference Comment
Δr90.8J/mol*KPHPMSMeot-ner, 1988gas phase; M
Quantity Value Units Method Reference Comment
Δr41. ± 8.4kJ/molTDAsMeot-ner, 1988gas phase; B

MeCO2 anion + Acetamide, N-methyl- = (MeCO2 anion • Acetamide, N-methyl-)

By formula: C2H3O2- + C3H7NO = (C2H3O2- • C3H7NO)

Bond type: Hydrogen bonds of deprotonated acids to amides

Quantity Value Units Method Reference Comment
Δr106. ± 4.2kJ/molTDAsMeot-ner, 1988gas phase; B,M
Quantity Value Units Method Reference Comment
Δr115.J/mol*KPHPMSMeot-Ner (Mautner), 1988gas phase; M
Quantity Value Units Method Reference Comment
Δr72.0 ± 4.2kJ/molTDAsMeot-ner, 1988gas phase; B

(MeCO2 anion • 2Hydrogen cyanide) + Hydrogen cyanide = (MeCO2 anion • 3Hydrogen cyanide)

By formula: (C2H3O2- • 2CHN) + CHN = (C2H3O2- • 3CHN)

Quantity Value Units Method Reference Comment
Δr61.9 ± 4.2kJ/molTDAsMeot-ner, Cybulski, et al., 1988gas phase; B,M
Quantity Value Units Method Reference Comment
Δr107.J/mol*KPHPMSMeot-ner, Cybulski, et al., 1988gas phase; M
Quantity Value Units Method Reference Comment
Δr30.1kJ/molTDAsMeot-ner, Cybulski, et al., 1988gas phase; B

(MeCO2 anion • 3Hydrogen cyanide) + Hydrogen cyanide = (MeCO2 anion • 4Hydrogen cyanide)

By formula: (C2H3O2- • 3CHN) + CHN = (C2H3O2- • 4CHN)

Quantity Value Units Method Reference Comment
Δr50.2 ± 4.2kJ/molTDAsMeot-ner, Cybulski, et al., 1988gas phase; B,M
Quantity Value Units Method Reference Comment
Δr114.J/mol*KPHPMSMeot-ner, Cybulski, et al., 1988gas phase; M
Quantity Value Units Method Reference Comment
Δr16.3kJ/molTDAsMeot-ner, Cybulski, et al., 1988gas phase; B

(MeCO2 anion • Hydrogen cyanide) + Hydrogen cyanide = (MeCO2 anion • 2Hydrogen cyanide)

By formula: (C2H3O2- • CHN) + CHN = (C2H3O2- • 2CHN)

Quantity Value Units Method Reference Comment
Δr69.5 ± 4.2kJ/molTDAsMeot-ner, Cybulski, et al., 1988gas phase; B,M
Quantity Value Units Method Reference Comment
Δr84.5J/mol*KPHPMSMeot-ner, Cybulski, et al., 1988gas phase; M
Quantity Value Units Method Reference Comment
Δr44.35kJ/molTDAsMeot-ner, Cybulski, et al., 1988gas phase; B

MeCO2 anion + Phenol = (MeCO2 anion • Phenol)

By formula: C2H3O2- + C6H6O = (C2H3O2- • C6H6O)

Quantity Value Units Method Reference Comment
Δr109. ± 4.2kJ/molN/AMeot-Ner and Sieck, 1986gas phase; B,M
Quantity Value Units Method Reference Comment
Δr100.J/mol*KPHPMSMeot-Ner and Sieck, 1986gas phase; M
Quantity Value Units Method Reference Comment
Δr79.1 ± 6.7kJ/molTDAsMeot-Ner and Sieck, 1986gas phase; B

MeCO2 anion + Ethane, 1,1'-oxybis[2-methoxy- = (MeCO2 anion • Ethane, 1,1'-oxybis[2-methoxy-)

By formula: C2H3O2- + C6H14O3 = (C2H3O2- • C6H14O3)

Quantity Value Units Method Reference Comment
Δr63.2 ± 4.2kJ/molN/AMeot-Ner and Sieck, 1986gas phase; B,M
Quantity Value Units Method Reference Comment
Δr77.4J/mol*KPHPMSMeot-Ner and Sieck, 1986gas phase; M
Quantity Value Units Method Reference Comment
Δr40. ± 6.7kJ/molTDAsMeot-Ner and Sieck, 1986gas phase; B

MeCO2 anion + Ethanol = (MeCO2 anion • Ethanol)

By formula: C2H3O2- + C2H6O = (C2H3O2- • C2H6O)

Quantity Value Units Method Reference Comment
Δr86.6 ± 4.2kJ/molN/AMeot-Ner and Sieck, 1986gas phase; B,M
Quantity Value Units Method Reference Comment
Δr122.J/mol*KPHPMSMeot-Ner and Sieck, 1986gas phase; M
Quantity Value Units Method Reference Comment
Δr49.8 ± 6.7kJ/molTDAsMeot-Ner and Sieck, 1986gas phase; B

MeCO2 anion + Pyrrole = (MeCO2 anion • Pyrrole)

By formula: C2H3O2- + C4H5N = (C2H3O2- • C4H5N)

Quantity Value Units Method Reference Comment
Δr100. ± 4.2kJ/molTDAsMeot-ner, 1988gas phase; B,M
Quantity Value Units Method Reference Comment
Δr105.J/mol*KPHPMSMeot-ner, 1988gas phase; M
Quantity Value Units Method Reference Comment
Δr69.0 ± 4.2kJ/molTDAsMeot-ner, 1988gas phase; B

MeCO2 anion + Indole = (MeCO2 anion • Indole)

By formula: C2H3O2- + C8H7N = (C2H3O2- • C8H7N)

Quantity Value Units Method Reference Comment
Δr117. ± 4.2kJ/molTDAsMeot-ner, 1988gas phase; B,M
Quantity Value Units Method Reference Comment
Δr127.J/mol*KPHPMSMeot-ner, 1988gas phase; M
Quantity Value Units Method Reference Comment
Δr78.7 ± 4.2kJ/molTDAsMeot-ner, 1988gas phase; B

MeCO2 anion + Methanethiol = (MeCO2 anion • Methanethiol)

By formula: C2H3O2- + CH4S = (C2H3O2- • CH4S)

Quantity Value Units Method Reference Comment
Δr62.3 ± 4.2kJ/molTDAsMeot-ner, 1988gas phase; B,M
Quantity Value Units Method Reference Comment
Δr95.4J/mol*KPHPMSMeot-ner, 1988gas phase; M
Quantity Value Units Method Reference Comment
Δr34. ± 4.2kJ/molTDAsMeot-ner, 1988gas phase; B

MeCO2 anion + Acetonitrile = (MeCO2 anion • Acetonitrile)

By formula: C2H3O2- + C2H3N = (C2H3O2- • C2H3N)

Quantity Value Units Method Reference Comment
Δr61.9 ± 4.2kJ/molTDAsMeot-ner, 1988gas phase; B,M
Quantity Value Units Method Reference Comment
Δr75.3J/mol*KPHPMSMeot-ner, 1988gas phase; M
Quantity Value Units Method Reference Comment
Δr39. ± 4.2kJ/molTDAsMeot-ner, 1988gas phase; B

(MeCO2 anion • CH3CONHCH(CH3)COOCH3) + Water = (MeCO2 anion • Water • CH3CONHCH(CH3)COOCH3)

By formula: (C2H3O2- • C6H11NO3) + H2O = (C2H3O2- • H2O • C6H11NO3)

Bond type: Hydrogen bond (negative ion to hydride)

Quantity Value Units Method Reference Comment
Δr55.2kJ/molPHPMSMeot-Ner (Mautner), 1988gas phase; M
Quantity Value Units Method Reference Comment
Δr106.J/mol*KPHPMSMeot-Ner (Mautner), 1988gas phase; M

(MeCO2 anion • Acetone) + Acetone = (MeCO2 anion • 2Acetone)

By formula: (C2H3O2- • C3H6O) + C3H6O = (C2H3O2- • 2C3H6O)

Bond type: Hydrogen bonds of deprotonated acids to ketones/

Quantity Value Units Method Reference Comment
Δr45.2kJ/molPHPMSMeot-ner, 1988gas phase; M
Quantity Value Units Method Reference Comment
Δr74.9J/mol*KPHPMSMeot-ner, 1988gas phase; M

(MeCO2 anion • Acetamide, N-methyl-) + Acetamide, N-methyl- = (MeCO2 anion • 2Acetamide, N-methyl-)

By formula: (C2H3O2- • C3H7NO) + C3H7NO = (C2H3O2- • 2C3H7NO)

Bond type: Hydrogen bonds of deprotonated acids to amides

Quantity Value Units Method Reference Comment
Δr73.6kJ/molPHPMSMeot-Ner (Mautner), 1988gas phase; M
Quantity Value Units Method Reference Comment
Δr91.2J/mol*KPHPMSMeot-Ner (Mautner), 1988gas phase; M

(MeCO2 anion • Water) + Acetic acid = (MeCO2 anion • Acetic acid • Water)

By formula: (C2H3O2- • H2O) + C2H4O2 = (C2H3O2- • C2H4O2 • H2O)

Quantity Value Units Method Reference Comment
Δr123. ± 4.2kJ/molTDAsMeot-Ner and Sieck, 1986gas phase; B
Quantity Value Units Method Reference Comment
Δr85.4 ± 6.7kJ/molTDAsMeot-Ner and Sieck, 1986gas phase; B

MeCO2 anion + Hydrogen cyanide = (MeCO2 anion • Hydrogen cyanide)

By formula: C2H3O2- + CHN = (C2H3O2- • CHN)

Quantity Value Units Method Reference Comment
Δr92.9 ± 4.2kJ/molTDAsMeot-ner, Cybulski, et al., 1988gas phase; B,B,M
Quantity Value Units Method Reference Comment
Δr98.3J/mol*KPHPMSMeot-ner, Cybulski, et al., 1988gas phase; M

MeCO2 anion + CH3CONHCH(CH3)COOCH3 = (MeCO2 anion • CH3CONHCH(CH3)COOCH3)

By formula: C2H3O2- + C6H11NO3 = (C2H3O2- • C6H11NO3)

Quantity Value Units Method Reference Comment
Δr131. ± 4.2kJ/molTDAsMeot-ner, 1988gas phase; B
Quantity Value Units Method Reference Comment
Δr86.6 ± 4.2kJ/molTDAsMeot-ner, 1988gas phase; B

MeCO2 anion + Methyl Alcohol = (MeCO2 anion • Methyl Alcohol)

By formula: C2H3O2- + CH4O = (C2H3O2- • CH4O)

Quantity Value Units Method Reference Comment
Δr73.6 ± 4.2kJ/molTDAsMeot-ner, 1988gas phase; B
Quantity Value Units Method Reference Comment
Δr43.9 ± 4.2kJ/molTDAsMeot-ner, 1988gas phase; B

(MeCO2 anion • Water) + L-Alanine, N-acetyl-, methyl ester = (MeCO2 anion • L-Alanine, N-acetyl-, methyl ester • Water)

By formula: (C2H3O2- • H2O) + C6H11NO3 = (C2H3O2- • C6H11NO3 • H2O)

Quantity Value Units Method Reference Comment
Δr115.kJ/molPHPMSMeot-Ner (Mautner), 1988gas phase; M
Quantity Value Units Method Reference Comment
Δr163.J/mol*KPHPMSMeot-Ner (Mautner), 1988gas phase; M

(MeCO2 anion • 2Acetic acid) + Acetic acid = (MeCO2 anion • 3Acetic acid)

By formula: (C2H3O2- • 2C2H4O2) + C2H4O2 = (C2H3O2- • 3C2H4O2)

Quantity Value Units Method Reference Comment
Δr67.8kJ/molPHPMSMeot-Ner and Sieck, 1986gas phase; M
Quantity Value Units Method Reference Comment
Δr139.J/mol*KPHPMSMeot-Ner and Sieck, 1986gas phase; M

(MeCO2 anion • Acetic acid) + Acetic acid = (MeCO2 anion • 2Acetic acid)

By formula: (C2H3O2- • C2H4O2) + C2H4O2 = (C2H3O2- • 2C2H4O2)

Quantity Value Units Method Reference Comment
Δr82.0kJ/molPHPMSMeot-Ner and Sieck, 1986gas phase; M
Quantity Value Units Method Reference Comment
Δr120.J/mol*KPHPMSMeot-Ner and Sieck, 1986gas phase; M

(MeCO2 anion • L-Alanine, N-acetyl-, methyl ester) + L-Alanine, N-acetyl-, methyl ester = (MeCO2 anion • 2L-Alanine, N-acetyl-, methyl ester)

By formula: (C2H3O2- • C6H11NO3) + C6H11NO3 = (C2H3O2- • 2C6H11NO3)

Quantity Value Units Method Reference Comment
Δr88.7kJ/molPHPMSMeot-Ner (Mautner), 1988gas phase; M
Quantity Value Units Method Reference Comment
Δr143.J/mol*KPHPMSMeot-Ner (Mautner), 1988gas phase; M

(MeCO2 anion • Pyrrole) + Pyrrole = (MeCO2 anion • 2Pyrrole)

By formula: (C2H3O2- • C4H5N) + C4H5N = (C2H3O2- • 2C4H5N)

Quantity Value Units Method Reference Comment
Δr74.9kJ/molPHPMSMeot-ner, 1988gas phase; M
Quantity Value Units Method Reference Comment
Δr101.J/mol*KPHPMSMeot-ner, 1988gas phase; M

MeCO2 anion + Acetic acid = (MeCO2 anion • Acetic acid)

By formula: C2H3O2- + C2H4O2 = (C2H3O2- • C2H4O2)

Quantity Value Units Method Reference Comment
Δr123.kJ/molPHPMSMeot-Ner and Sieck, 1986gas phase; M
Quantity Value Units Method Reference Comment
Δr124.J/mol*KPHPMSMeot-Ner and Sieck, 1986gas phase; M

MeCO2 anion + L-Alanine, N-acetyl-, methyl ester = (MeCO2 anion • L-Alanine, N-acetyl-, methyl ester)

By formula: C2H3O2- + C6H11NO3 = (C2H3O2- • C6H11NO3)

Quantity Value Units Method Reference Comment
Δr126.kJ/molPHPMSMeot-Ner (Mautner), 1988gas phase; M
Quantity Value Units Method Reference Comment
Δr141.J/mol*KPHPMSMeot-Ner (Mautner), 1988gas phase; M

MeCO2 anion + 1H-Imidazole = (MeCO2 anion • 1H-Imidazole)

By formula: C2H3O2- + C3H4N2 = (C2H3O2- • C3H4N2)

Quantity Value Units Method Reference Comment
Δr116.kJ/molPHPMSMeot-Ner (Mautner), 1988gas phase; M
Quantity Value Units Method Reference Comment
Δr102.J/mol*KPHPMSMeot-Ner (Mautner), 1988gas phase; M

(MeCO2 anion • 4294967295Carbon dioxide) + Carbon dioxide = MeCO2 anion

By formula: (C2H3O2- • 4294967295CO2) + CO2 = C2H3O2-

Quantity Value Units Method Reference Comment
Δr250. ± 10.kJ/molCIDCWenthold and Squires, 1994gas phase; B

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.

Wincel, 2008
Wincel, H., Hydration energies of deprotonated amino acids from gas phase equilibria measurements, J. Am. Soc. Mass Spectrom., 2008, 19, 8, 1091-1097, https://doi.org/10.1016/j.jasms.2008.05.014 . [all data]

Meot-ner, Elmore, et al., 1999
Meot-ner, M.; Elmore, D.E.; Scheiner, S., Ionic Hydrogen Bond Effects on the Acidities, Basicities, Solvation, Solvent Bridging and Self-assembly of Carboxylic Groups, J. Am. Chem. Soc., 1999, 121, 33, 7625, https://doi.org/10.1021/ja982173i . [all data]

Meot-Ner and Sieck, 1986
Meot-Ner, M.; Sieck, L.W., The ionic hydrogen bond and ion solvation. 5. OH...O- bonds. Gas phase solvation and clustering of alkoxide and carboxylate anions, J. Am. Chem. Soc., 1986, 108, 7525. [all data]

Blades, Klassen, et al., 1995
Blades, A.T.; Klassen, J.S.; Kebarle, P., Free Energies of Hydration in the Gas Phase on the Anions of Some Oxo Acids of C, N, S, P, Cl and I, J. Am. Chem. Soc., 1995, 117, 42, 10563, https://doi.org/10.1021/ja00147a019 . [all data]

Meot-ner, 1988
Meot-ner, M., Ionic Hydrogen Bond and Ion Solvation. 6. Interaction Energies of the Acetate Ion with Organic Molecules. Comparison of CH3COO- with Cl-, CN-, and SH-, J. Am. Chem. Soc., 1988, 110, 12, 3854, https://doi.org/10.1021/ja00220a022 . [all data]

Angel and Ervin, 2006
Angel, L.A.; Ervin, K.M., Gas-phase acidities and O-H bond dissociation enthalpies of phenol, 3-methylphenol, 2,4,6-trimethylphenol, and ethanoic acid, J. Phys. Chem. A, 2006, 110, 35, 10392-10403, https://doi.org/10.1021/jp0627426 . [all data]

Taft and Topsom, 1987
Taft, R.W.; Topsom, R.D., The Nature and Analysis of Substituent Effects, Prog. Phys. Org. Chem., 1987, 16, 1. [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]

Fujio, McIver, et al., 1981
Fujio, M.; McIver, R.T., Jr.; Taft, R.W., Effects on the acidities of phenols from specific substituent-solvent interactions. Inherent substituent parameters from gas phase acidities, J. Am. Chem. Soc., 1981, 103, 4017. [all data]

Muftakhov, Vasil'ev, et al., 1999
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Notes

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