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MeO anion


Ion clustering 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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Clustering reactions

CH3O- + Boron trifluoride = (CH3O- bullet Boron trifluoride)

By formula: CH3O- + BF3 = (CH3O- bullet BF3)

Quantity Value Units Method Reference Comment
Deltar>22.0 ± 2.0kcal/molIMRBBlair, Isolani, et al., 1973gas phase; MeOH..MeO- + BF3 ->. Computations indicate dHaff ca. 80 kcal/mol; B

CH3O- + Methanol-D4 = C2H4D7O2-

By formula: CH3O- + CD4O = C2H4D7O2-

Quantity Value Units Method Reference Comment
Deltar28.3 ± 1.0kcal/molIMREChabinyc and Brauman, 2000gas phase; Original dG=19.4 at 350K; dS based on symmetry alone.; B
Quantity Value Units Method Reference Comment
Deltar20.7 ± 1.0kcal/molIMREChabinyc and Brauman, 2000gas phase; Original dG=19.4 at 350K; dS based on symmetry alone.; B

CH3O- + Fluoroform = C2H4F3O-

By formula: CH3O- + CHF3 = C2H4F3O-

Quantity Value Units Method Reference Comment
Deltar23.5 ± 1.0kcal/molIMREChabinyc and Brauman, 1998gas phase; B
Quantity Value Units Method Reference Comment
Deltar16.6 ± 1.0kcal/molIMREChabinyc and Brauman, 1998gas phase; B

(CH3O- bullet 4294967295Formaldehyde) + Formaldehyde = CH3O-

By formula: (CH3O- bullet 4294967295CH2O) + CH2O = CH3O-

Quantity Value Units Method Reference Comment
Deltar39.90 ± 0.51kcal/molN/ANee, Osterwalder, et al., 2006gas phase; B
Deltar40.8 ± 1.1kcal/molTherOsborn, Leahy, et al., 1998gas phase; B
Deltar41.8 ± 2.2kcal/molTherBartmess, Scott, et al., 1979gas phase; The acidity is 1.2 kcal/mol stronger than that from the D-EA cycle, due to the multi-compound fit for the acidity scale.; value altered from reference due to change in acidity scale; B

CH3O- + Methyl Alcohol = (CH3O- bullet Methyl Alcohol)

By formula: CH3O- + CH4O = (CH3O- bullet CH4O)

Quantity Value Units Method Reference Comment
Deltar29.3 ± 1.0kcal/molTDAsPaul and Kebarle, 1990gas phase; B,M
Deltar28.80 ± 0.30kcal/molTDAsMeot-ner and Sieck, 1986gas phase; B,M
Deltar29.4 ± 2.5kcal/molTDAsCaldwell, Rozeboom, et al., 1984gas phase; Reanchored to average data from Paul and Kebarle, 1990 and Meot-ner and Sieck, 1986.; value altered from reference due to change in acidity scale; B
Deltar19.0 ± 2.0kcal/molN/AMoylan, Dodd, et al., 1985gas phase; B
Quantity Value Units Method Reference Comment
Deltar31.8cal/mol*KPHPMSPaul and Kebarle, 1990gas phase; M
Deltar26.7cal/mol*KPHPMSMeot-Ner(Mautner), 1986gas phase; n; M
Quantity Value Units Method Reference Comment
Deltar20.30kcal/molIMREMustanir, Matsuoka, et al., 2006gas phase; B
Deltar19.8 ± 1.0kcal/molTDAsPaul and Kebarle, 1990gas phase; B
Deltar20.80 ± 0.50kcal/molTDAsMeot-ner and Sieck, 1986gas phase; B
Deltar20.3 ± 1.6kcal/molTDAsCaldwell, Rozeboom, et al., 1984gas phase; Reanchored to average data from Paul and Kebarle, 1990 and Meot-ner and Sieck, 1986.; value altered from reference due to change in acidity scale; B

Free energy of reaction

DeltarG° (kcal/mol) T (K) Method Reference Comment
19.1296.FAMacKay and Bohme, 1978gas phase; From thermochemical cycle,switching reaction(CH3O-)H2O; Meot-Ner(Mautner), 1986; M

(CH3O- bullet Methyl Alcohol) + Methyl Alcohol = (CH3O- bullet 2Methyl Alcohol)

By formula: (CH3O- bullet CH4O) + CH4O = (CH3O- bullet 2CH4O)

Quantity Value Units Method Reference Comment
Deltar21.4kcal/molPHPMSMeot-Ner(Mautner), 1986gas phase; n; M
Quantity Value Units Method Reference Comment
Deltar27.8cal/mol*KPHPMSMeot-Ner(Mautner), 1986gas phase; n; M

(CH3O- bullet 2Methyl Alcohol) + Methyl Alcohol = (CH3O- bullet 3Methyl Alcohol)

By formula: (CH3O- bullet 2CH4O) + CH4O = (CH3O- bullet 3CH4O)

Quantity Value Units Method Reference Comment
Deltar15.0kcal/molPHPMSMeot-Ner(Mautner), 1986gas phase; n; M
Quantity Value Units Method Reference Comment
Deltar26.3cal/mol*KPHPMSMeot-Ner(Mautner), 1986gas phase; n; M

(CH3O- bullet 3Methyl Alcohol) + Methyl Alcohol = (CH3O- bullet 4Methyl Alcohol)

By formula: (CH3O- bullet 3CH4O) + CH4O = (CH3O- bullet 4CH4O)

Quantity Value Units Method Reference Comment
Deltar11.4kcal/molPHPMSMeot-Ner(Mautner), 1986gas phase; n; M
Quantity Value Units Method Reference Comment
Deltar22.4cal/mol*KPHPMSMeot-Ner(Mautner), 1986gas phase; n; M

(CH3O- bullet Methyl Alcohol) + Water = (CH3O- bullet Water bullet Methyl Alcohol)

By formula: (CH3O- bullet CH4O) + H2O = (CH3O- bullet H2O bullet CH4O)

Bond type: Hydrogen bond (negative ion to hydride)

Quantity Value Units Method Reference Comment
Deltar17.8kcal/molPHPMSMeot-Ner(Mautner), 1986gas phase; n; M
Quantity Value Units Method Reference Comment
Deltar25.9cal/mol*KPHPMSMeot-Ner(Mautner), 1986gas phase; n; M

(CH3O- bullet 2Methyl Alcohol) + Water = (CH3O- bullet Water bullet 2Methyl Alcohol)

By formula: (CH3O- bullet 2CH4O) + H2O = (CH3O- bullet H2O bullet 2CH4O)

Bond type: Hydrogen bond (negative ion to hydride)

Quantity Value Units Method Reference Comment
Deltar13.8kcal/molPHPMSMeot-Ner(Mautner), 1986gas phase; n; M
Quantity Value Units Method Reference Comment
Deltar25.0cal/mol*KPHPMSMeot-Ner(Mautner), 1986gas phase; n; M

CH3O- + Trifluorophenylsilane = C7H8F3OSi-

By formula: CH3O- + C6H5F3Si = C7H8F3OSi-

Quantity Value Units Method Reference Comment
Deltar76.6 ± 5.9kcal/molCIDTKrouse, Lardin, et al., 2003gas phase; B

CH3O- + Water = (CH3O- bullet Water)

By formula: CH3O- + H2O = (CH3O- bullet H2O)

Bond type: Hydrogen bond (negative ion to hydride)

Quantity Value Units Method Reference Comment
Deltar25.3 ± 2.2kcal/molCIDTDeTuri and Ervin, 1999gas phase; B
Deltar23.9kcal/molPHPMSMeot-Ner(Mautner), 1986gas phase; n; M,B,M
Quantity Value Units Method Reference Comment
Deltar22.9cal/mol*KPHPMSMeot-ner and Sieck, 1986gas phase; M
Deltar22.9cal/mol*KPHPMSMeot-Ner(Mautner), 1986gas phase; n; M
Quantity Value Units Method Reference Comment
Deltar17.00 ± 0.30kcal/molTDAsMeot-ner and Sieck, 1986gas phase; B

Free energy of reaction

DeltarG° (kcal/mol) T (K) Method Reference Comment
15.4296.FAMacKay and Bohme, 1978gas phase; From thermochemical cycle,switching reaction(OH-)H2O, DG>; Meot-Ner(Mautner), 1986; M

(CH3O- bullet Water) + Methyl Alcohol = (CH3O- bullet Methyl Alcohol bullet Water)

By formula: (CH3O- bullet H2O) + CH4O = (CH3O- bullet CH4O bullet H2O)

Free energy of reaction

DeltarG° (kcal/mol) T (K) Method Reference Comment
13.7296.FAMacKay and Bohme, 1978gas phase; From thermochemical cycle,switching reaction(CH3O-)2H2O; Meot-Ner(Mautner), 1986; M

(CH3O- bullet Water bullet Methyl Alcohol) + Water = (CH3O- bullet 2Water bullet Methyl Alcohol)

By formula: (CH3O- bullet H2O bullet CH4O) + H2O = (CH3O- bullet 2H2O bullet CH4O)

Bond type: Hydrogen bond (negative ion to hydride)

Quantity Value Units Method Reference Comment
Deltar15.2kcal/molPHPMSMeot-Ner(Mautner), 1986gas phase; n; M
Quantity Value Units Method Reference Comment
Deltar27.7cal/mol*KPHPMSMeot-Ner(Mautner), 1986gas phase; n; M

(CH3O- bullet Water) + Water = (CH3O- bullet 2Water)

By formula: (CH3O- bullet H2O) + H2O = (CH3O- bullet 2H2O)

Bond type: Hydrogen bond (negative ion to hydride)

Quantity Value Units Method Reference Comment
Deltar19.2kcal/molPHPMSMeot-Ner(Mautner), 1986gas phase; n; M
Quantity Value Units Method Reference Comment
Deltar25.3cal/mol*KPHPMSMeot-Ner(Mautner), 1986gas phase; n; M

Free energy of reaction

DeltarG° (kcal/mol) T (K) Method Reference Comment
8.2296.FAMacKay and Bohme, 1978gas phase; From thermochemical cycle,switching reaction(OH-)2H2O; Meot-Ner(Mautner), 1986; M

(CH3O- bullet 2Water) + Water = (CH3O- bullet 3Water)

By formula: (CH3O- bullet 2H2O) + H2O = (CH3O- bullet 3H2O)

Bond type: Hydrogen bond (negative ion to hydride)

Quantity Value Units Method Reference Comment
Deltar14.8kcal/molPHPMSMeot-Ner(Mautner), 1986gas phase; n; M
Quantity Value Units Method Reference Comment
Deltar24.4cal/mol*KPHPMSMeot-Ner(Mautner), 1986gas phase; n; M

Free energy of reaction

DeltarG° (kcal/mol) T (K) Method Reference Comment
7.9296.FAMacKay and Bohme, 1978gas phase; From thermochemical cycle,switching reaction(OH-)3H2O; Meot-Ner(Mautner), 1986; M

(CH3O- bullet 3Water) + Water = (CH3O- bullet 4Water)

By formula: (CH3O- bullet 3H2O) + H2O = (CH3O- bullet 4H2O)

Bond type: Hydrogen bond (negative ion to hydride)

Quantity Value Units Method Reference Comment
Deltar11.0kcal/molPHPMSMeot-Ner(Mautner), 1986gas phase; n; M
Quantity Value Units Method Reference Comment
Deltar20.0cal/mol*KPHPMSMeot-Ner(Mautner), 1986gas phase; n; M

References

Go To: Top, Ion clustering data, Notes

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

Blair, Isolani, et al., 1973
Blair, L.K.; Isolani, P.C.; Riveros, J.M., Formation, reactivity, and relative stability of clustered alkoxide ions by ICR spectroscopy, J. Am. Chem. Soc., 1973, 95, 1057. [all data]

Chabinyc and Brauman, 2000
Chabinyc, M.L.; Brauman, J.I., Unusual ionic hydrogen bonds: Complexes of acetylides and fluoroform, J. Am. Chem. Soc., 2000, 122, 36, 8739-8745, https://doi.org/10.1021/ja000806z . [all data]

Chabinyc and Brauman, 1998
Chabinyc, M.L.; Brauman, J.I., Acidity, basicity, and the stability of hydrogen bonds: Complexes of RO-+HCF3, J. Am. Chem. Soc., 1998, 120, 42, 10863-10870, https://doi.org/10.1021/ja9817592 . [all data]

Nee, Osterwalder, et al., 2006
Nee, M.J.; Osterwalder, A.; Zhou, J.; Neumark, D.M., Slow electron velocity-map imaging photoelectron spectra of the methoxide anion, J. Chem. Phys., 2006, 125, 1, 014306, https://doi.org/10.1063/1.2212411 . [all data]

Osborn, Leahy, et al., 1998
Osborn, D.L.; Leahy, D.J.; Kim, E.H.; deBeer, E.; Neumark, D.M., Photoelectron spectroscopy of CH3O- and CD3O-, Chem. Phys. Lett., 1998, 292, 4-6, 651-655, https://doi.org/10.1016/S0009-2614(98)00717-9 . [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]

Paul and Kebarle, 1990
Paul, G.J.C.; Kebarle, P., Thermodynamics of the Association Reactions OH- - H2O = HOHOH- and CH3O- - CH3OH = CH3OHOCH3- in the Gas Phase, J. Phys. Chem., 1990, 94, 12, 5184, https://doi.org/10.1021/j100375a076 . [all data]

Meot-ner and Sieck, 1986
Meot-ner, M.; Sieck, L.W., Relative acidities of water and methanol, and the stabilities of the dimer adducts, J. Phys. Chem., 1986, 90, 6687. [all data]

Caldwell, Rozeboom, et al., 1984
Caldwell, G.; Rozeboom, M.D.; Kiplinger, J.P.; Bartmess, J.E., Anion-alcohol hydrogen bond strengths in the gas phase, J. Am. Chem. Soc., 1984, 106, 4660. [all data]

Moylan, Dodd, et al., 1985
Moylan, C.R.; Dodd, J.A.; Brauman, J.I., Electron photodetachment spectroscopy of Sslvated anions. A probe of structure and energetics, Chem. Phys. Lett., 1985, 118, 38. [all data]

Meot-Ner(Mautner), 1986
Meot-Ner(Mautner), M., Comparative Stabilities of Cationic and Anionic Hydrogen-Bonded Networks. Mixed Clusters of Water-Methanol, J. Am. Chem. Soc., 1986, 108, 20, 6189, https://doi.org/10.1021/ja00280a014 . [all data]

Mustanir, Matsuoka, et al., 2006
Mustanir; Matsuoka, M.; Mishima, M.; Koch, H., Stability of complexes of phenylacetylides and benzyl alkoxides with methanol in the gas phase. Acid-base correlation in the ionic hydrogen-bond strength, Bull. Chem. Soc. Japan, 2006, 79, 7, 1118-1125, https://doi.org/10.1246/bcsj.79.1118 . [all data]

MacKay and Bohme, 1978
MacKay, G.I.; Bohme, D.K., Proton-Transfer Reactions in Nitromethane at 297K, Int. J. Mass Spectrom. Ion Phys., 1978, 26, 4, 327, https://doi.org/10.1016/0020-7381(78)80052-7 . [all data]

Krouse, Lardin, et al., 2003
Krouse, I.H.; Lardin, H.A.; Wenthold, P.G., Gas-phase ion chemistry and ion thermochemistry of phenyltrifluorosilane, Int. J. Mass Spectrom., 2003, 227, 3, 303-314, https://doi.org/10.1016/S1387-3806(03)00080-0 . [all data]

DeTuri and Ervin, 1999
DeTuri, V.F.; Ervin, K.M., Competitive threshold collision-induced dissociation: Gas-phase acidities and bond dissociation energies for a series of alcohols, J. Phys. Chem. A, 1999, 103, 35, 6911-6920, https://doi.org/10.1021/jp991459m . [all data]


Notes

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