MeO anion

• Formula: CH₃O^-
• Molecular weight: 31.0345
• CAS Registry Number: 3315-60-4
• Information on this page:
  • Reaction thermochemistry data
  • Gas phase ion energetics data
  • Vibrational and/or electronic energy levels
  • References
  • Notes
• Other data available:
  • Ion clustering data
• Options:
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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

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

CH₃O^- +  =

By formula: CH₃O^- + H⁺ = CH₄O

CH₃O^- +  = (CH₃O^- • )

By formula: CH₃O^- + CH₄O = (CH₃O^- • CH₄O)

Free energy of reaction

CH₃O^- +  = (CH₃O^- • )

By formula: CH₃O^- + H₂O = (CH₃O^- • H₂O)

Bond type: Hydrogen bond (negative ion to hydride)

Free energy of reaction

(CH₃O^- • 4294967295) +  = CH₃O^-

By formula: (CH₃O^- • 4294967295CH₂O) + CH₂O = CH₃O^-

(CH₃O^- • 2) +  = (CH₃O^- • 3)

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

Bond type: Hydrogen bond (negative ion to hydride)

Free energy of reaction

(CH₃O^- • ) +  = (CH₃O^- • 2)

By formula: (CH₃O^- • H₂O) + H₂O = (CH₃O^- • 2H₂O)

Bond type: Hydrogen bond (negative ion to hydride)

Free energy of reaction

CH₃O^- +  = C₂H₄D₇O₂^-

By formula: CH₃O^- + CD₄O = C₂H₄D₇O₂^-

(CH₃O^- •  • ) +  = (CH₃O^- • 2 • )

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

Bond type: Hydrogen bond (negative ion to hydride)

(CH₃O^- • 2) +  = (CH₃O^- •  • 2)

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

Bond type: Hydrogen bond (negative ion to hydride)

(CH₃O^- • ) +  = (CH₃O^- •  • )

By formula: (CH₃O^- • CH₄O) + H₂O = (CH₃O^- • H₂O • CH₄O)

Bond type: Hydrogen bond (negative ion to hydride)

(CH₃O^- • 3) +  = (CH₃O^- • 4)

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

Bond type: Hydrogen bond (negative ion to hydride)

CH₃O^- +  = C₂H₄F₃O^-

By formula: CH₃O^- + CHF₃ = C₂H₄F₃O^-

(CH₃O^- • ) +  = (CH₃O^- •  • )

By formula: (CH₃O^- • H₂O) + CH₄O = (CH₃O^- • CH₄O • H₂O)

Free energy of reaction

CH₃O^- +  = (CH₃O^- • )

By formula: CH₃O^- + BF₃ = (CH₃O^- • BF₃)

(CH₃O^- • 2) +  = (CH₃O^- • 3)

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

(CH₃O^- • 3) +  = (CH₃O^- • 4)

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

(CH₃O^- • ) +  = (CH₃O^- • 2)

By formula: (CH₃O^- • CH₄O) + CH₄O = (CH₃O^- • 2CH₄O)

CH₃O^- +  = C₇H₈F₃OSi^-

By formula: CH₃O^- + C₆H₅F₃Si = C₇H₈F₃OSi^-

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 compiled by: John E. Bartmess

Electron affinity of neutral species

Protonation reactions

CH₃O^- +  =

By formula: CH₃O^- + H⁺ = CH₄O

Vibrational and/or electronic energy levels

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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: Marilyn E. Jacox

State:   ?

State:   X

Additional references: Jacox, 1994, page 242; Jacox, 2003, page 260; Oakes, Harding, et al., 1985

Notes

References

Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, Vibrational and/or electronic energy levels, Notes

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

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]

Haas and Harrison, 1993
Haas, M.J.; Harrison, A.G., The Fragmentation of Proton-Bound Cluster Ions and the Gas-Phase Acidities of Alcohols, Int. J. Mass Spectrom. Ion Proc., 1993, 124, 2, 115, https://doi.org/10.1016/0168-1176(93)80003-W . [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]

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]

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]

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]

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]

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]

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]

Ramond, Davico, et al., 2000
Ramond, T.M.; Davico, G.E.; Schwartz, R.L.; Lineberger, W.C., Vibronic structure of alkoxy radicals via photoelectron spectroscopy, J. Chem. Phys., 2000, 112, 3, 1158-1169, https://doi.org/10.1063/1.480767 . [all data]

Engleking, Ellison, et al., 1978
Engleking, P.C.; Ellison, G.B.; Lineberger, W.C., Laser photodetachment electron spectrometry of methoxide, deuteromethoxide, and thiomethoxide: Electron affinities and vibrational structure of CH₃O, and CH₃S, J. Chem. Phys., 1978, 69, 1826. [all data]

Hiraoka, Shimizu, et al., 1995
Hiraoka, K.; Shimizu, A.; Minamitsu, A.; Nasu, M.; Fujimaki, S.; Yamabe, S., The small binding energies of the negative cluster ions: SF5-(SF6)1, SF6-(SF6)1 and F-(SF6)n (n=1 and 2), in the gas phase, Chem. Phys. Lett., 1995, 241, 5-6, 623, https://doi.org/10.1016/0009-2614(95)00676-U . [all data]

Janousek, Zimmerman, et al., 1978
Janousek, B.K.; Zimmerman, A.H.; Reed, K.J.; Brauman, J.I., Electron detachment from aliphatic molecular anions. Gas phase electron affinites of methoxyl, tert-butoxyl, and neopentoxyl radicals, J. Am. Chem. Soc., 1978, 100, 6142. [all data]

Reed and Brauman, 1975
Reed, K.J.; Brauman, J.I., Electron affinities of alkoxy radicals and the bond dissociation energies in aliphatic alcohols, J. Am. Chem. Soc., 1975, 97, 1625. [all data]

Tsuda and Hamill, 1964
Tsuda, S.; Hamill, W.H., Ionization Efficiency Measurements by the Retarding Potential Difference Method, Adv. Mass Spectrom., 1964, 3, 249. [all data]

Page and Goode, 1969
Page, F.M.; Goode, G.C., Negative Ions and the Magnetron., Wiley, NY, 1969. [all data]

Osborn, Leahy, et al., 1998, 2
Osborn, D.L.; Leahy, D.J.; Kim, E.H.; de Beer, E.; Neumark, D.M., Photoelectron spectroscopy of CH3O- and CD3O-, Chem. Phys. Lett., 1998, 292, 4-6, 651, https://doi.org/10.1016/S0009-2614(98)00717-9 . [all data]

Ramond, Davico, et al., 2000, 2
Ramond, T.M.; Davico, G.E.; Schwartz, R.L.; Lineberger, W.C., Vibronic structure of alkoxy radicals via photoelectron spectroscopy, J. Chem. Phys., 2000, 112, 3, 1158, https://doi.org/10.1063/1.480767 . [all data]

Jacox, 1994
Jacox, M.E., Vibrational and electronic energy levels of polyatomic transient molecules, American Chemical Society, Washington, DC, 1994, 464. [all data]

Jacox, 2003
Jacox, M.E., Vibrational and electronic energy levels of polyatomic transient molecules: supplement B, J. Phys. Chem. Ref. Data, 2003, 32, 1, 1-441, https://doi.org/10.1063/1.1497629 . [all data]

Oakes, Harding, et al., 1985
Oakes, J.M.; Harding, L.B.; Ellison, G.B., The photoelectron spectroscopy of HO₂^-, J. Chem. Phys., 1985, 83, 5400. [all data]

Notes

Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, Vibrational and/or electronic energy levels, References

• Symbols used in this document:
  

  EAneutral	Electron affinity of neutral species
  T	Temperature
  ΔrG°	Free energy of reaction at standard conditions
  ΔrH°	Enthalpy of reaction at standard conditions
  ΔrS°	Entropy of reaction at standard conditions

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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