Cyclopropyl methyl ketone, protonated

• Formula: C₅H₉O⁺
• Molecular weight: 85.1238
• Information on this page:
  • Ion clustering data
  • References
  • Notes
• Other data available:
  • Reaction thermochemistry data
• Options:
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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 by: Michael M. Meot-Ner (Mautner) and Sharon G. Lias

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Clustering reactions

C₅H₉O⁺ +  = (C₅H₉O⁺ • )

By formula: C₅H₉O⁺ + C₂H₃N = (C₅H₉O⁺ • C₂H₃N)

Free energy of reaction

C₅H₉O⁺ +  = (C₅H₉O⁺ • )

By formula: C₅H₉O⁺ + C₅H₈O = (C₅H₉O⁺ • C₅H₈O)

Bond type: Hydrogen bonds of the type OH-O between organics

C₅H₉O⁺ +  = (C₅H₉O⁺ • )

By formula: C₅H₉O⁺ + H₂O = (C₅H₉O⁺ • H₂O)

Bond type: Hydrogen bond (positive ion to hydride)

(C₅H₉O⁺ • ) +  = (C₅H₉O⁺ • 2)

By formula: (C₅H₉O⁺ • H₂O) + H₂O = (C₅H₉O⁺ • 2H₂O)

Bond type: Hydrogen bond (positive ion to hydride)

(C₅H₉O⁺ • 2) +  = (C₅H₉O⁺ • 3)

By formula: (C₅H₉O⁺ • 2H₂O) + H₂O = (C₅H₉O⁺ • 3H₂O)

Bond type: Hydrogen bond (positive ion to hydride)

(C₅H₉O⁺ • 3) +  = (C₅H₉O⁺ • 4)

By formula: (C₅H₉O⁺ • 3H₂O) + H₂O = (C₅H₉O⁺ • 4H₂O)

Bond type: Hydrogen bond (positive ion to hydride)

Free energy of reaction

(C₅H₉O⁺ • 4) +  = (C₅H₉O⁺ • 5)

By formula: (C₅H₉O⁺ • 4H₂O) + H₂O = (C₅H₉O⁺ • 5H₂O)

Bond type: Hydrogen bond (positive ion to hydride)

Free energy of reaction

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.

Bromilow, Abboud, et al., 1980
Bromilow, J.; Abboud, J.L.M.; Lebrilla, C.B.; Taft, R.W.; Scorrano, G.; Lucchini, V., Oxonium Ions. Solvation by Single Acetonitrile Molecules in the Gas Phase and by Bulk Solvents, J. Am. Chem. Soc., 1980, 103, 18, 5448, https://doi.org/10.1021/ja00408a028 . [all data]

Grimsrud and Kebarle, 1973
Grimsrud, E.P.; Kebarle, P., Gas Phase Ion Equilibria Studies of the Solvation of the Hydrogen Ion by Methanol, Dimethyl Ether and Water. Effect of Hydrogen Bonding, J. Am. Chem. Soc., 1973, 95, 24, 7939, https://doi.org/10.1021/ja00805a002 . [all data]

Szulejko and McMahon, 1991
Szulejko, J.E.; McMahon, T.B., A Pulsed Electron Beam, Variable Temperature, High Pressure Mass Spectrometric Reevaluation of the Proton Affinity Difference Between 2-Methylpropene and Ammonia, Int. J. Mass Spectrom. Ion Proc., 1991, 109, 279, https://doi.org/10.1016/0168-1176(91)85109-Y . [all data]

Meot-Ner (Mautner), 1984
Meot-Ner (Mautner), M., The Ionic Hydrogen Bond and Ion Solvation. 2. Hydration of Onium Ions by 1 - 7 H2O Molecules. Relations Between Monomolecular, Specific and Bulk Hydration, J. Am. Chem. Soc., 1984, 106, 5, 1265, https://doi.org/10.1021/ja00317a016 . [all data]

Notes

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• Symbols used in this document:
  

  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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