Hydrogen cation

• Formula: H⁺
• Molecular weight: 1.00739
• IUPAC Standard InChI: InChI=1S/p+1 Copy

  
• IUPAC Standard InChIKey: GPRLSGONYQIRFK-UHFFFAOYSA-N Copy
• CAS Registry Number: 12408-02-5
• Chemical structure:
  This structure is also available as a 2d Mol file
• Isotopologues:
  • Deuterium cation
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Reaction thermochemistry data (reactions 351 to 400)
  • References
  • Notes
• Other data available:
  • Gas phase thermochemistry data
  • Reaction thermochemistry data: reactions 1 to 50, reactions 51 to 100, reactions 101 to 150, reactions 151 to 200, reactions 201 to 250, reactions 251 to 300, reactions 301 to 350, reactions 401 to 450, reactions 451 to 500, reactions 501 to 550, reactions 551 to 600, reactions 601 to 650, reactions 651 to 700, reactions 701 to 750, reactions 751 to 800, reactions 801 to 850, reactions 851 to 900, reactions 901 to 950, reactions 951 to 1000, reactions 1001 to 1050, reactions 1051 to 1100, reactions 1101 to 1150, reactions 1151 to 1200, reactions 1201 to 1250, reactions 1251 to 1300, reactions 1301 to 1350, reactions 1351 to 1375
  • Gas phase ion energetics data
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Reaction thermochemistry data

Go To: Top, References, Notes

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

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.

Reactions 351 to 400

C₃H₄BrO₂^- +  =

By formula: C₃H₄BrO₂^- + H⁺ = C₃H₅BrO₂

Si^- +  =

By formula: Si^- + H⁺ = HSi

C₄H₆BrO₂^- +  =

By formula: C₄H₆BrO₂^- + H⁺ = C₄H₇BrO₂

C₆H₁₁O₂^- +  =

By formula: C₆H₁₁O₂^- + H⁺ = C₆H₁₂O₂

C₃H₂F₃O₂^- +  =

By formula: C₃H₂F₃O₂^- + H⁺ = C₃H₃F₃O₂

C₆H₁₃Si^- +  =

By formula: C₆H₁₃Si^- + H⁺ = C₆H₁₄Si

C₅H₉O₂^- +  =

By formula: C₅H₉O₂^- + H⁺ = C₅H₁₀O₂

C₄H₂NO₂^- +  =

By formula: C₄H₂NO₂^- + H⁺ = C₄H₃NO₂

C₄H₆ClO₂^- +  =

By formula: C₄H₆ClO₂^- + H⁺ = C₄H₇ClO₂

 +  =

By formula: C₃H₅O₂^- + H⁺ = C₃H₆O₂

C₃H₄ClO₂^- +  =

By formula: C₃H₄ClO₂^- + H⁺ = C₃H₅ClO₂

C₄H₆ClO₂^- +  =

By formula: C₄H₆ClO₂^- + H⁺ = C₄H₇ClO₂

C₈H₈NO^- +  =

By formula: C₈H₈NO^- + H⁺ = C₈H₉NO

 +  =

By formula: C₈H₇^- + H⁺ = C₈H₈

C₂H₂BrO₂^- +  =

By formula: C₂H₂BrO₂^- + H⁺ = C₂H₃BrO₂

C₅H₇^- +  =

By formula: C₅H₇^- + H⁺ = C₅H₈

C₁₀H₇N₂^- +  = C₁₀H₈N₂

By formula: C₁₀H₇N₂^- + H⁺ = C₁₀H₈N₂

 +  =

By formula: C₃H₅O₃^- + H⁺ = C₃H₆O₃

Cl₃Si^- +  =

By formula: Cl₃Si^- + H⁺ = HCl₃Si

C₁₀H₁₀NO₂^- +  = C₁₀H₁₁NO₂

By formula: C₁₀H₁₀NO₂^- + H⁺ = C₁₀H₁₁NO₂

C₃F₈NO₄S₂^- +  = C₃HF₈NO₄S₂

By formula: C₃F₈NO₄S₂^- + H⁺ = C₃HF₈NO₄S₂

C₄F₁₀NO₄S₂^- +  = C₄HF₁₀NO₄S₂

By formula: C₄F₁₀NO₄S₂^- + H⁺ = C₄HF₁₀NO₄S₂

C₃F₆NO₄S₂^- +  = C₃HF₆NO₄S₂

By formula: C₃F₆NO₄S₂^- + H⁺ = C₃HF₆NO₄S₂

C₇H₅O^- +  = C₇H₆O

By formula: C₇H₅O^- + H⁺ = C₇H₆O

C₅H₅O₂^- +  = C₅H₆O₂

By formula: C₅H₅O₂^- + H⁺ = C₅H₆O₂

C₇H₅O₃^- +  =

By formula: C₇H₅O₃^- + H⁺ = C₇H₆O₃

C₇H₇O^- +  =

By formula: C₇H₇O^- + H⁺ = C₇H₈O

C₆F₅O^- +  =

By formula: C₆F₅O^- + H⁺ = C₆HF₅O

C₈H₅^- +  =

By formula: C₈H₅^- + H⁺ = C₈H₆

CH₂NS^- +  = CH₃NS

By formula: CH₂NS^- + H⁺ = CH₃NS

C₂H₂D₅O^- +  =

By formula: C₂H₂D₅O^- + H⁺ = C₂H₃D₃O

C₇H₇^- +  =

By formula: C₇H₇^- + H⁺ = C₇H₈

HN₂O^- +  =

By formula: HN₂O^- + H⁺ = H₂N₂O

C₁₄H₉CrF₆^- +  = C₁₄H₁₀CrF₆

By formula: C₁₄H₉CrF₆^- + H⁺ = C₁₄H₁₀CrF₆

C₁₄H₉CrF₆^- +  = C₁₄H₁₀CrF₆

By formula: C₁₄H₉CrF₆^- + H⁺ = C₁₄H₁₀CrF₆

C₇H₆NO₃^- +  =

By formula: C₇H₆NO₃^- + H⁺ = C₇H₇NO₃

C₈H₁₁O^- +  =

By formula: C₈H₁₁O^- + H⁺ = C₈H₁₂O

C₇H₇^- +  =

By formula: C₇H₇^- + H⁺ = C₇H₈

C₉H₁₉O^- +  =

By formula: C₉H₁₉O^- + H⁺ = C₉H₂₀O

C₇H₇O₂S^- +  = C₇H₈O₂S

By formula: C₇H₇O₂S^- + H⁺ = C₇H₈O₂S

C₇H₇O₂S^- +  = C₇H₈O₂S

By formula: C₇H₇O₂S^- + H⁺ = C₇H₈O₂S

C₇H₇O₃S^- +  = C₇H₈O₃S

By formula: C₇H₇O₃S^- + H⁺ = C₇H₈O₃S

C₇H₇O₃S^- +  =

By formula: C₇H₇O₃S^- + H⁺ = C₇H₈O₃S

C₁₃H₉O₂^- +  =

By formula: C₁₃H₉O₂^- + H⁺ = C₁₃H₁₀O₂

C₉H₅N₂^- +  =

By formula: C₉H₅N₂^- + H⁺ = C₉H₆N₂

C₅H₁₀NO₂^- +  = C₅H₁₁NO₂

By formula: C₅H₁₀NO₂^- + H⁺ = C₅H₁₁NO₂

C₆H₁₁S₂^- +  = C₆H₁₂S₂

By formula: C₆H₁₁S₂^- + H⁺ = C₆H₁₂S₂

C₆H₃Cl₂O^- +  =

By formula: C₆H₃Cl₂O^- + H⁺ = C₆H₄Cl₂O

C₆H₂Cl₃O^- +  =

By formula: C₆H₂Cl₃O^- + H⁺ = C₆H₃Cl₃O

 +  =

By formula: C₆H₇O^- + H⁺ = C₆H₈O

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.

Caldwell, Renneboog, et al., 1989
Caldwell, G.; Renneboog, R.; Kebarle, P., Gas Phase Acidities of Aliphatic Carboxylic Acids, Based on Measurements of Proton Transfer Equilibria, Can. J. Chem., 1989, 67, 4, 661, https://doi.org/10.1139/v89-092 . [all data]

Caldwell, McMahon, et al., 1985
Caldwell, G.; McMahon, T.B.; Kebarle, P.; Bartmess, J.E.; Kiplinger, J.P., Methyl substituent effects in the gas phase acidities of halosubstituted oxygen acids. A realignment with substituent effects in solution, J. Am. Chem. Soc., 1985, 107, 80. [all data]

Blondel, Chaibi, et al., 2005
Blondel, C.; Chaibi, W.; Delsart, C.; Drag, C.; Goldfarb, F.; Kroger, S., The electron affinities of O, Si, and S revisited with the photodetachment microscope, Eur. Phys. J. D, 2005, 33, 3, 335-342, https://doi.org/10.1140/epjd/e2005-00069-9 . [all data]

Blondel, Delsart, et al., 2001
Blondel, C.; Delsart, C.; Goldfarb, F., Electron spectrometry at the mu eV level and the electron affinities of Si and F, J. Phys. B: Atom. Mol. Opt. Phys., 2001, 34, 9, L281-L288, https://doi.org/10.1088/0953-4075/34/9/101 . [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]

DePuy, Bierbaum, et al., 1980
DePuy, C.H.; Bierbaum, V.M.; Flippin, L.A.; Brabowski, J.J.; King, G.K.; Schmidt, R.J.; Sullivan, S.A., Gas phase reactions of anions with substituted silanes, J. Am. Chem. Soc., 1980, 102, 5012. [all data]

Cooper and Compton, 1973
Cooper, C.D.; Compton, R.N., Electron attachment and cesium collisional ionization studies of tetrafluorosuccinic and hexafluoroglutaric anhydrides: Molecular electron affinities, J. Chem. Phys., 1973, 59, 3550. [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]

Taft and Bordwell, 1988
Taft, R.W.; Bordwell, F.G., Structural and Solvent Effects Evaluated from Acidities Measured in Dimethyl Sulfoxide and in the Gas Phase, Acc. Chem. Res., 1988, 21, 12, 463, https://doi.org/10.1021/ar00156a005 . [all data]

Kato, Gareyev, et al., 1998
Kato, S.; Gareyev, R.; DePuy, C.H.; Bierbaum, V.M., Structures, energetics, and chemical reactions of anions derived from cyclooctatetraene, J. Am. Chem. Soc., 1998, 120, 20, 5033-5042, https://doi.org/10.1021/ja972628o . [all data]

Graul and Squires, 1990
Graul, S.T.; Squires, R.R., Gas-Phase Acidities Derived from Threshold Energies for Activated Reactions, J. Am. Chem. Soc., 1990, 112, 7, 2517, https://doi.org/10.1021/ja00163a007 . [all data]

Reed, Kass, et al., 2002
Reed, D.R.; Kass, S.R.; Mondanaro, K.R.; Dailey, W.P., Formation of a 1-bicyclo[1.1.1]pentyl anion and an experimental determination of the acidity and C-H bond dissociation energy of 3-tert-butylbicyclo[1.1.1]pentane, J. Am. Chem. Soc., 2002, 124, 11, 2790-2795, https://doi.org/10.1021/ja0121890 . [all data]

Koppel, Taft, et al., 1994
Koppel, I.A.; Taft, R.W.; Anvia, F.; Zhu, S.Z.; Hu, L.Q.; Sung, K.S.; Desmarteau, D.D.; Yagupolskii, L.M., The Gas-Phase Acidities of Very Strong Neutral Bronsted Acids, J. Am. Chem. Soc., 1994, 116, 7, 3047, https://doi.org/10.1021/ja00086a038 . [all data]

Jinfeng, Topsom, et al., 1988
Jinfeng, C.; Topsom, R.D.; Headley, A.D.; Koppel, I.; Mishima, M.; Taft, R.W.; Veji, S., Acidities of Substituted Acetic Acids, J. Mol. Struct., 1988, 168, 141, https://doi.org/10.1016/0166-1280(88)80349-X . [all data]

Pabst, Margrave, et al., 1977
Pabst, R.E.; Margrave, J.L.; Franklin, J.L., Electron impact studies of the tetrachlorides and tetrabromides of silicon and germanium, Int. J. Mass Spectrom. Ion Phys., 1977, 25, 361. [all data]

Koppel, Mishima, et al., 1993
Koppel, I.A.; Mishima, M.; Stock, L.M.; Taft, R.W.; Topsom, R.D., Acidities of 4-Substituted Benzoic, Bicyclo[2.2.2]Oct-1-yl and Bicyclo[2.2.2]Oct-2-enyl Carboxylic Acids, J. Phys. Org. Chem., 1993, 6, 12, 685, https://doi.org/10.1002/poc.610061205 . [all data]

Leito, Raamat, et al., 2009
Leito, I.; Raamat, E.; Kutt, A.; Saame, J.; Kipper, K.; Koppel, I.A.; Koppel, I.; Zhang, M.; Mishima, M.; Yagupolskii, L.M.; Garlyauskayte, R.Y.; Filatov, A.A., Revision of the Gas-Phase Acidity Scale below 300 kcal mol(-1), J. Phys. Chem. A, 2009, 113, 29, 8421-8424, https://doi.org/10.1021/jp903780k . [all data]

Hu, Hill, et al., 1997
Hu, J.; Hill, B.T.; Squires, R.R., New Approach to Carbene Chemistry, via Distonic Carbene Ions. A Case of Spin-Forbidden Proton Transfer and Carbene-Biradical Tautomerism, J. Am. Chem. Soc., 1997, 119, 48, 11699, https://doi.org/10.1021/ja9727070 . [all data]

Sachs and Kass, 1994
Sachs, R.K.; Kass, S.R., 3-Carbomethoxycyclopropen-3-yl Anion - Formation and Characterization of an Antiaromatic Ion, J. Am. Chem. Soc., 1994, 116, 2, 783, https://doi.org/10.1021/ja00081a055 . [all data]

Kebarle and McMahon, 1977
Kebarle, P.; McMahon, T.B., Intrinsic Acidities of Substituted Phenols and Benzoic Acids Determined by Gas Phase Proton Transfer Equilibria, J. Am. Chem. Soc., 1977, 99, 7, 2222, https://doi.org/10.1021/ja00449a032 . [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]

Briscese and Riveros, 1975
Briscese, S.M.J.; Riveros, J.M., Gas phase nucleophilic reactions of aromatic systems, J. Am. Chem. Soc., 1975, 97, 230. [all data]

Kass and DePuy, 1985
Kass, S.R.; DePuy, C.H., Gas phase ion chemistry of azides. The generation of CH=N^- and CH₂=NCH₂^-, J. Org. Chem., 1985, 50, 2874. [all data]

Dang, Motell, et al., 1993
Dang, T.T.; Motell, E.L.; Travers, M.J.; Clifford, E.P.; Ellison, G.B.; Depuy, C.H.; Bierbaum, V.M., Experimental and Computational Studies of Deuterated Ethanols - Gas-Phase Acidities, Electron Affinities and Bond Dissociation Energies, Int. J. Mass Spectrom. Ion Proc., 1993, 123, 3, 171, https://doi.org/10.1016/0168-1176(93)87096-B . [all data]

Lee and Squires, 1986
Lee, R.E.; Squires, R.R., Anionic homoaromaticity: A gas phase experimental study, J. Am. Chem. Soc., 1986, 105, 5078. [all data]

Wright and Beauchamp, 1981
Wright, C.A.; Beauchamp, J.L., Infrared spectra of gas phase ions and their use in elucidating reaction mechanisms. Identification of C₇H₇- structural isomers by multiphoton electron detachment using a low-powered laser, J. Am. Chem. Soc., 1981, 103, 6499. [all data]

Sheldon, Ohair, et al., 1995
Sheldon, J.C.; Ohair, R.A.J.; Downard, K.M.; Gronert, S.; Krempp, M.; Depuy, C.H.; Bowie, J.H., A potential surface map of the H-/N2O system. The gas phase ion chemistry of HN2O-, Aust. J. Chem., 1995, 48, 155. [all data]

Kahn, Hehre, et al., 1984
Kahn, S.D.; Hehre, W.J.; Bartmess, J.E.; Caldwell, G., Effect of Metal Complexation on the Gas-phase Acidities of Alkylbenzenes, Organomet., 1984, 3, 11, 1740, https://doi.org/10.1021/om00089a024 . [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]

Bartmess and Kiplinger, 1986
Bartmess, J.E.; Kiplinger, J.P., 'Kinetic' vs. thermodynamic acidities of enones in the gas phase, J. Org. Chem., 1986, 51, 2173. [all data]

Gunion, Karney, et al., 1996
Gunion, R.F.; Karney, W.; Wenthold, P.G.; Borden, W.T.; Lineberger, W.C., Ultraviolet Photoelectron Spectroscopy of Some C7H7- Isomers: Quadricyclanide, Norbornadienide, Cycloheptatrienide, and 1,6-Heptadiynide, J. Am. Chem. Soc., 1996, 118, 21, 5074, https://doi.org/10.1021/ja954026f . [all data]

Lee, DePuy, et al., 1996
Lee, H.S.; DePuy, C.H.; Bierbaum, V.M., Reactivity and Thermochemistry of Quadricyclane in the Gas Phase, J. Am. Chem. Soc., 1996, 118, 21, 5068, https://doi.org/10.1021/ja9540278 . [all data]

Bartmess, Hays, et al., 1981
Bartmess, J.E.; Hays, R.L.; Khatri, H.N.; Misra, R.N.; Wilson, S.W., Elimination, fragmentation and proton transfer in 1,3-dithianes and 1,3-dithiolanes in the gas phase, J. Am. Chem. Soc., 1981, 103, 4746. [all data]

Notes

Go To: Top, Reaction thermochemistry data, References

• Symbols used in this document:
  

  ΔrG°	Free energy of reaction at standard conditions
  ΔrH°	Enthalpy of reaction at standard conditions

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