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 151 to 200)
  • 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 201 to 250, reactions 251 to 300, reactions 301 to 350, reactions 351 to 400, 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
• Options:
  • Switch to calorie-based units

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 151 to 200

C₁₃H₉^- +  =

By formula: C₁₃H₉^- + H⁺ = C₁₃H₁₀

C₃H₅O₂^- +  =

By formula: C₃H₅O₂^- + H⁺ = C₃H₆O₂

C₆H₆N^- +  =

By formula: C₆H₆N^- + H⁺ = C₆H₇N

C₄H₁₁Si^- +  =

By formula: C₄H₁₁Si^- + H⁺ = C₄H₁₂Si

 +  =

By formula: CH₃S^- + H⁺ = CH₄S

C₃H₃N₂^- +  =

By formula: C₃H₃N₂^- + H⁺ = C₃H₄N₂

C₂HClN^- +  =

By formula: C₂HClN^- + H⁺ = C₂H₂ClN

C₉H₁₁O^- +  =

By formula: C₉H₁₁O^- + H⁺ = C₉H₁₂O

C₇H₁₅O^- +  =

By formula: C₇H₁₅O^- + H⁺ = C₇H₁₆O

C₆H₄FO^- +  =

By formula: C₆H₄FO^- + H⁺ = C₆H₅FO

C₆H₅O₂^- +  =

By formula: C₆H₅O₂^- + H⁺ = C₆H₆O₂

C₇H₄NO^- +  =

By formula: C₇H₄NO^- + H⁺ = C₇H₅NO

C₆H₆NO^- +  =

By formula: C₆H₆NO^- + H⁺ = C₆H₇NO

C₆H₆NO^- +  =

By formula: C₆H₆NO^- + H⁺ = C₆H₇NO

C₆H₅O₂^- +  =

By formula: C₆H₅O₂^- + H⁺ = C₆H₆O₂

C₆H₄FO^- +  =

By formula: C₆H₄FO^- + H⁺ = C₆H₅FO

C₇H₄NO^- +  =

By formula: C₇H₄NO^- + H⁺ = C₇H₅NO

C₇H₄NO^- +  =

By formula: C₇H₄NO^- + H⁺ = C₇H₅NO

C₇H₇O₂^- +  =

By formula: C₇H₇O₂^- + H⁺ = C₇H₈O₂

C₇H₇O₂^- +  =

By formula: C₇H₇O₂^- + H⁺ = C₇H₈O₂

C₆H₄NO₃^- +  =

By formula: C₆H₄NO₃^- + H⁺ = C₆H₅NO₃

C₇H₇O^- +  =

By formula: C₇H₇O^- + H⁺ = C₇H₈O

C₈H₁₃O₂^- +  =

By formula: C₈H₁₃O₂^- + H⁺ = C₈H₁₄O₂

C₂H₃S^- +  =

By formula: C₂H₃S^- + H⁺ = C₂H₄S

C₁₁H₁₅O₂^- +  =

By formula: C₁₁H₁₅O₂^- + H⁺ = C₁₁H₁₆O₂

C₈H₇O₂^- +  =

By formula: C₈H₇O₂^- + H⁺ = C₈H₈O₂

C₅H₉O₂^- +  =

By formula: C₅H₉O₂^- + H⁺ = C₅H₁₀O₂

C₄H₃N₂^- +  =

By formula: C₄H₃N₂^- + H⁺ = C₄H₄N₂

 +  =

By formula: I^- + H⁺ = HI

C₉H₁₂BrO₂^- +  = C₉H₁₃BrO₂

By formula: C₉H₁₂BrO₂^- + H⁺ = C₉H₁₃BrO₂

H₅Si₂^- +  =

By formula: H₅Si₂^- + H⁺ = H₆Si₂

C₈H₁₇O₂^- +  =

By formula: C₈H₁₇O₂^- + H⁺ = C₉H₁₈O₂

C₃H₅O^- +  =

By formula: C₃H₅O^- + H⁺ = C₃H₆O

C₉H₉O^- +  =

By formula: C₉H₉O^- + H⁺ = C₉H₁₀O

C₅H₄F₃O₂^- +  =

By formula: C₅H₄F₃O₂^- + H⁺ = C₅H₅F₃O₂

C₈H₆N^- +  =

By formula: C₈H₆N^- + H⁺ = C₈H₇N

C₁₃H₁₁^- +  =

By formula: C₁₃H₁₁^- + H⁺ = C₁₃H₁₂

C₄H₆ClO₂^- +  =

By formula: C₄H₆ClO₂^- + H⁺ = C₄H₇ClO₂

C₉H₉O^- +  =

By formula: C₉H₉O^- + H⁺ = C₉H₁₀O

C₂H₄NO₂^- +  =

By formula: C₂H₄NO₂^- + H⁺ = C₂H₅NO₂

C₃H₆NO₂^- +  =

By formula: C₃H₆NO₂^- + H⁺ = C₃H₇NO₂

C₂H₅OS^- +  =

By formula: C₂H₅OS^- + H⁺ = C₂H₆OS

C₂H₅O₂S^- +  =

By formula: C₂H₅O₂S^- + H⁺ = C₂H₆O₂S

C₃H₄ClO₂^- +  =

By formula: C₃H₄ClO₂^- + H⁺ = C₃H₅ClO₂

C₁₀H₁₉O₂^- +  =

By formula: C₁₀H₁₉O₂^- + H⁺ = C₁₀H₂₀O₂

C₇H₄F₃^- +  =

By formula: C₇H₄F₃^- + H⁺ = C₇H₅F₃

C₃H₆N^- +  = C₃H₇N

By formula: C₃H₆N^- + H⁺ = C₃H₇N

C₃H₉OSi^- +  =

By formula: C₃H₉OSi^- + H⁺ = C₃H₁₀OSi

C₃H₂N^- +  =

By formula: C₃H₂N^- + H⁺ = C₃H₃N

C₇H₄NO₄^- +  =

By formula: C₇H₄NO₄^- + H⁺ = C₇H₅NO₄

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.

Römer, Janaway, et al., 1997
Römer, B.; Janaway, G.; Brauman, J.I., Cyclopentadienyl, Indenyl, and Fluorenyl Anions: Gas-Phase and Solvation Energy Contributions to Electron Detachment Energies, J. Am. Chem. Soc., 1997, 119, 9, 2249, https://doi.org/10.1021/ja961947x . [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]

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]

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]

Zimmerman, Reed, et al., 1977
Zimmerman, A.H.; Reed, K.J.; Brauman, J.I., Photodetachment of electrons from enolate anions. Gas phase electron affinities of enolate radicals, J. Am. Chem. Soc., 1977, 99, 7203. [all data]

Pariat and Allan, 1991
Pariat, Y.; Allan, M., Dissociative Attachment to Methyl Acetate: Evidence for Ion/Molecule Complexes as Intermediates, Int. J. Mass Spectrom. Ion Proc., 1991, 103, 2-3, 181, https://doi.org/10.1016/0168-1176(91)80088-5 . [all data]

Wren, Vogelhuber, et al., 2012
Wren, S.W.; Vogelhuber, K.M.; Ichino, T.; Stanton, J.F.; Lineberger, W.C., Photoelectron Spectroscopy of Anilinide and Acidity of Aniline, J. Phys. Chem. A, 2012, 116, 12, 3118-3123, https://doi.org/10.1021/jp211463r . [all data]

Damrauer, Kass, et al., 1988
Damrauer, R.; Kass, S.R.; DePuy, C.H., Gas-Phase Acidities of Methylsilanes: C-H versus Si-H, Organomet., 1988, 7, 3, 637, https://doi.org/10.1021/om00093a011 . [all data]

Wetzel and Brauman, 1988
Wetzel, D.M.; Brauman, J.I., Quantitative Measure of alpha-Silyl Carbanion Stabilization. The Electron Affinity of (Trimethylsilyl)methyl Radical, J. Am. Chem. Soc., 1988, 110, 25, 8333, https://doi.org/10.1021/ja00233a008 . [all data]

DePuy and Damrauer, 1984
DePuy, C.H.; Damrauer, R., Reactions of organosilane anionic species with nitrous oxide, Organometallics, 1984, 3, 362. [all data]

Schwartz, Davico, et al., 2000
Schwartz, R.L.; Davico, G.E.; Lineberger, W.C., Negative-ion photoelectron spectroscopy of CH3S-, J. Electron Spectros. Rel. Phenom., 2000, 108, 1-3, 163-168, https://doi.org/10.1016/S0368-2048(00)00125-0 . [all data]

Moran and Ellison, 1988
Moran, S.; Ellison, G.B., Photoelectron Spectroscopy of Sulfur Ions, J. Phys. Chem., 1988, 92, 7, 1794, https://doi.org/10.1021/j100318a021 . [all data]

Gianola, Ichino, et al., 2006
Gianola, A.J.; Ichino, T.; Kato, S.; Bierbaum, V.M.; Lineberger, W.C., Thermochemical studies of pyrazolide, J. Phys. Chem. A, 2006, 110, 27, 8457-8466, https://doi.org/10.1021/jp057499+ . [all data]

Taft, Anvia, et al., 1986
Taft, R.W.; Anvia, F.; Taagepera, M.; Catalan, J.; Elgueroy, J., Electrostatic proximity effects in the relative basicities of pyrazole, imidazole, pyridazine, and pyrimidine, J. Am. Chem. Soc., 1986, 108, 3237. [all data]

Poutsma, Upshaw, et al., 2002
Poutsma, J.C.; Upshaw, S.D.; Squires, R.R.; Wenthold, P.G., Absolute heat of formation and singlet-triplet splitting for HCCN, J. Phys. Chem. A, 2002, 106, 6, 1067-1073, https://doi.org/10.1021/jp013653q . [all data]

Hacaloglu, Suzer, et al., 1988
Hacaloglu, J.; Suzer, S.; Oster, T.; Illenberger, E., Negative Ion Formation in Fluoroacetonitrile and Chloroacetonitrile following Low Energy Electron Impact, Chem. Phys. Lett., 1988, 153, 2-3, 268, https://doi.org/10.1016/0009-2614(88)85224-2 . [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]

Higgins and Bartmess, 1998
Higgins, P.R.; Bartmess, J.E., The Gas Phase Acidities of Long Chain Alcohols., Int. J. Mass Spectrom., 1998, 175, 1-2, 71-79, https://doi.org/10.1016/S0168-1176(98)00125-6 . [all data]

Boand, Houriet, et al., 1983
Boand, G.; Houriet, R.; Baumann, T., The gas phase acidity of aliphatic alcohols, J. Am. Chem. Soc., 1983, 105, 2203. [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]

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]

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]

Zhang and Grabowski, 1989
Zhang, L.; Grabowski, J.J., The Gas-Phase Basicity and H/D Exchange Characteristics of the Parent Thiocarbonyl Enolate Anions, J. Chem. Soc. Chem. Comm. 1819, 1989. [all data]

Guillemin, Riague, et al., 2005
Guillemin, J.C.; Riague, E.H.; Gal, J.F.; Maria, P.C.; Mo, O.; Yanez, M., Acidity trends in alpha,beta-unsaturated sulfur, selenium, and tellurium derivatives: Comparison with C-, Si-, Ge-, Sn-, N-, P-, As-, and Sb-containing analogues, Chem. Eur. J., 2005, 11, 7, 2145-2153, https://doi.org/10.1002/chem.200400989 . [all data]

Meot-ner and Kafafi, 1988
Meot-ner, M.; Kafafi, S.A., Carbon Acidities of Aromatic Compounds, J. Am. Chem. Soc., 1988, 110, 19, 6297, https://doi.org/10.1021/ja00227a003 . [all data]

Kiefer, Zhang, et al., 1997
Kiefer, J.H.; Zhang, Q.; Kern, R.D.; Yao, J.; Jursic, B., Pyrolysis of Aromatic Azines: Pyrazine, Pyrimidine, and Pyridine, J. Phys. Chem. A, 1997, 101, 38, 7061, https://doi.org/10.1021/jp970211z . [all data]

Wren, Vogelhuber, et al., 2012, 2
Wren, S.W.; Vogelhuber, K.M.; Garver, J.M.; Kato, S.; Sheps, L.; Bierbaum, V.M.; Lineberger, W.C., C-H Bond Strengths and Acidities in Aromatic Systems: Effects of Nitrogen Incorporation in Mono-, Di-, and Triazines, J. Am. Chem. Soc., 2012, 134, 15, 6584-6595, https://doi.org/10.1021/ja209566q . [all data]

Pelaez, Blondel, et al., 2009
Pelaez, R.J.; Blondel, C.; Delsart, C.; Drag, C., Pulsed photodetachment microscopy and the electron affinity of iodine, J. Phys. B: Atom. Mol. Opt. Phys., 2009, 42, 12, 125001, https://doi.org/10.1088/0953-4075/42/12/125001 . [all data]

Check, Faust, et al., 2001
Check, C.E.; Faust, T.O.; Bailey, J.M.; Wright, B.J.; Gilbert, T.M.; Sunderlin, L.S., Addition of Polarization and Diffuse Functions to the LANL2DZ Basis Set for P-Block Elements, J. Phys. Chem. A,, 2001, 105, 34, 8111, https://doi.org/10.1021/jp011945l . [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]

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]

Krishnakumar and Srivastava, 1991
Krishnakumar, E.; Srivastava, S.K., Dissociative Electron Attachment of Electrons with Si2H6, Int. J. Mass Spectrom. Ion Proc., 1991, 103, 2-3, 107, https://doi.org/10.1016/0168-1176(91)80082-X . [all data]

Norrman and McMahon, 1999
Norrman, K.; McMahon, T.B., Intramolecular solvation of carboxylate anions in the gas phase, J. Phys. Chem. A, 1999, 103, 35, 7008-7016, https://doi.org/10.1021/jp9908202 . [all data]

Stein, Rikkers, et al.
Stein, S.E.; Rikkers, J.M.; Brown, R.L., NIST Structure anmd Properties Database and Estimation Program, Ver. 1.1, NIST Standard Reference Database 25. [all data]

Bartmess and McIver Jr., 1979
Bartmess, J.E.; McIver Jr., The Gas Phase Acidity Scale in Gas Phase Ion Chemistry, Gas Phase Ion Chemistry, V. 2, M.T. Bowers, Ed., Academic Press, NY, 1979, Ch. 11, Elsevier, 1979. [all data]

Dahlke and Kass, 1991
Dahlke, G.D.; Kass, S.R., Substituent Effects in the Gas Phase - 1-Substituted Allyl Anions, J. Am. Chem. Soc., 1991, 113, 15, 5566, https://doi.org/10.1021/ja00015a008 . [all data]

Angelini, Johnson, et al., 1991
Angelini, G.; Johnson, C.E.; Brauman, J.I., Addition and Deprotonation in Reactions of Hydroxide Ion with a beta-Hydroxysilane, Int. J. Mass Spectrom. Ion Proc., 1991, 109, 1, https://doi.org/10.1016/0168-1176(91)85093-2 . [all data]

Damrauer, Simon, et al., 1991
Damrauer, R.; Simon, R.; Krempp, M., Effect of Substituents on the Gas-Phase Acidity of Silanols, J. Am. Chem. Soc., 1991, 113, 12, 4431, https://doi.org/10.1021/ja00012a009 . [all data]

Bartmess, 1980
Bartmess, J.E., Solvent effects on ion-molecule reactions. Vinyl anions vs. conjugate addition, J. Am. Chem. Soc., 1980, 102, 2483. [all data]

Heni and Illenberger, 1986
Heni, M.; Illenberger, E., Electron attachment by saturated nitriles. Acrylonitrile (CH₂H₃CN), and benzonitrile (C₆H₅CN), Int. J. Mass Spectrom. Ion Phys., 1986, 73, 127. [all data]

Taft, 1987
Taft, R.W., The Nature and Analysis of Substitutent Electronic Effects, Personal communication. See also Prog. Phys. Org. Chem., 1987, 16, 1. [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
• The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
• Customer support for NIST Standard Reference Data products.