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 851 to 900)
  • 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 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 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 851 to 900

 +  =

By formula: C₈H₁₃^- + H⁺ = C₈H₁₄

Cl₃Sn^- +  = HCl₃Sn

By formula: Cl₃Sn^- + H⁺ = HCl₃Sn

C₄H₇O^- +  =

By formula: C₄H₇O^- + H⁺ = C₄H₈O

C₄H₈NO^- +  =

By formula: C₄H₈NO^- + H⁺ = C₄H₉NO

 +  =

By formula: C₈H₁₁^- + H⁺ = C₈H₁₂

C₇H₆FO^- +  =

By formula: C₇H₆FO^- + H⁺ = C₇H₇FO

C₇H₆FO^- +  =

By formula: C₇H₆FO^- + H⁺ = C₇H₇FO

C₃H₈FSi^- +  =

By formula: C₃H₈FSi^- + H⁺ = C₃H₉FSi

C₉H₉^- +  =

By formula: C₉H₉^- + H⁺ = C₉H₁₀

C₉H₁₂N₃O₄^- +  =

By formula: C₉H₁₂N₃O₄^- + H⁺ = C₉H₁₃N₃O₄

C₁₀H₁₂N₅O₃^- +  =

By formula: C₁₀H₁₂N₅O₃^- + H⁺ = C₁₀H₁₃N₅O₃

C₂F^- +  =

By formula: C₂F^- + H⁺ = C₂HF

C₁₀H₁₄N₂O₅^- +  =

By formula: C₁₀H₁₄N₂O₅^- + H⁺ = C₁₀H₁₄N₂O₅

C₂Cl₅^- +  =

By formula: C₂Cl₅^- + H⁺ = C₂HCl₅

C₄H₈NO^- +  =

By formula: C₄H₈NO^- + H⁺ = C₄H₉NO

F₃Sn^- +  = HF₃Sn

By formula: F₃Sn^- + H⁺ = HF₃Sn

C₆H₄N₃^- +  =

By formula: C₆H₄N₃^- + H⁺ = C₆H₅N₃

Br₃Sn^- +  = HBr₃Sn

By formula: Br₃Sn^- + H⁺ = HBr₃Sn

C₃H₅N₂O₂^- +  =

By formula: C₃H₅N₂O₂^- + H⁺ = C₃H₆N₂O₂

C₁₀H₆F₆NO^- +  = C₁₀H₇F₆NO

By formula: C₁₀H₆F₆NO^- + H⁺ = C₁₀H₇F₆NO

C₉H₇F₃NO^- +  =

By formula: C₉H₇F₃NO^- + H⁺ = C₉H₈F₃NO

C₈H₇N₂O₃^- +  =

By formula: C₈H₇N₂O₃^- + H⁺ = C₈H₈N₂O₃

C₅H₇O₂^- +  =

By formula: C₅H₇O₂^- + H⁺ = C₅H₈O₂

C₈H₇FNO^- +  = C₈H₈FNO

By formula: C₈H₇FNO^- + H⁺ = C₈H₈FNO

C₈H₁₁O₂^- +  =

By formula: C₈H₁₁O₂^- + H⁺ = C₈H₁₂O₂

C₂H₈BS^- +  =

By formula: C₂H₈BS^- + H⁺ = (C₂H₆S).(BH₃)

C₁₀H₆^- +  =

By formula: C₁₀H₆^- + H⁺ = C₁₀H₇

P^- +  =

By formula: P^- + H⁺ = HP

C₃H₁₁BP^- +  =

By formula: C₃H₁₁BP^- + H⁺ = C₃H₁₂BP

CH₃O₂^- +  =

By formula: CH₃O₂^- + H⁺ = CH₄O₂

C₉H₁₅^- +  = C₉H₁₆

By formula: C₉H₁₅^- + H⁺ = C₉H₁₆

C₈H₈Cl^- +  =

By formula: C₈H₈Cl^- + H⁺ = C₈H₉Cl

BCl₂^- +  =

By formula: BCl₂^- + H⁺ = HBCl₂

C₄H₉O₂^- +  =

By formula: C₄H₉O₂^- + H⁺ = C₄H₁₀O₂

C₇H₆F^- +  =

By formula: C₇H₆F^- + H⁺ = C₇H₇F

C₂H₇Si^- +  = C₂H₈Si

By formula: C₂H₇Si^- + H⁺ = C₂H₈Si

C₄H₇O^- +  =

By formula: C₄H₇O^- + H⁺ = C₄H₈O

C₂H₅Si^- +  = C₂H₆Si

By formula: C₂H₅Si^- + H⁺ = C₂H₆Si

C₂H₅Ge^- +  = C₂H₆Ge

By formula: C₂H₅Ge^- + H⁺ = C₂H₆Ge

C₈H₁₅OS₂^- +  = C₈H₁₆OS₂

By formula: C₈H₁₅OS₂^- + H⁺ = C₈H₁₆OS₂

C₈H₁₅OS₂^- +  = C₈H₁₆OS₂

By formula: C₈H₁₅OS₂^- + H⁺ = C₈H₁₆OS₂

C₆H₁₀NO₄^- +  = C₆H₁₁NO₄

By formula: C₆H₁₀NO₄^- + H⁺ = C₆H₁₁NO₄

C₅H₈NO₄^- +  = C₅H₉NO₄

By formula: C₅H₈NO₄^- + H⁺ = C₅H₉NO₄

C₆H₂F₃^- +  =

By formula: C₆H₂F₃^- + H⁺ = C₆H₃F₃

C₆HF₄^- +  =

By formula: C₆HF₄^- + H⁺ = C₆H₂F₄

C₁₀H₁₁O₂^- +  =

By formula: C₁₀H₁₁O₂^- + H⁺ = C₁₀H₁₂O₂

C₁₀H₁₁O₂^- +  =

By formula: C₁₀H₁₁O₂^- + H⁺ = C₁₀H₁₂O₂

C₁₁H₁₃O₂^- +  =

By formula: C₁₁H₁₃O₂^- + H⁺ = C₁₁H₁₄O₂

C₁₁H₁₃O₂^- +  =

By formula: C₁₁H₁₃O₂^- + H⁺ = C₁₁H₁₄O₂

C₂H₃Si^- +  =

By formula: C₂H₃Si^- + H⁺ = C₂H₄Si

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.

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]

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]

Bartmess and Burnham, 1984
Bartmess, J.E.; Burnham, R., Effect of central substituents on the gas phase acidities of propenes, J. Org. Chem., 1984, 49, 1382. [all data]

Noest and Nibbering, 1980
Noest, A.J.; Nibbering, N.M.M., Homoconjugation vs. charge dipole stabilization interaction effects in the stabilization of carbanions in the gas phase, J. Am. Chem. Soc., 1980, 102, 6427. [all data]

Ingemann and Nibbering, 1983
Ingemann, S.; Nibbering, N.M.M., Gas phase reactions of anions with 2-,3-, and 4-fluoroanisole, J. Org. Chem., 1983, 48, 183. [all data]

Allison and McMahon, 1990
Allison, C.E.; McMahon, T.B., How Strong is the Si=C Bond in Fluoro- and Methyl Substituted Silaethylenes? An Experimental Determination of Pi Bond Strengths, J. Am. Chem. Soc., 1990, 112, 5, 1672, https://doi.org/10.1021/ja00161a002 . [all data]

Kumari, Devi, et al., 2010
Kumari, S.; Devi, C.L.; Prabhakar, S.; Bhanuprakash, K.; Vairaman, M., Estimation of Gas-Phase Acidities of Deoxyribonucleosides: An Experimental and Theoretical Study, J. Am. Soc. Mass Spectrom., 2010, 21, 1, 136-143, https://doi.org/10.1016/j.jasms.2009.09.019 . [all data]

Thynne and MacNiel, 1971
Thynne, J.C.J.; MacNiel, K.A.G., Negative ion formation by ethylene and 1,1-difluoroethylene, J. Phys. Chem., 1971, 75, 2584. [all data]

Gaines, Kay, et al., 1966
Gaines, A.F.; Kay, J.; Page, F.M., Determination of Electron Affinities. Part 8. - CCl₄, CHCl₃, and CH₂Cl₂, Trans. Farad. Soc., 1966, 62, 874, https://doi.org/10.1039/tf9666200874 . [all data]

Hair, Carrigan, et al., 1989
Hair, O.; Carrigan, K.E.; Bierbaum, V.M.; DePuy, C.H., Gas Phase Ion Chemistry of Nitrogen Containing Negative Ions: Deprotonated Nitromethane, Acetone Oxime, and Acetone Oxime O-methyl Ether, Int. J. Mass Spectrom. Ion Proc., 1989, 90, 3, 295, https://doi.org/10.1016/0168-1176(89)80074-6 . [all data]

Catalan, Claramunt, et al., 1988
Catalan, J.; Claramunt, R.M.; Elguero, J.; Menedez, M.; Anvia, F.; Quian, J.H.; Taagepera, M.; Taft, R.W., Basicity and Acidity of Azoles. The Annelation Effect in Azoles., J. Am. Chem. Soc., 1988, 110, 13, 4107, https://doi.org/10.1021/ja00221a001 . [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]

Badal and Mishima, 2010
Badal, M.M.R.; Mishima, M., Gas-Phase Acidities of Acetophenone Oximes. Substituent Effect and Solvent Effects, Bull. Chem. Soc. Japan, 2010, 83, 1, 58-65, https://doi.org/10.1246/bcsj.20090246 . [all data]

Graul, Schnute, et al., 1990
Graul, S.T.; Schnute, M.E.; Squires, R.R., Gas-Phase Acidities of Carboxylic Acids and Alcohols from Collision-Induced Dissociation of Dimer Cluster Ions, Int. J. Mass Spectrom. Ion Proc., 1990, 96, 2, 181, https://doi.org/10.1016/0168-1176(90)87028-F . [all data]

Ren, Workman, et al., 1998
Ren, J.H.; Workman, D.B.; Squires, R.R., Gas-phase negative ion chemistry of Lewis acid-base complexes, J. Am. Chem. Soc., 1998, 120, 40, 10511-10522, https://doi.org/10.1021/ja9804518 . [all data]

Reed, Hare, et al., 2000
Reed, D.R.; Hare, M.; Kass, S.R., Formation of gas-phase dianions and distonic ions as a general method for the synthesis of protected reactive intermediates. Energetics of 2,3-and 2,6-dehydronaphthalene, J. Am. Chem. Soc., 2000, 122, 43, 10689-10696, https://doi.org/10.1021/ja002351j . [all data]

Andersson, Lindahl, et al., 2007
Andersson, P.; Lindahl, A.O.; Alfredsson, C.; Rogstrom, L.; Diehl, C.; Pegg, D.J.; Hanstorp, D., The electron affinity of phosphorus, J. Phys. B - Atom. Mol. Opt. Phys., 2007, 40, 20, 4097-4107, https://doi.org/10.1088/0953-4075/40/20/010 . [all data]

Blanksby, Ramond, et al., 2001
Blanksby, S.J.; Ramond, T.M.; Davico, G.E.; Nimlos, M.R.; Kato, S.; Bierbaum, V.M.; Lineberger, W.C.; Ellison, Negative-ion photoelectron spectroscopy, gas-phase acidity, and thermochemistry of the peroxyl radicals CH3OO and CH3CH2OO, J. Am. Chem. Soc., 2001, 123, 39, 9585-9596, https://doi.org/10.1021/ja010942j . [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]

Hammad and Wenthold, 2000
Hammad, L.A.; Wenthold, P.G., Synthesis, characterization, and reactivity of the m-xylylene anion in the gas phase. The enthalpy of formation of m-xylylene, J. Am. Chem. Soc., 2000, 122, 45, 11203-11211, https://doi.org/10.1021/ja002138n . [all data]

Chase Jr., Curnutt, et al., 1982
Chase Jr.; Curnutt, J.L.; Downy Jr.; McDonald, R.A.; Syverrud, A.N.; Valenzuela, E.A., JANAF Thermochemical Tables 1982 Supplement, J. Phys. Chem. Ref. Data, 1982, 11, 3, 695, https://doi.org/10.1063/1.555666 . [all data]

Baeck, Choi, et al., 1999
Baeck, K.K.; Choi, H.; Iwata, S., Theoretical study on spectroscopic properties of positive, neutral, and negative species of BCl2 and AlCl2: The stability of the negative species, J. Phys. Chem. A, 1999, 103, 34, 6772-6777, https://doi.org/10.1021/jp991072j . [all data]

Clifford, Wenthold, et al., 1998
Clifford, E.P.; Wenthold, P.G.; Gareyev, R.; Lineberger, W.C.; DePuy, C.H.; Bierbaum, V.M.; Ellison, G.B., Photoelectron spectroscopy, gas phase acidity, and thermochemistry of tert-butyl hydroperoxide: Mechanisms for the rearrangement of peroxyl radicals, J. Chem. Phys., 1998, 109, 23, 10293-10310, https://doi.org/10.1063/1.477725 . [all data]

Kim, Wenthold, et al., 1999
Kim, J.B.; Wenthold, P.G.; Lineberger, W.C., Ultraviolet photoelectron spectroscopy of o-, m-, and p-halobenzyl anions, J. Phys. Chem. A, 1999, 103, 50, 10833-10841, https://doi.org/10.1021/jp992817o . [all data]

Gal, Decouzon, et al., 2001
Gal, J.F.; Decouzon, M.; Maria, P.C.; Gonzalez, A.I.; Mo, O.; Yanez, M.; El Chaouch, S.; Guillemin, J.C., Acidity trends in alpha,beta-unsaturated alkanes, silanes, germanes, and stannanes, J. Am. Chem. Soc., 2001, 123, 26, 6353-6359, https://doi.org/10.1021/ja004079j . [all data]

Alconcel, Deyerl, et al., 2001
Alconcel, L.S.; Deyerl, H.J.; Continetti, R.E., Effects of alkyl substitution on the energetics of enolate anions and radicals, J. Am. Chem. Soc., 2001, 123, 50, 12675-12681, https://doi.org/10.1021/ja0120431 . [all data]

Adeuya, Artau, et al., 2004
Adeuya, A.; Artau, A.; Kenttamaa, H.I.; Squires, R.R., Gas-phase acidities of cis- and trans-2-tert-butyl-1,3-dithian-5-ol, J. Phys. Chem. A, 2004, 108, 36, 7379-7385, https://doi.org/10.1021/jp048812v . [all data]

Fournier, Afonso, et al., 2008
Fournier, F.; Afonso, C.; Fagin, A.E.; Gronert, S.; Tabet, J.C., Can Cluster Structure Affect Kinetic Method Measurements? The Curious Case of Glutamic Acid's Gas-Phase Acidity, J. Am. Soc. Mass Spectrom., 2008, 19, 12, 1887-1896, https://doi.org/10.1016/j.jasms.2008.07.022 . [all data]

Buker, Nibbering, et al., 1997
Buker, H.H.; Nibbering, N.M.M.; Espinosa, D.; Mongin, F.; Schlosser, M., Additivity of substituent effects in the fluoroarene series: Equilibrium acidity in the gas phase and deprotonation rates in ethereal solution, Tetrahed. Lett., 1997, 38, 49, 8519-8522, https://doi.org/10.1016/S0040-4039(97)10303-3 . [all data]

Fiedler, Kulhanek, et al., 1999
Fiedler, P.; Kulhanek, J.; Decouzon, M.; Gal, J.F.; Maria, P.C.; Exner, O., Steric effects and steric inhibition of resonance in isopropylbenzoic acids in the gas phase and in solution, Coll. Czech. Chem. Commun., 1999, 64, 9, 1433-1447, https://doi.org/10.1135/cccc19991433 . [all data]

Kulhanek, Decouzon, et al., 1999
Kulhanek, J.; Decouzon, M.; Gal, J.F.; Maria, P.C.; Fiedler, P.; Jimenez, P.; Roux, M.V.; Exner, O., Steric effects and steric hindrance to resonance in tert-butylbenzoic acids in the gas phase and in solution, Eur. J. Org., 1999, Chem., 7, 1589-1594, https://doi.org/10.1002/(SICI)1099-0690(199907)1999:7<1589::AID-EJOC1589>3.0.CO;2-S . [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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