Hydrogen cation


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 1201 to 1250

CHN4- + Hydrogen cation = 1H-Tetrazole

By formula: CHN4- + H+ = CH2N4

Quantity Value Units Method Reference Comment
Δr1396. ± 8.8kJ/molG+TSTaft, 1991gas phase
Quantity Value Units Method Reference Comment
Δr1366. ± 8.4kJ/molIMRETaft, 1991gas phase

C2H6B5- + Hydrogen cation = C2H7B5

By formula: C2H6B5- + H+ = C2H7B5

Quantity Value Units Method Reference Comment
Δr<1891.2kJ/molEIAEOnak, Howard, et al., 1973gas phase; From closo-2,4-C2B5H7. Computations indicate dHacid ca. 371 kcal/mol

C13H15O4- + Hydrogen cation = Propanedioic acid, phenyl-, diethyl ester

By formula: C13H15O4- + H+ = C13H16O4

Quantity Value Units Method Reference Comment
Δr1428. ± 9.2kJ/molG+TSTaft, 1991gas phase
Quantity Value Units Method Reference Comment
Δr1403. ± 8.4kJ/molIMRETaft, 1991gas phase

C6H3N2O5- + Hydrogen cation = 2,3-dinitrophenol

By formula: C6H3N2O5- + H+ = C6H4N2O5

Quantity Value Units Method Reference Comment
Δr1324. ± 9.2kJ/molG+TSTaft, 1991gas phase
Quantity Value Units Method Reference Comment
Δr1295. ± 8.4kJ/molIMRETaft, 1991gas phase

CH2NO- + Hydrogen cation = formaldehyde oxime

By formula: CH2NO- + H+ = CH3NO

Quantity Value Units Method Reference Comment
Δr<1557.3kJ/molAcidDiDomenico and Franklin, 1972gas phase; From MeNO2. G3MP2B3 calculations indicate a HOF(A-) of +3 kcal/mol

C10H9N2- + Hydrogen cation = 1,8-Naphthalenediamine

By formula: C10H9N2- + H+ = C10H10N2

Quantity Value Units Method Reference Comment
Δr1441. ± 8.4kJ/molIMREArnett, Venkatasubaramanian, et al., 1982gas phase; value altered from reference due to change in acidity scale

C12H17O4- + Hydrogen cation = C12H18O4

By formula: C12H17O4- + H+ = C12H18O4

Quantity Value Units Method Reference Comment
Δr1397. ± 8.4kJ/molIMRETaft and Topsom, 1987gas phase; value altered from reference due to change in acidity scale

C7H5FeO3- + Hydrogen cation = Iron, (1,3-butadiene)tricarbonyl-

By formula: C7H5FeO3- + H+ = C7H6FeO3

Quantity Value Units Method Reference Comment
Δr1423. ± 21.kJ/molIMRBWang and Squires, 1987gas phase; Butadiene-Fe(CO)3 deprotonated by PhO-, not by N3-

CH3Cl2Si- + Hydrogen cation = Methyl dichlorosilane

By formula: CH3Cl2Si- + H+ = CH4Cl2Si

Quantity Value Units Method Reference Comment
Δr1828. ± 25.kJ/molAcidJaeger and Henglein, 1968gas phase; From MeSiCl3, probably ca. 75 kcal too unstable

C6H6NO2S- + Hydrogen cation = Benzenesulfonamide

By formula: C6H6NO2S- + H+ = C6H7NO2S

Quantity Value Units Method Reference Comment
Δr1394. ± 8.4kJ/molIMREKoppel, Taft, et al., 1994gas phase; ΔHf(PhSO2NH2) is probably about -63 kcal/mol

C2H3O2- + Hydrogen cation = Acetaldehyde, hydroxy-

By formula: C2H3O2- + H+ = C2H4O2

Quantity Value Units Method Reference Comment
Δr>1536. ± 8.4kJ/molIMRBDawson and Nibbering, 1980gas phase; G3MP2B3 calculations put dGacid ca. 353 kcal/mol

C11F9N2- + Hydrogen cation = C13HF9N2

By formula: C11F9N2- + H+ = C13HF9N2

Quantity Value Units Method Reference Comment
Δr1301. ± 8.4kJ/molIMREKoppel, Koppel, et al., 1998gas phase; Slightly revised value of Koppel, Taft, et al., 1994

C13F9N2- + Hydrogen cation = C13HF9N2

By formula: C13F9N2- + H+ = C13HF9N2

Quantity Value Units Method Reference Comment
Δr1285. ± 8.4kJ/molIMREKoppel, Koppel, et al., 1998gas phase; Slightly revised value of Koppel, Taft, et al., 1994

C7H9O4- + Hydrogen cation = Butanedioic acid, methylene-, dimethyl ester

By formula: C7H9O4- + H+ = C7H10O4

Quantity Value Units Method Reference Comment
Δr1458. ± 17.kJ/molIMRBChou, Dahlke, et al., 1993gas phase; Acid: CH2=C(CO2Me)CH2CO2Me. Between MeSH, tBuSH.

C12F10N- + Hydrogen cation = Benzenamine, 2,3,4,5,6-pentafluoro-N-(pentafluorophenyl)-

By formula: C12F10N- + H+ = C12HF10N

Quantity Value Units Method Reference Comment
Δr1324. ± 8.4kJ/molIMREKoppel, Koppel, et al., 1998gas phase; Slightly revised value of Koppel, Taft, et al., 1994

C5HF4N2- + Hydrogen cation = C5H2F4N2

By formula: C5HF4N2- + H+ = C5H2F4N2

Quantity Value Units Method Reference Comment
Δr1392. ± 8.4kJ/molIMREKoppel, Koppel, et al., 1998gas phase; Slightly revised value of Koppel, Taft, et al., 1994

HMg- + Hydrogen cation = magnesium dihydride

By formula: HMg- + H+ = H2Mg

Quantity Value Units Method Reference Comment
Δr1503. ± 10.kJ/molD-EARackwitz, Feldman, et al., 1977gas phase; Caln: ΔHacid=363.8 Hinde, 2000

3,5-dihydroxy-4-acetyl-phenoxide anion + Hydrogen cation = Ethanone, 1-(2,4,6-trihydroxyphenyl)-

By formula: C8H7O4- + H+ = C8H8O4

Quantity Value Units Method Reference Comment
Δr1324. ± 11.kJ/molIMRBBreuker, Knochenmuss, et al., 1999gas phase; Acid: 2,4,6-trihydroxyacetophenone

C7H5O4- + Hydrogen cation = Gentisic acid

By formula: C7H5O4- + H+ = C5H11NO2

Quantity Value Units Method Reference Comment
Δr1329. ± 11.kJ/molIMRBBreuker, Knochenmuss, et al., 1999gas phase; Acid: 2,5-dihydroxy benzoic acid

OS- + Hydrogen cation = HOS

By formula: OS- + H+ = HOS

Quantity Value Units Method Reference Comment
Δr1451. ± 30.kJ/molD-EAPolak, Fiala, et al., 1991gas phase; ΔHf(AH) from data on HOS-

C6H4NO3- + Hydrogen cation = 3-Hydroxypicolinic acid

By formula: C6H4NO3- + H+ = C6H5NO3

Quantity Value Units Method Reference Comment
Δr1365. ± 11.kJ/molIMRBBreuker, Knochenmuss, et al., 1999gas phase; Acid: 2-hydroxypicolinic acid

F12IrP4- + Hydrogen cation = HF12IrP4

By formula: F12IrP4- + H+ = HF12IrP4

Quantity Value Units Method Reference Comment
Δr<1293. ± 13.kJ/molIMRBMiller, Kawamura, et al., 1990gas phase; Between FSO3H and CF3SO3H

Sn- + Hydrogen cation = HSn

By formula: Sn- + H+ = HSn

Quantity Value Units Method Reference Comment
Δr1435. ± 13.kJ/molD-EAVandevraye, Drag, et al., 2013gas phase; Given: 1.112070±0.000002 eV

C2H4ClO- + Hydrogen cation = Methane, chloromethoxy-

By formula: C2H4ClO- + H+ = C2H5ClO

Quantity Value Units Method Reference Comment
Δr<1606.7kJ/molIMRBPaulino and Squires, 1991gas phase; MeOCH2Cl is deprotonated by HO-

CoF12P4- + Hydrogen cation = HCoF12P4

By formula: CoF12P4- + H+ = HCoF12P4

Quantity Value Units Method Reference Comment
Δr<1293. ± 17.kJ/molIMRBMiller, Kawamura, et al., 1990gas phase; More acidic than CF3SO3H

HMoO4- + Hydrogen cation = molybdic acid

By formula: HMoO4- + H+ = H2MoO4

Quantity Value Units Method Reference Comment
Δr1362. ± 40.kJ/molTDEqMiller, 1979gas phase; e- + H2MoO4 <=> HMoO4- + H

C9H6NO- + Hydrogen cation = Benzenepropanenitrile, β-oxo-

By formula: C9H6NO- + H+ = C9H7NO

Quantity Value Units Method Reference Comment
Δr1365. ± 8.4kJ/molIMRETaft, Abboud, et al., 1988gas phase; Revised 0.9 smaller: 91TAF

C5MnO5- + Hydrogen cation = Hydromanganese pentacarbonyl

By formula: C5MnO5- + H+ = C5HMnO5

Quantity Value Units Method Reference Comment
Δr1301. ± 17.kJ/molIMRBMiller, Kawamura, et al., 1990gas phase; Between CCl3CO2H and HI

C2H3Te- + Hydrogen cation = C2H4Te

By formula: C2H3Te- + H+ = C2H4Te

Quantity Value Units Method Reference Comment
Δr1382. ± 11.kJ/molIMRBGuillemin, Riague, et al., 2005gas phase; Acid: CH2=CHTeH

Te- + Hydrogen cation = HTe

By formula: Te- + H+ = HTe

Quantity Value Units Method Reference Comment
Δr1392.6 ± 2.1kJ/molD-EAHaeffler, Klinkmüller, et al., 1996gas phase; Given: 1.970876(7) eV

H3P2- + Hydrogen cation = Diphosphine

By formula: H3P2- + H+ = H4P2

Quantity Value Units Method Reference Comment
Δr<1574.9kJ/molAcidSmyth and Brauman, 1972gas phase; PH2- + PH3 ->.

Ni- + Hydrogen cation = HNi

By formula: Ni- + H+ = HNi

Quantity Value Units Method Reference Comment
Δr1452. ± 7.9kJ/molD-EAScheer, Brodie, et al., 1998gas phase

Sr- + Hydrogen cation = HSr

By formula: Sr- + H+ = HSr

Quantity Value Units Method Reference Comment
Δr1466.3 ± 3.7kJ/molD-EAAndersen, Petrunin, et al., 1997gas phase

C9H3F9NO7S3- + Hydrogen cation = C9H4F9NO7S3

By formula: C9H3F9NO7S3- + H+ = C9H4F9NO7S3

Quantity Value Units Method Reference Comment
Δr1245. ± 8.4kJ/molIMRELeito, Raamat, et al., 2009gas phase

C12H7Cl2N2O6S2- + Hydrogen cation = C12H8Cl2N2O6S2

By formula: C12H7Cl2N2O6S2- + H+ = C12H8Cl2N2O6S2

Quantity Value Units Method Reference Comment
Δr1239. ± 8.4kJ/molIMRELeito, Raamat, et al., 2009gas phase

C12H4ClF5NO4S2- + Hydrogen cation = C12H5ClF5NO4S2

By formula: C12H4ClF5NO4S2- + H+ = C12H5ClF5NO4S2

Quantity Value Units Method Reference Comment
Δr1238. ± 8.4kJ/molIMRELeito, Raamat, et al., 2009gas phase

C12H4F5N2O6S2- + Hydrogen cation = C12H5F5N2O6S2

By formula: C12H4F5N2O6S2- + H+ = C12H5F5N2O6S2

Quantity Value Units Method Reference Comment
Δr1215. ± 8.4kJ/molIMRELeito, Raamat, et al., 2009gas phase

C12H4F5N2O6S2- + Hydrogen cation = C12H5F5N2O6S2

By formula: C12H4F5N2O6S2- + H+ = C12H5F5N2O6S2

Quantity Value Units Method Reference Comment
Δr1210. ± 8.4kJ/molIMRELeito, Raamat, et al., 2009gas phase

C12H3ClF5N2O6S2- + Hydrogen cation = C12H4ClF5N2O6S2

By formula: C12H3ClF5N2O6S2- + H+ = C12H4ClF5N2O6S2

Quantity Value Units Method Reference Comment
Δr1204. ± 8.4kJ/molIMRELeito, Raamat, et al., 2009gas phase

C7H10O4-2 + Hydrogen cation = C7H11O4-2

By formula: C7H10O4-2 + H+ = C7H11O4-2

Quantity Value Units Method Reference Comment
Δr1656. ± 15.kJ/molD-EADing, Wang, et al., 1998gas phase

C6H8O4-2 + Hydrogen cation = C6H9O4-2

By formula: C6H8O4-2 + H+ = C6H9O4-2

Quantity Value Units Method Reference Comment
Δr1687. ± 15.kJ/molD-EADing, Wang, et al., 1998gas phase

C6H11O2- + Hydrogen cation = 1,4-Cyclohexanediol, trans-

By formula: C6H11O2- + H+ = C6H12O2

Quantity Value Units Method Reference Comment
Δr1522. ± 8.4kJ/molIMREChen, Walthall, et al., 2004gas phase

C13H11N2O6S2- + Hydrogen cation = C13H12N2O6S2

By formula: C13H11N2O6S2- + H+ = C13H12N2O6S2

Quantity Value Units Method Reference Comment
Δr1260. ± 8.4kJ/molIMRELeito, Raamat, et al., 2009gas phase

C11F15S- + Hydrogen cation = C11HF15S

By formula: C11F15S- + H+ = C11HF15S

Quantity Value Units Method Reference Comment
Δr1259. ± 8.4kJ/molIMRELeito, Raamat, et al., 2009gas phase

C13H10ClN2O6S2- + Hydrogen cation = C13H11ClN2O6S2

By formula: C13H10ClN2O6S2- + H+ = C13H11ClN2O6S2

Quantity Value Units Method Reference Comment
Δr1254. ± 8.4kJ/molIMRELeito, Raamat, et al., 2009gas phase

C12H8N3O8S2- + Hydrogen cation = C12H9N3O8S2

By formula: C12H8N3O8S2- + H+ = C12H9N3O8S2

Quantity Value Units Method Reference Comment
Δr1227. ± 8.4kJ/molIMRELeito, Raamat, et al., 2009gas phase

C5H6O4-2 + Hydrogen cation = C5H7O4-2

By formula: C5H6O4-2 + H+ = C5H7O4-2

Quantity Value Units Method Reference Comment
Δr1732. ± 15.kJ/molD-EADing, Wang, et al., 1998gas phase

C14H5F5N- + Hydrogen cation = C14H6F5N

By formula: C14H5F5N- + H+ = C14H6F5N

Quantity Value Units Method Reference Comment
Δr1362. ± 8.4kJ/molIMREKoppel, Koppel, et al., 2000gas phase

C13H5F4N2- + Hydrogen cation = C13H6F4N2

By formula: C13H5F4N2- + H+ = C13H6F4N2

Quantity Value Units Method Reference Comment
Δr1322. ± 8.4kJ/molIMREKoppel, Koppel, et al., 2000gas phase

C15H8F4N- + Hydrogen cation = C15H9F4N

By formula: C15H8F4N- + H+ = C15H9F4N

Quantity Value Units Method Reference Comment
Δr1373. ± 8.4kJ/molIMREKoppel, Koppel, et al., 2000gas phase

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.

Taft, 1991
Taft, R.W., , personal communication, Aug, 1991. [all data]

Onak, Howard, et al., 1973
Onak, T.; Howard, J.; Brown, C., Negative Ion Mass Spectrometry of closo-Carboranes, J. Chem. Soc. Dalton 76, 1973. [all data]

DiDomenico and Franklin, 1972
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Arnett, Venkatasubaramanian, et al., 1982
Arnett, E.M.; Venkatasubaramanian, K.G.; McIver, R.T.; Fukuda, E.K.; Bordwell, F.G.; Press, F.D., Stabilization of the monoanion of 1,8-diaminonaphthalene by intramolecular hydrogen bonding. A novel case of anion homoconjugation in superbase solution, J. Am. Chem. Soc., 1982, 104, 325. [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]

Wang and Squires, 1987
Wang, D.N.; Squires, R.R., Gas Phase Ion Chemistry of Two Isomeric (C4H6)Fe(CO)3 Complexes, Organomet., 1987, 6, 5, 905, https://doi.org/10.1021/om00148a001 . [all data]

Jaeger and Henglein, 1968
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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]

Dawson and Nibbering, 1980
Dawson, J.H.J.; Nibbering, N.M.M., The gas phase anionic chemistry of saturated and unsaturated aliphatic nitriles, Int. J. Mass Spectrom. Ion Phys., 1980, 33, 3. [all data]

Koppel, Koppel, et al., 1998
Koppel, I.; Koppel, J.; Maria, P.C.; Gal, J.F.; Notario, R.; Vlasov, V.M.; Taft, R.W., Comparison of Bronsted acidities of neutral NH-acids in gas phase, dimethyl sulfoxide and water, Int. J. Mass Spectrom., 1998, 175, 1-2, 61-69, https://doi.org/10.1016/S0168-1176(98)00113-X . [all data]

Chou, Dahlke, et al., 1993
Chou, P.K.; Dahlke, G.D.; Kass, S.R., Unimolecular Rearrangements of Carbanions in the Gas Phase .2. Cyclopropyl Anions, J. Chem. Soc. Chem. Comm., 1993, 115, 1, 315, https://doi.org/10.1021/ja00054a045 . [all data]

Rackwitz, Feldman, et al., 1977
Rackwitz, R.; Feldman, D.; Kaiser, H.J.; Heincke, E., Photodetachment bei einigen zweiatomigen negativen hydridionen: BeH-, MgH-, CaH-, ZnH-, PH-, AsH-, Z. Naturforsch. A:, 1977, 32, 594. [all data]

Hinde, 2000
Hinde, R.J., Ab initio gas-phase acidities of NaH, MgH2, and AlH3, J. Phys. Chem. A, 2000, 104, 32, 7580-7585, https://doi.org/10.1021/jp994138j . [all data]

Breuker, Knochenmuss, et al., 1999
Breuker, K.; Knochenmuss, R.; Zenobi, R., Gas-phase basicities of deprotonated matrix-assisted laser desorption/ionization matrix molecules, Int. J. Mass Spectrom., 1999, 184, 1, 25-38, https://doi.org/10.1016/S1387-3806(98)14200-8 . [all data]

Polak, Fiala, et al., 1991
Polak, M.L.; Fiala, B.L.; Lineberger, W.C.; Ervin, K.M., The Ultraviolet Photoelectron Spectrum of SO-, J. Chem. Phys., 1991, 94, 10, 6926, https://doi.org/10.1063/1.460223 . [all data]

Miller, Kawamura, et al., 1990
Miller, A.E.S.; Kawamura, A.R.; Miller, T.M., Effects of Metal and Ligand Substitutions on Gas-Phase Acidities of Transition-Metal Hydrides, J. Am. Chem. Soc., 1990, 112, 1, 457, https://doi.org/10.1021/ja00157a075 . [all data]

Vandevraye, Drag, et al., 2013
Vandevraye, M.; Drag, C.; Blondel, C., Electron affinity of tin measured by photodetachment microscopy, J. Phys. B: Atom. Mol. Opt. Phys., 2013, 46, 12, 125002, https://doi.org/10.1088/0953-4075/46/12/125002 . [all data]

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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]

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Smyth, K.C.; Brauman, J.I., Photodetachment of electrons from phosphide ion the electron affinity of PH2-, J. Chem. Phys., 1972, 56, 1132. [all data]

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Scheer, M.; Brodie, C.A.; Bilodeau, R.C.; Haugen, H.K., Laser spectroscopic measurements of binding energies and fine-structure splittings of Co-, Ni-, Rh-, and Pd-, Phys. Rev. A, 1998, 58, 3, 2051-2062, https://doi.org/10.1103/PhysRevA.58.2051 . [all data]

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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]

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Ding, C.F.; Wang, X.B.; Wang, L.S., Photoelectron spectroscopy of doubly charged anions: Intramolecular Coulomb repulsion and solvent stabilization, J. Phys. Chem. A, 1998, 102, 45, 8633-8636, https://doi.org/10.1021/jp982698x . [all data]

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Chen, X.; Walthall, D.A.; Brauman, J.I., Acidities in cyclohexanediols enhanced by intramolecular hydrogen bonds, J. Am. Chem. Soc., 2004, 126, 39, 12614-12620, https://doi.org/10.1021/ja049780s . [all data]

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Koppel, I.A.; Koppel, J.; Pihl, V.; Leito, I.; Mishima, M.; Vlasov, V.M.; Yagupolskii, L.M.; Taft, R.W., Comparison of Bronsted acidities of neutral CH acids in gas phase and dimethyl sulfoxide, J. Chem. Soc. Perkin Trans., 2000, 2, 6, 1125-1133, https://doi.org/10.1039/b001792m . [all data]


Notes

Go To: Top, Reaction thermochemistry data, References