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 551 to 600

C9H7O2- + Hydrogen cation = C9H8O2

By formula: C9H7O2- + H+ = C9H8O2

Quantity Value Units Method Reference Comment
Δr341.1 ± 2.2kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr334.1 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

C11H9O4- + Hydrogen cation = C11H10O4

By formula: C11H9O4- + H+ = C11H10O4

Quantity Value Units Method Reference Comment
Δr337.7 ± 2.2kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr330.7 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

C9H6BrO2- + Hydrogen cation = C9H7BrO2

By formula: C9H6BrO2- + H+ = C9H7BrO2

Quantity Value Units Method Reference Comment
Δr336.4 ± 2.2kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr329.4 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

C7H13S- + Hydrogen cation = Cyclohexanemethanethiol

By formula: C7H13S- + H+ = C7H14S

Quantity Value Units Method Reference Comment
Δr352.6 ± 2.2kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr346.3 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

C9H4N- + Hydrogen cation = C9H5N

By formula: C9H4N- + H+ = C9H5N

Quantity Value Units Method Reference Comment
Δr351.5 ± 2.1kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr343.7 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

C10H15- + Hydrogen cation = 1,3-Cyclopentadiene, 1,2,3,4,5-pentamethyl-

By formula: C10H15- + H+ = C10H16

Quantity Value Units Method Reference Comment
Δr360.8 ± 2.2kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr355.0 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

C14H11- + Hydrogen cation = 9H-Fluorene, 2-methyl-

By formula: C14H11- + H+ = C14H12

Quantity Value Units Method Reference Comment
Δr352.5 ± 2.2kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr344.8 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

C14H11- + Hydrogen cation = 9H-Fluorene, 9-methyl-

By formula: C14H11- + H+ = C14H12

Quantity Value Units Method Reference Comment
Δr350.8 ± 2.1kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr343.5 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

C15H13- + Hydrogen cation = 9-Ethylfluorene

By formula: C15H13- + H+ = C15H14

Quantity Value Units Method Reference Comment
Δr351.1 ± 2.1kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr343.4 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

C4H5N2- + Hydrogen cation = Fomepizole

By formula: C4H5N2- + H+ = C4H6N2

Quantity Value Units Method Reference Comment
Δr354.7 ± 2.1kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr347.4 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

C18H15- + Hydrogen cation = C18H16

By formula: C18H15- + H+ = C18H16

Quantity Value Units Method Reference Comment
Δr337.5 ± 2.1kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr330.1 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

C13H10F- + Hydrogen cation = Benzene, 1-fluoro-3-(phenylmethyl)-

By formula: C13H10F- + H+ = C13H11F

Quantity Value Units Method Reference Comment
Δr360.1 ± 2.2kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr353.5 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

C10H11N2- + Hydrogen cation = C10H12N2

By formula: C10H11N2- + H+ = C10H12N2

Quantity Value Units Method Reference Comment
Δr353.2 ± 2.5kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr346.6 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

C8H5FN- + Hydrogen cation = Benzeneacetonitrile, 4-fluoro-

By formula: C8H5FN- + H+ = C8H6FN

Quantity Value Units Method Reference Comment
Δr349.0 ± 2.1kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr342.4 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

C2HFN- + Hydrogen cation = Acetonitrile, fluoro-

By formula: C2HFN- + H+ = C2H2FN

Quantity Value Units Method Reference Comment
Δr369.1 ± 2.1kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr361.5 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

C4H9S- + Hydrogen cation = 1-Propanethiol, 2-methyl-

By formula: C4H9S- + H+ = C4H10S

Quantity Value Units Method Reference Comment
Δr353.1 ± 2.2kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr346.8 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

C7H13O- + Hydrogen cation = Cyclohexanemethanol

By formula: C7H13O- + H+ = C7H14O

Quantity Value Units Method Reference Comment
Δr373.7 ± 2.1kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr367.1 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

C3H7N2O- + Hydrogen cation = Urea, N,N-dimethyl-

By formula: C3H7N2O- + H+ = C3H8N2O

Quantity Value Units Method Reference Comment
Δr361.8 ± 2.5kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr354.8 ± 2.4kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

C2H4NO- + Hydrogen cation = Formamide, N-methyl-

By formula: C2H4NO- + H+ = C2H5NO

Quantity Value Units Method Reference Comment
Δr360.4 ± 2.1kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr353.4 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

C5H10NO- + Hydrogen cation = Propanamide, 2,2-dimethyl-

By formula: C5H10NO- + H+ = C5H11NO

Quantity Value Units Method Reference Comment
Δr358.1 ± 2.1kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr351.1 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

C4H6NO3- + Hydrogen cation = Ethyl oxamate

By formula: C4H6NO3- + H+ = C4H7NO3

Quantity Value Units Method Reference Comment
Δr351.6 ± 2.1kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr344.6 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

C2HCl3NO- + Hydrogen cation = Acetamide, 2,2,2-trichloro-

By formula: C2HCl3NO- + H+ = C2H2Cl3NO

Quantity Value Units Method Reference Comment
Δr343.1 ± 2.1kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr336.1 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

C7H8N- + Hydrogen cation = Aniline, N-methyl-

By formula: C7H8N- + H+ = C7H9N

Quantity Value Units Method Reference Comment
Δr364.8 ± 2.1kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr357.5 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

C8H10N- + Hydrogen cation = Benzenamine, N-ethyl-

By formula: C8H10N- + H+ = C8H11N

Quantity Value Units Method Reference Comment
Δr364.1 ± 2.1kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr356.8 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

C2H2F3O2S- + Hydrogen cation = C2H3F3O2S

By formula: C2H2F3O2S- + H+ = C2H3F3O2S

Quantity Value Units Method Reference Comment
Δr347.0 ± 2.1kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr339.8 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

C8H4F3O2- + Hydrogen cation = 3-(Trifluoromethyl)benzoic acid

By formula: C8H4F3O2- + H+ = C8H5F3O2

Quantity Value Units Method Reference Comment
Δr332.2 ± 2.1kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr325.2 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

C4H3S- + Hydrogen cation = Thiophene

By formula: C4H3S- + H+ = C4H4S

Quantity Value Units Method Reference Comment
Δr381.2 ± 3.1kcal/molG+TSDePuy, Kass, et al., 1988gas phase; Between MeOH, EtOH. D exchange implies anion at C-2.
Quantity Value Units Method Reference Comment
Δr373.0 ± 3.0kcal/molIMRBDePuy, Kass, et al., 1988gas phase; Between MeOH, EtOH. D exchange implies anion at C-2.

C6H5F5NS- + Hydrogen cation = C6H6F5NS

By formula: C6H5F5NS- + H+ = C6H6F5NS

Quantity Value Units Method Reference Comment
Δr337.9 ± 2.1kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr330.6 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

C9H8N- + Hydrogen cation = Benzeneacetonitrile, 4-methyl-

By formula: C9H8N- + H+ = C9H9N

Quantity Value Units Method Reference Comment
Δr351.6 ± 2.5kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr345.0 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

C10H12NO- + Hydrogen cation = Benzamide, N,N,3-trimethyl-

By formula: C10H12NO- + H+ = C10H13NO

Quantity Value Units Method Reference Comment
Δr373.9 ± 2.1kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr367.2 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

C3H6NO2- + Hydrogen cation = Urethane

By formula: C3H6NO2- + H+ = C3H7NO2

Quantity Value Units Method Reference Comment
Δr361.9 ± 2.3kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr354.9 ± 2.2kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

CH2NO- + Hydrogen cation = Formamide

By formula: CH2NO- + H+ = CH3NO

Quantity Value Units Method Reference Comment
Δr359.8 ± 2.1kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr352.8 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

C7H6NO- + Hydrogen cation = Benzamide

By formula: C7H6NO- + H+ = C7H7NO

Quantity Value Units Method Reference Comment
Δr354.0 ± 2.1kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr347.0 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

C5H7N2- + Hydrogen cation = 3,5-Dimethylpyrazole

By formula: C5H7N2- + H+ = C5H8N2

Quantity Value Units Method Reference Comment
Δr353.8 ± 2.1kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr346.5 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

C7H6NO2- + Hydrogen cation = Benzene, 1-methyl-2-nitro-

By formula: C7H6NO2- + H+ = C7H7NO2

Quantity Value Units Method Reference Comment
Δr356.0 ± 2.1kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr348.6 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

C10H7O- + Hydrogen cation = 2-Naphthalenol

By formula: C10H7O- + H+ = C10H8O

Quantity Value Units Method Reference Comment
Δr343.8 ± 2.1kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr336.5 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

C9H8NO- + Hydrogen cation = Benzeneacetonitrile, 4-methoxy-

By formula: C9H8NO- + H+ = C9H9NO

Quantity Value Units Method Reference Comment
Δr351.6 ± 2.5kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr345.0 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

C4H7S- + Hydrogen cation = Sulfide, allyl methyl

By formula: C4H7S- + H+ = C4H8S

Quantity Value Units Method Reference Comment
Δr373.6 ± 4.1kcal/molG+TSDahlke and Kass, 1991gas phase; Between iPrOH, MeCN. Reprotonation site uncertain.
Quantity Value Units Method Reference Comment
Δr367.0 ± 4.0kcal/molIMRBDahlke and Kass, 1991gas phase; Between iPrOH, MeCN. Reprotonation site uncertain.

CHO2S- + Hydrogen cation = CH2O2S

By formula: CHO2S- + H+ = CH2O2S

Quantity Value Units Method Reference Comment
Δr358.8 ± 3.2kcal/molG+TSDownard, Bowie, et al., 1992gas phase; Acidity between CF3CH2OH, MeNO2. From MeSO- + O2 ->
Quantity Value Units Method Reference Comment
Δr352.0 ± 3.0kcal/molIMRBDownard, Bowie, et al., 1992gas phase; Acidity between CF3CH2OH, MeNO2. From MeSO- + O2 ->

C8H8NO- + Hydrogen cation = 3-Aminoacetophenone

By formula: C8H8NO- + H+ = C8H9NO

Quantity Value Units Method Reference Comment
Δr359.7 ± 2.1kcal/molG+TSTaft, 1987gas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr352.4 ± 2.0kcal/molIMRETaft, 1987gas phase; value altered from reference due to change in acidity scale

C5N- + Hydrogen cation = C5HN

By formula: C5N- + H+ = C5HN

Quantity Value Units Method Reference Comment
Δr344.0 ± 5.1kcal/molD-EAYen, Garand, et al., 2010gas phase
Δr393.6 ± 5.0kcal/molD-EADibeler, Reese, et al., 1961gas phase; From HC≡C-(C≡C)2-C≡N. The derived acidity is ca. 40 kcal/mol too weak, based on homologs.

C3H4NO2S- + Hydrogen cation = Methanesulfonylacetonitrile

By formula: C3H4NO2S- + H+ = C3H5NO2S

Quantity Value Units Method Reference Comment
Δr336.2 ± 2.3kcal/molG+TSTaft, Abboud, et al., 1988gas phase; Revised: this is 0.9 smaller than reported (91TAF)
Quantity Value Units Method Reference Comment
Δr328.6 ± 2.0kcal/molIMRETaft, Abboud, et al., 1988gas phase; Revised: this is 0.9 smaller than reported (91TAF)

C4H5O- + Hydrogen cation = Cyclopropanecarboxaldehyde

By formula: C4H5O- + H+ = C4H6O

Quantity Value Units Method Reference Comment
Δr375.8 ± 2.1kcal/molG+TSChou, Dahlke, et al., 1993gas phase; barrier for opening to CH2=C(CHO)CH2-: 29 kcal/mol.
Quantity Value Units Method Reference Comment
Δr368.7 ± 2.0kcal/molIMREChou, Dahlke, et al., 1993gas phase; barrier for opening to CH2=C(CHO)CH2-: 29 kcal/mol.

C5H7- + Hydrogen cation = Cyclopropene, 3,3-dimethyl-

By formula: C5H7- + H+ = C5H8

Quantity Value Units Method Reference Comment
Δr382.6 ± 1.4kcal/molG+TSFattahi, McCarthy, et al., 2003gas phase; Maybe be ring-opened HCC-C(Me)2- structure
Quantity Value Units Method Reference Comment
Δr374.4 ± 1.3kcal/molIMREFattahi, McCarthy, et al., 2003gas phase; Maybe be ring-opened HCC-C(Me)2- structure

C7H7O- + Hydrogen cation = Anisole

By formula: C7H7O- + H+ = C7H8O

Quantity Value Units Method Reference Comment
Δr401.3 ± 3.1kcal/molG+TSDahlke and Kass, 1992gas phase; Acid: anisole. Between o-methoxyphenide and Me2NH.
Quantity Value Units Method Reference Comment
Δr394.0 ± 3.0kcal/molIMRBDahlke and Kass, 1992gas phase; Acid: anisole. Between o-methoxyphenide and Me2NH.

CH3OS- + Hydrogen cation = Methanesulfenic acid

By formula: CH3OS- + H+ = CH4OS

Quantity Value Units Method Reference Comment
Δr358.9 ± 3.1kcal/molG+TSDownard, Bowie, et al., 1992gas phase; Acid: MeS-O-H. Between CF3CH2OH, MeNO2. EA < SO2.
Quantity Value Units Method Reference Comment
Δr352.0 ± 3.0kcal/molIMRBDownard, Bowie, et al., 1992gas phase; Acid: MeS-O-H. Between CF3CH2OH, MeNO2. EA < SO2.

CH2- + Hydrogen cation = Methyl cation

By formula: CH2- + H+ = CH3+

Quantity Value Units Method Reference Comment
Δr409.11 ± 0.41kcal/molD-EALeopold, Murray, et al., 1985gas phase; Singlet-triplet splitting of CH2 = 9.0 kcal
Quantity Value Units Method Reference Comment
Δr401.42 ± 0.48kcal/molH-TSLeopold, Murray, et al., 1985gas phase; Singlet-triplet splitting of CH2 = 9.0 kcal

C5H10N- + Hydrogen cation = N-Allyl-N,N-dimethylamine

By formula: C5H10N- + H+ = C5H11N

Quantity Value Units Method Reference Comment
Δr388.6 ± 4.1kcal/molG+TSDahlke and Kass, 1991gas phase; Between H2O, furan. Reprotonation site uncertain
Quantity Value Units Method Reference Comment
Δr382.0 ± 4.0kcal/molIMRBDahlke and Kass, 1991gas phase; Between H2O, furan. Reprotonation site uncertain

C3H4F- + Hydrogen cation = Allyl fluoride

By formula: C3H4F- + H+ = C3H5F

Quantity Value Units Method Reference Comment
Δr389.1 ± 4.1kcal/molG+TSDahlke and Kass, 1991gas phase; Between H2O, furan. Reprotonation site uncertain
Quantity Value Units Method Reference Comment
Δr382.0 ± 4.0kcal/molIMRBDahlke and Kass, 1991gas phase; Between H2O, furan. Reprotonation site uncertain

C4H7O- + Hydrogen cation = 1-Propene, 3-methoxy-

By formula: C4H7O- + H+ = C4H8O

Quantity Value Units Method Reference Comment
Δr388.7 ± 4.1kcal/molG+TSDahlke and Kass, 1991gas phase; Between H2O, furan. Reprotonation site uncertain
Quantity Value Units Method Reference Comment
Δr382.0 ± 4.0kcal/molIMRBDahlke and Kass, 1991gas phase; Between H2O, furan. Reprotonation site uncertain

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, 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]

DePuy, Kass, et al., 1988
DePuy, C.H.; Kass, S.R.; Bean, G.P., Formation and Reactions of Heteroaromatic Anions in the Gas Phase, J. Org. Chem., 1988, 53, 19, 4427, https://doi.org/10.1021/jo00254a001 . [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]

Downard, Bowie, et al., 1992
Downard, K.M.; Bowie, J.H.; O'Hair, R.A.J.; Krempp, M.; DePuy, C.H., Gas Phase Reactions of the Methylsulfinyl and Methyldisulfide Anions, Int. J. Mass Spectrom. Ion Proc., 1992, 120, 3, 217, https://doi.org/10.1016/0168-1176(92)85050-A . [all data]

Yen, Garand, et al., 2010
Yen, T.A.; Garand, E.; Shreve, A.T.; Neumark, D.M., Anion Photoelectron Spectroscopy of C3N- and C5N-, J. Phys. Chem. A, 2010, 114, 9, 3215-3220, https://doi.org/10.1021/jp9093996 . [all data]

Dibeler, Reese, et al., 1961
Dibeler, V.H.; Reese, R.M.; Franklin, J.L., Mass spectrometric study of cyanogen and cyanoacetylenes, J. Am. Chem. Soc., 1961, 83, 1813. [all data]

Taft, Abboud, et al., 1988
Taft, R.W.; Abboud, J.L.M.; Anvia, F.; Berthelot, M.; Fujio, M.; Gal, J.-F.; Headley, A.D.; Henderson, W.G., Regarding the Inherent Dependence of Resonance Effects of Strongly Conjugated Substituents on Electron Demand, J. Am. Chem. Soc., 1988, 110, 6, 1797, https://doi.org/10.1021/ja00214a023 . [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]

Fattahi, McCarthy, et al., 2003
Fattahi, A.; McCarthy, R.E.; Ahmad, M.R.; Kass, S.R., Why does cyclopropene have the acidity of an acetylene but the bond energy of methane?, J. Am. Chem. Soc., 2003, 125, 38, 11746-11750, https://doi.org/10.1021/ja035725s . [all data]

Dahlke and Kass, 1992
Dahlke, G.D.; Kass, S.R., The Ortho-dehydrophenoxy Anion, Int. J. Mass Spectrom. Ion Proc., 1992, 117, 633, https://doi.org/10.1016/0168-1176(92)80117-J . [all data]

Leopold, Murray, et al., 1985
Leopold, D.G.; Murray, K.K.; Miller, A.E.S.; Lineberger, W.C., Methylene: A study of the X3B1 and the 1A1 states by photoelectron spectroscopy of CH2- and CD2-, J. Chem. Phys., 1985, 83, 4849. [all data]


Notes

Go To: Top, Reaction thermochemistry data, References