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Methylamine

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Gas phase ion energetics data

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias
L - Sharon G. Lias

Data compiled as indicated in comments:
B - John E. Bartmess
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron

View reactions leading to CH5N+ (ion structure unspecified)

Quantity Value Units Method Reference Comment
IE (evaluated)8.9 ± 0.1eVN/AN/AL
Quantity Value Units Method Reference Comment
Proton affinity (review)899.0kJ/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity864.5kJ/molN/AHunter and Lias, 1998HL

Ionization energy determinations

IE (eV) Method Reference Comment
8.9PEAue and Bowers, 1979LLK
9.45EIBaldwin, Loudon, et al., 1977LLK
8.9 ± 0.1PEAue, Webb, et al., 1976LLK
9.08PEVovna and Vilesov, 1974LLK
8.80 ± 0.02PEMaier and Turner, 1973LLK
9.65PEElbel, Dieck, et al., 1982Vertical value; LBLHLM
9.0PEBieri, Asbrink, et al., 1982Vertical value; LBLHLM
9.58PEUtsunomiya, Kobayashi, et al., 1980Vertical value; LLK
9.58PEKobayashi, 1978Vertical value; LLK
9.64PEKimura and Osafune, 1975Vertical value; LLK
9.64PEKatsumata, Iwai, et al., 1973Vertical value; LLK
9.65PEOgata, Onizuka, et al., 1972Vertical value; LLK

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
CH2N+15.2 ± 0.3H2+HEICollin and Franskin, 1966RDSH
CH2N+[CNH2+]14.0 ± 0.4?EIBurgers, Holmes, et al., 1984LBLHLM
CH3+14.5NH2EISenSharma and Franklin, 1973LLK
CH3+14.7NH2EIHaney and Franklin, 1968RDSH
CH3N+13.3 ± 0.2H2EICollin and Franskin, 1966RDSH
CH4N+10.18HEILossing, Lam, et al., 1981LLK
CH4N+10.70HEILoudon and Webb, 1977LLK
CH4N+10.55HEILoudon and Webb, 1977LLK
CH4N+10.82 ± 0.15HEICollin and Franskin, 1966RDSH
CH4N+10.3 ± 0.1HEITaft, Martin, et al., 1965RDSH
CH5N+8.99?PICornford, Frost, et al., 1971LLK
CH5N+9.29?CTSSlifkin and Allison, 1967RDSH
CH5N+9.36 ± 0.02?EICollin and Franskin, 1966RDSH
CH5N+8.97 ± 0.02?PIWatanabe and Mottl, 1957RDSH
H2N+15.9CH3EISenSharma and Franklin, 1973LLK
NH2+15.7CH3EIHaney and Franklin, 1968RDSH

De-protonation reactions

CH4N- + Hydrogen cation = Methylamine

By formula: CH4N- + H+ = CH5N

Quantity Value Units Method Reference Comment
Deltar1682. ± 11.kJ/molD-EARadisic, Xu, et al., 2002gas phase; B
Deltar1687.0 ± 3.4kJ/molG+TSMacKay, Hemsworth, et al., 1976gas phase; B
Quantity Value Units Method Reference Comment
Deltar1651. ± 11.kJ/molH-TSRadisic, Xu, et al., 2002gas phase; B
Deltar1655.6 ± 2.9kJ/molIMREMacKay, Hemsworth, et al., 1976gas phase; B

References

Go To: Top, Gas phase ion energetics data, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G., Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update, J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018 . [all data]

Aue and Bowers, 1979
Aue, D.H.; Bowers, M.T., Chapter 9. Stabilities of positive ions from equilibrium gas phase basicity measurements in Ions Chemistry,, ed. M.T. Bowers, 1979. [all data]

Baldwin, Loudon, et al., 1977
Baldwin, M.A.; Loudon, A.G.; Webb, K.S.; Cardnell, P.C., Charge location and fragmentation under electron impact. V-The ionization potentials of (methylated) phosphoramides, guanidines, formamides, acetamides, ureas and thioureas, Org. Mass Spectrom., 1977, 12, 279. [all data]

Aue, Webb, et al., 1976
Aue, D.H.; Webb, H.M.; Bowers, M.T., Quantitative proton affinities, ionization potentials, and hydrogen affinities of alkylamines, J. Am. Chem. Soc., 1976, 98, 311. [all data]

Vovna and Vilesov, 1974
Vovna, V.I.; Vilesov, F.I., Photoelectron spectra the structure of molecular orbitals of methyl amines, Opt. Spectrosc., 1974, 36, 251. [all data]

Maier and Turner, 1973
Maier, J.P.; Turner, D.W., Steric inhibition of resonance studied by molecular photoelectron spectroscopy Part 3. Anilines, Phenols and Related Compounds, J. Chem. Soc. Faraday Trans. 2, 1973, 69, 521. [all data]

Elbel, Dieck, et al., 1982
Elbel, S.; Dieck, H.T.; Demuth, R., Photoelectron sSpectra of group V compounds. IX. The relative perfluoroalkyl substituent effect, J. Fluorine Chem., 1982, 19, 349. [all data]

Bieri, Asbrink, et al., 1982
Bieri, G.; Asbrink, L.; Von Niessen, W., 30.4-nm He(II) photoelectron spectra of organic molecules, J. Electron Spectrosc. Relat. Phenom., 1982, 27, 129. [all data]

Utsunomiya, Kobayashi, et al., 1980
Utsunomiya, C.; Kobayashi, T.; Nagakura, S., Photoelectron angular distribution measurements for some aliphatic alcohols, amines, halides, Bull. Chem. Soc. Jpn., 1980, 53, 1216. [all data]

Kobayashi, 1978
Kobayashi, T., A simple general tendency in photoelectron angular distributions of some monosubstituted benzenes, Phys. Lett., 1978, 69, 105. [all data]

Kimura and Osafune, 1975
Kimura, K.; Osafune, K., Sum rule consideration on valence orbital ionization energies in methyl amines, Mol. Phys., 1975, 29, 1073. [all data]

Katsumata, Iwai, et al., 1973
Katsumata, S.; Iwai, T.; Kimura, K., Photoelectron spectra and sum rule consideration. Higher alkyl amines and alcohols, Bull. Chem. Soc. Jpn., 1973, 46, 3391. [all data]

Ogata, Onizuka, et al., 1972
Ogata, H.; Onizuka, H.; Nihei, Y.; Kamada, H., On the first bands of the photoelectron spectra of amines, alcohols, and mercaptans, Chem. Lett., 1972, 895. [all data]

Collin and Franskin, 1966
Collin, J.E.; Franskin, M.J., Ionisation, dissociation et rearrangements intramoleculaires dans les amines aliphatiques par impact electronique. Cas de la methylamine et de la methylamine-Nd2, Bull. Soc. Roy. Sci. Liege, 1966, 35, 267. [all data]

Burgers, Holmes, et al., 1984
Burgers, P.C.; Holmes, J.L.; Terlouw, J.K., Gaseous [H2,C,N]+ and [H3,C,N]+ ions. Generation of formation, and dissociation characteristics of [H2CN]+, [HCNH]+, [CNH2]+, [H2CNH]+, and [HCN]+, J. Am. Chem. Soc., 1984, 106, 2762. [all data]

SenSharma and Franklin, 1973
SenSharma, D.K.; Franklin, J.L., Heat of formation of free radicals by mass spectrometry, J. Am. Chem. Soc., 1973, 95, 6562. [all data]

Haney and Franklin, 1968
Haney, M.A.; Franklin, J.L., Correlation of excess energies of electron-impact dissociations with the translational energies of the products, J.Chem. Phys., 1968, 48, 4093. [all data]

Lossing, Lam, et al., 1981
Lossing, F.P.; Lam, Y.-T.; Maccoll, A., Gas phase heats of formation of alkyl immonium ions, Can. J. Chem., 1981, 59, 2228. [all data]

Loudon and Webb, 1977
Loudon, A.G.; Webb, K.S., The nature of the [C2H6N]+ and [CH4N]+ ions formed by electron impact on methylated formamides, acetamides, ureas, thioureas and hexamethylphosphoramide, Org. Mass Spectrom., 1977, 12, 283. [all data]

Taft, Martin, et al., 1965
Taft, R.W.; Martin, R.H.; Lampe, F.W., Stabilization energies of substituted methyl cations. The effect of strong demand on the resonance order, J. Am. Chem. Soc., 1965, 87, 2490. [all data]

Cornford, Frost, et al., 1971
Cornford, A.B.; Frost, D.C.; Herring, F.G.; McDowell, C.A., Electronic levels of methyl amines by photoelectron spectroscopy and an i.n.d.o. calculation, Can. J. Chem., 1971, 49, 1135. [all data]

Slifkin and Allison, 1967
Slifkin, M.A.; Allison, A.C., Measurement of ionization potentials from contact charge transfer spectra, Nature, 1967, 215, 949. [all data]

Watanabe and Mottl, 1957
Watanabe, K.; Mottl, J.R., Ionization potentials of ammonia and some amines, J. Chem. Phys., 1957, 26, 1773. [all data]

Radisic, Xu, et al., 2002
Radisic, D.; Xu, S.J.; Bowen, K.H., Photoelectron spectroscopy of the anions, CH3NH- and (CH3)(2)N- and the anion complexes, H-(CH3NH2) and (CH3)(2)N-[(CH3)(2)NH), Chem. Phys. Lett., 2002, 354, 1-2, 9-13, https://doi.org/10.1016/S0009-2614(01)01470-1 . [all data]

MacKay, Hemsworth, et al., 1976
MacKay, G.J.; Hemsworth, R.S.; Bohme, D.K., Absolute gas-phase acidities of CH3NH2, C2H5NH2, (CH3)2NH, and (CH3)3N, Can. J. Chem., 1976, 54, 1624. [all data]


Notes

Go To: Top, Gas phase ion energetics data, References