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Trimethylphosphine

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Phase change 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 compiled by: William E. Acree, Jr., James S. Chickos

Enthalpy of vaporization

DeltavapH (kJ/mol) Temperature (K) Method Reference Comment
28.9263.AStephenson and Malanowski, 1987Based on data from 248. - 310. K.

Reaction thermochemistry 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 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.

Individual Reactions

C3H8P- + Hydrogen cation = Trimethylphosphine

By formula: C3H8P- + H+ = C3H9P

Quantity Value Units Method Reference Comment
Deltar1636. ± 8.8kJ/molG+TSIngemann and Nibbering, 1985gas phase
Deltar1612. ± 17.kJ/molG+TSRomer, Gatev, et al., 1998gas phase; The conflict with Ingemann and Nibbering, 1985, 22 is not resolved
Deltar1607. ± 13.kJ/molG+TSGrabowski, Roy, et al., 1988gas phase; Between O-. and MeO-, nearer the latter.
Quantity Value Units Method Reference Comment
Deltar1606. ± 8.4kJ/molIMREIngemann and Nibbering, 1985gas phase
Deltar1582. ± 17.kJ/molIMRBRomer, Gatev, et al., 1998gas phase; The conflict with Ingemann and Nibbering, 1985, 22 is not resolved
Deltar1577. ± 13.kJ/molIMRBGrabowski, Roy, et al., 1988gas phase; Between O-. and MeO-, nearer the latter.

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

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

Quantity Value Units Method Reference Comment
Proton affinity (review)958.8kJ/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity926.3kJ/molN/AHunter and Lias, 1998HL

Ionization energy determinations

IE (eV) Method Reference Comment
8.12PEBancroft, Chan, et al., 1982LBLHLM
8.11PEHodges, McDonnell, et al., 1980LLK
8.1 ± 0.1PEHodges, Houle, et al., 1980LLK
8.79PEYarbrough and Hall, 1978LLK
8.01 ± 0.07PEStaley and Beauchamp, 1974LLK
8.6 ± 0.2EIWada and Kiser, 1964RDSH
9.2 ± 0.5EIFischler and Halmann, 1964RDSH
8.62 ± 0.05PEIkuta, Kebarle, et al., 1982Vertical value; LBLHLM
8.60PEElbel, Dieck, et al., 1982Vertical value; LBLHLM
8.60PECowley, Kemp, et al., 1982Vertical value; LBLHLM
8.62PEBancroft, Chan, et al., 1982Vertical value; LBLHLM
8.60PEStarzewski, Richter, et al., 1976Vertical value; LLK
8.60PEStarzewski and Bock, 1976Vertical value; LLK
8.65PELappert, Pedley, et al., 1975Vertical value; LLK
8.60PEElbel, Bergmann, et al., 1974Vertical value; LLK
8.6PESchafer and Schweig, 1972Vertical value; LLK
8.6 ± 0.1PECradock, Ebsworth, et al., 1972Vertical value; LLK

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
CHP+18.4 ± 0.2?EIWada and Kiser, 1964RDSH
CH2P+16.1 ± 0.4?EIWada and Kiser, 1964RDSH
CH2P+17. ± 1.?EIFischler and Halmann, 1964RDSH
CH3+21.7 ± 0.5?EIFischler and Halmann, 1964RDSH
CH3P+14.0 ± 0.3?EIWada and Kiser, 1964RDSH
CH4P+14.7 ± 0.2?EIWada and Kiser, 1964RDSH
PC+13.2 ± 0.3?EIWada and Kiser, 1964RDSH
C2H4P+14.0 ± 0.2?EIWada and Kiser, 1964RDSH
C2H4P+15. ± 1.?EIFischler and Halmann, 1964RDSH
C2H6P+11.7 ± 0.2CH3EIWada and Kiser, 1964RDSH
C2H6P+11.8 ± 0.2CH3EIFischler and Halmann, 1964RDSH
C3H8P+11.0 ± 0.1HEITaft, Martin, et al., 1965RDSH
C3H8P+10.2 ± 0.5HEIWada and Kiser, 1964RDSH
C3H8P+11.8 ± 0.2HEIFischler and Halmann, 1964RDSH
PH4+14.2 ± 0.2?EIWada and Kiser, 1964RDSH

De-protonation reactions

C3H8P- + Hydrogen cation = Trimethylphosphine

By formula: C3H8P- + H+ = C3H9P

Quantity Value Units Method Reference Comment
Deltar1636. ± 8.8kJ/molG+TSIngemann and Nibbering, 1985gas phase; B
Deltar1612. ± 17.kJ/molG+TSRomer, Gatev, et al., 1998gas phase; The conflict with Ingemann and Nibbering, 1985, 22 is not resolved; B
Deltar1607. ± 13.kJ/molG+TSGrabowski, Roy, et al., 1988gas phase; Between O-. and MeO-, nearer the latter.; B
Quantity Value Units Method Reference Comment
Deltar1606. ± 8.4kJ/molIMREIngemann and Nibbering, 1985gas phase; B
Deltar1582. ± 17.kJ/molIMRBRomer, Gatev, et al., 1998gas phase; The conflict with Ingemann and Nibbering, 1985, 22 is not resolved; B
Deltar1577. ± 13.kJ/molIMRBGrabowski, Roy, et al., 1988gas phase; Between O-. and MeO-, nearer the latter.; B

Mass spectrum (electron ionization)

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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 compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

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Mass spectrum
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Additional Data

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Owner NIST Mass Spectrometry Data Center
Collection (C) 2014 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin D.HENNEBERG, MAX-PLANCK INSTITUTE, MULHEIM, WEST GERMANY
NIST MS number 63691

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UV/Visible spectrum

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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 compiled by: Victor Talrose, Alexander N. Yermakov, Alexy A. Usov, Antonina A. Goncharova, Axlexander N. Leskin, Natalia A. Messineva, Natalia V. Trusova, Margarita V. Efimkina

Spectrum

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UVVis spectrum
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Additional Data

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Source Halmann, 1963
Owner INEP CP RAS, NIST OSRD
Collection (C) 2007 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin INSTITUTE OF ENERGY PROBLEMS OF CHEMICAL PHYSICS, RAS
Source reference RAS UV No. 13186
Instrument Beckman DU
Melting point - 85
Boiling point 37.5

References

Go To: Top, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Mass spectrum (electron ionization), UV/Visible spectrum, Notes

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

Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw, Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2 . [all data]

Ingemann and Nibbering, 1985
Ingemann, S.; Nibbering, N.M.M., Gas-phase acidity of CH3X [X = P(CH3)2, SCH3, F, Cl, Br, I] compounds, J. Chem. Soc. Perkin Trans. 2, 1985, 837. [all data]

Romer, Gatev, et al., 1998
Romer, B.; Gatev, G.G.; Zhong, M.; Brauman, J.I., Alpha-Stabilization by Silyl and Phosphino Substitution, J. Am. Chem. Soc., 1998, 120, 12, 2919, https://doi.org/10.1021/ja970279s . [all data]

Ingemann and Nibbering, 1985, 2
Ingemann, S.; Nibbering, N.M.M., Gas phase chemistry of alpha-thio carbanions, Can. J. Chem., 1985, 62, 2273. [all data]

Grabowski, Roy, et al., 1988
Grabowski, J.J.; Roy, P.D.; Leone, R., Trimethylphosphine: Anion-Molecule Reactions and Acidity in the Gas Phase, J. Chem. Soc. Perkin Trans., 1988, 2, 8, 1627, https://doi.org/10.1039/p29880001627 . [all data]

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]

Bancroft, Chan, et al., 1982
Bancroft, G.M.; Chan, T.; Puddephatt, R.J.; Tse, J.S., Role of the Au 5d orbitals in bonding: Photoelectron spectra of [AuMe(PMe3)], Inorg. Chem., 1982, 21, 2946. [all data]

Hodges, McDonnell, et al., 1980
Hodges, R.V.; McDonnell, T.J.; Beauchamp, J.L., Properties reactions of trimethyl phosphite, trimethyl phosphate, triethyl phosphate, and trimethyl phosphorothionate by ion cyclotron resonance spectroscopy, J. Am. Chem. Soc., 1980, 102, 1327. [all data]

Hodges, Houle, et al., 1980
Hodges, R.V.; Houle, F.A.; Beauchamp, J.L.; Montag, R.A.; Verkade, J.G., Effects of molecular structure on basicity. Gas phase proton affinities of cyclic phosphites, J. Am. Chem. Soc., 1980, 102, 932. [all data]

Yarbrough and Hall, 1978
Yarbrough, L.W., II; Hall, M.B., Photoelectron spectra of substituted chromium, molybdenum, and tungsten pentacarbonyls. Relative «pi»-acceptor and «sigma»-donor properties of various phosphorus ligands, Inorg. Chem., 1978, 17, 2269. [all data]

Staley and Beauchamp, 1974
Staley, R.H.; Beauchamp, J.L., Basicities ion-molecule reactions of the methylphosphines in the gas phase by ion cyclotron resonance spectroscopy, J. Am. Chem. Soc., 1974, 96, 6252. [all data]

Wada and Kiser, 1964
Wada, Y.; Kiser, R.W., A mass spectrometric study of some alkyl-substituted phosphines, J. Phys. Chem., 1964, 68, 2290. [all data]

Fischler and Halmann, 1964
Fischler, J.; Halmann, M., Electron-impact studies of phosphorus compounds, J. Chem. Soc., 1964, 31. [all data]

Ikuta, Kebarle, et al., 1982
Ikuta, S.; Kebarle, P.; Bancroft, G.M.; Chan, T.; Puddephatt, R.J., Basicities of methyl-, methylphenyl-, and phenylphosphines in the gas phase, J. Am. Chem. Soc., 1982, 104, 5899. [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]

Cowley, Kemp, et al., 1982
Cowley, A.H.; Kemp, R.A.; Lattman, M.; McKee, M.L., Lewis base behavior of methylated and fluorinated phosphines. A photoelectron spectroscopic investigation, Inorg. Chem., 1982, 21, 85. [all data]

Starzewski, Richter, et al., 1976
Starzewski, K.-H.A.O.; Richter, W.; Schmidbaur, H., Photoelektronenspektren und Struktur von Arsenyliden. P versus As: Ein Beitrag zur Problematik der ylidischen Bindung, Chem. Ber., 1976, 109, 473. [all data]

Starzewski and Bock, 1976
Starzewski, K.A.O.; Bock, H., Photoelectron spectra and molecular properties. 58.1,2 Phosphorus ylides: Gas phase ionization potentials and charge distribution, J. Am. Chem. Soc., 1976, 98, 8486. [all data]

Lappert, Pedley, et al., 1975
Lappert, M.F.; Pedley, J.B.; Wilkins, B.T.; Stelzer, O.; Unger, E., Bonding studies of compounds of boron and the group 3-5 elements. Part XIII. He(I) photoelectron spectra of phosphines RnPX3-n (R=Me or Bu'; X=H, Cl, or F; n=1-3), (Me2N)nPCl3-n(n=1-3), and (R2N)PF2(R=Me or Et), J. Chem. Soc. Dalton Trans., 1975, 1207. [all data]

Elbel, Bergmann, et al., 1974
Elbel, S.; Bergmann, H.; EnBlin, W., Photoelectron spectra of the trimethyl compounds of the Group V elements, J. Chem. Soc. Faraday Trans. 2., 1974, 70, 555. [all data]

Schafer and Schweig, 1972
Schafer, W.; Schweig, A., Zur Konjugation in aromatischen Aminen und Phosphanen, Angew. Chem., 1972, 84, 898. [all data]

Cradock, Ebsworth, et al., 1972
Cradock, S.; Ebsworth, E.A.V.; Savage, W.J.; Whiteford, R.A., Photoelectron spectra of some methyl, silyl and germyl amines, phosphines and arsines, J. Chem. Soc. Faraday Trans. 2, 1972, 68, 934. [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]

Halmann, 1963
Halmann, M., J. Chem. Soc., 1963, 2853. [all data]


Notes

Go To: Top, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Mass spectrum (electron ionization), UV/Visible spectrum, References