Triethylphosphine

Formula: C₆H₁₅P
Molecular weight: 118.1571
IUPAC Standard InChI: InChI=1S/C6H15P/c1-4-7(5-2)6-3/h4-6H2,1-3H3
IUPAC Standard InChIKey: RXJKFRMDXUJTEX-UHFFFAOYSA-N
CAS Registry Number: 554-70-1
Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
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Other names: Phosphine, triethyl-; Triethylphosphorus; (C2H5)3P; Phosphorus triethyl
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Other data available:
- Phase change data
- Mass spectrum (electron ionization)
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Gas phase ion energetics data

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

Data compiled as indicated in comments:
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)	235.3	kcal/mol	N/A	Hunter and Lias, 1998	HL
Quantity	Value	Units	Method	Reference	Comment
Gas basicity	227.5	kcal/mol	N/A	Hunter and Lias, 1998	HL

Ionization energy determinations

IE (eV)	Method	Reference	Comment
7.6	PE	Aue and Bowers, 1979	LLK
8.52	PE	Yarbrough and Hall, 1978	LLK
8.0	EI	Bogolyubov, Grishin, et al., 1969	RDSH
8.0 ± 0.3	EI	Bogolyubov, Grishin, et al., 1969	RDSH
8.18 ± 0.05	EI	Distefano, Innorta, et al., 1968	RDSH
8.27 ± 0.24	EI	Wada and Kiser, 1964	RDSH
8.31	PE	Weiner and Lattman, 1978	Vertical value; LLK
8.40	PE	Cowley, Goodman, et al., 1977	Vertical value; LLK

Appearance energy determinations

Ion	AE (eV)	Other Products	Method	Reference	Comment
CH₂P⁺	21.1 ± 0.3	?	EI	Bogolyubov, Grishin, et al., 1969	RDSH
CH₃P⁺	21.4 ± 0.3	?	EI	Bogolyubov, Grishin, et al., 1969	RDSH
CH₃P⁺	17.9 ± 0.5	?	EI	Wada and Kiser, 1964	RDSH
CH₄P⁺	16.2 ± 0.3	?	EI	Bogolyubov, Grishin, et al., 1969	RDSH
CH₄P⁺	15.8 ± 0.2	?	EI	Wada and Kiser, 1964	RDSH
PC⁺	19.1 ± 0.5	?	EI	Wada and Kiser, 1964	RDSH
C₂H₂P⁺	16.5 ± 0.3	?	EI	Wada and Kiser, 1964	RDSH
C₂H₃⁺	22.1 ± 0.3	?	EI	Bogolyubov, Grishin, et al., 1969	RDSH
C₂H₃P⁺	16.7 ± 0.2	?	EI	Wada and Kiser, 1964	RDSH
C₂H₄P⁺	17.5 ± 0.3	?	EI	Bogolyubov, Grishin, et al., 1969	RDSH
C₂H₄P⁺	16.0 ± 0.2	?	EI	Wada and Kiser, 1964	RDSH
C₂H₅⁺	18.5 ± 0.3	?	EI	Bogolyubov, Grishin, et al., 1969	RDSH
C₂H₅P⁺	14.6 ± 0.3	?	EI	Bogolyubov, Grishin, et al., 1969	RDSH
C₂H₅P⁺	13.4 ± 0.5	?	EI	Wada and Kiser, 1964	RDSH
C₂H₆P⁺	14.2 ± 0.3	?	EI	Bogolyubov, Grishin, et al., 1969	RDSH
C₂H₆P⁺	14.0 ± 0.2	?	EI	Wada and Kiser, 1964	RDSH
C₂H₇P⁺	12.3 ± 0.3	?	EI	Bogolyubov, Grishin, et al., 1969	RDSH
C₂H₇P⁺	12.7 ± 0.2	?	EI	Wada and Kiser, 1964	RDSH
C₃H₅⁺	16.4 ± 0.3	?	EI	Bogolyubov, Grishin, et al., 1969	RDSH
C₃H₆P⁺	14.9 ± 0.3	?	EI	Bogolyubov, Grishin, et al., 1969	RDSH
C₃H₈P⁺	13.8 ± 0.5	?	EI	Wada and Kiser, 1964	RDSH
C₄H₈P⁺	14.5 ± 0.3	?	EI	Bogolyubov, Grishin, et al., 1969	RDSH
C₄H₁₀P⁺	12.4 ± 0.3	C₂H₅	EI	Grishin, Bogolyubov, et al., 1968	RDSH
C₄H₁₀P⁺	11.4 ± 0.3	C₂H₅	EI	Wada and Kiser, 1964	RDSH
C₄H₁₁P⁺	10.7 ± 0.3	?	EI	Wada and Kiser, 1964	RDSH
C₅H₁₂P⁺	11.8 ± 0.3	CH₃	EI	Bogolyubov, Grishin, et al., 1969	RDSH
C₅H₁₂P⁺	12.0 ± 0.2	CH₃	EI	Wada and Kiser, 1964	RDSH
C₆H₁₄P⁺	12.0 ± 0.3	H	EI	Bogolyubov, Grishin, et al., 1969	RDSH
PH₃⁺	14.2 ± 0.3	?	EI	Bogolyubov, Grishin, et al., 1969	RDSH
PH₃⁺	14.7 ± 0.2	?	EI	Wada and Kiser, 1964	RDSH
PH₄⁺	14.7 ± 0.3	?	EI	Wada and Kiser, 1964	RDSH

References

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

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]

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

Bogolyubov, Grishin, et al., 1969
Bogolyubov, G.M.; Grishin, N.N.; Petrov, A.A., Organic derivatives of group V and group VI elements. VIII.Mass spectra of phosphines and diphosphines, Zh. Obshch. Khim., 1969, 39, 1808, In original 1772. [all data]

Distefano, Innorta, et al., 1968
Distefano, G.; Innorta, G.; Pignataro, S.; Foffani, A., Correlation between the ionization potentials of transition metal complexes and of the corresponding ligands, J. Organometal. Chem., 1968, 14, 165. [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]

Weiner and Lattman, 1978
Weiner, M.A.; Lattman, M., Ultraviolet photoelectron spectra of some Cr(CO)₅L complexes containing organosulfide and organophosphine ligands, Inorg. Chem., 1978, 17, 1084. [all data]

Cowley, Goodman, et al., 1977
Cowley, A.H.; Goodman, D.W.; Kuebler, N.A.; Sanchez, M.; Verkade, J.G., Molecular photoelectron spectroscopic investigation of some caged phosphorus compounds and related acyclic species, Inorg. Chem., 1977, 16, 854. [all data]

Grishin, Bogolyubov, et al., 1968
Grishin, N.N.; Bogolyubov, G.M.; Petrov, A.A., Compounds containing P-P bonds. IV.Massspectrometric investigation of phosphines. P-P bond energy in diphosphines, Zh. Obshch. Khim., 1968, 38, 2683, In original 2595. [all data]

Notes

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

Symbols used in this document:

AE Appearance energy
Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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