Triethyl phosphate
- Formula: C6H15O4P
- Molecular weight: 182.1547
- IUPAC Standard InChI: InChI=1S/C6H15O4P/c1-4-8-11(7,9-5-2)10-6-3/h4-6H2,1-3H3
- IUPAC Standard InChIKey: DQWPFSLDHJDLRL-UHFFFAOYSA-N
- CAS Registry Number: 78-40-0
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Other names: TEP; Phosphoric acid, triethyl ester; Ethyl phosphate; (C2H5O)3PO; Ethyl phosphate ((EtO)3PO); Tris(ethyl) phosphate; Triethylfosfat; o-Phosphoric acid triethyl ester; NSC 2677; Triethoxyphosphine oxide; Ethyl phosphate, tri-
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Gas phase ion energetics data
Go To: Top, Gas Chromatography, References, Notes
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:
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) | 909.3 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
| Quantity | Value | Units | Method | Reference | Comment |
| Gas basicity | 879.6 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 10.0 | PE | Chattorpadhyay, Findley, et al., 1981 | LLK |
| 9.79 | PE | Hodges, McDonnell, et al., 1980 | LLK |
| 12.8 ± 0.2 | EI | Bafus, Gallegos, et al., 1966 | RDSH |
| 10.06 ± 0.27 | EI | Bafus, Gallegos, et al., 1966 | RDSH |
| 10.69 | PE | Chattorpadhyay, Findley, et al., 1981 | Vertical value; LLK |
| 10.54 | PE | Vovna, Lopatin, et al., 1975 | Vertical value; LLK |
| 10.4 | PE | Betteridge, Thompson, et al., 1972 | Vertical value; LLK |
Appearance energy determinations
| Ion | AE (eV) | Other Products | Method | Reference | Comment |
|---|---|---|---|---|---|
| C2H5O+ | 16.8 ± 0.2 | ? | EI | Bafus, Gallegos, et al., 1966 | RDSH |
| C2H6O3P+ | 15.5 ± 0.4 | ? | EI | Bafus, Gallegos, et al., 1966 | RDSH |
| C2H6O4P+ | 13.5 ± 0.3 | ? | EI | Bafus, Gallegos, et al., 1966 | RDSH |
| C2H7O3P+ | 13.5 ± 0.3 | ? | EI | Bafus, Gallegos, et al., 1966 | RDSH |
| C2H8O3P+ | 13.6 ± 0.2 | ? | EI | Bafus, Gallegos, et al., 1966 | RDSH |
| C2H8O4P+ | 12.7 ± 0.2 | ? | EI | Bafus, Gallegos, et al., 1966 | RDSH |
| C4H11O3P+ | 11.6 ± 0.4 | ? | EI | Bafus, Gallegos, et al., 1966 | RDSH |
| C4H12O3P+ | 12.3 ± 0.2 | ? | EI | Bafus, Gallegos, et al., 1966 | RDSH |
| C4H12O4P+ | 11.5 ± 0.3 | C2H3 | EI | Bafus, Gallegos, et al., 1966 | RDSH |
| C5H12O4P+ | 11.9 ± 0.3 | CH3 | EI | Bafus, Gallegos, et al., 1966 | RDSH |
| PH2O3+ | 17.8 ± 0.3 | ? | EI | Bafus, Gallegos, et al., 1966 | RDSH |
| PH3O3+ | 14.4 ± 0.2 | ? | EI | Bafus, Gallegos, et al., 1966 | RDSH |
| PH4O3+ | 14.5 ± 0.3 | ? | EI | Bafus, Gallegos, et al., 1966 | RDSH |
| PH4O4+ | 14.3 ± 0.3 | ? | EI | Bafus, Gallegos, et al., 1966 | RDSH |
Gas Chromatography
Go To: Top, Gas phase ion energetics data, 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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Kovats' RI, non-polar column, isothermal
| Column type | Active phase | Temperature (C) | I | Reference | Comment |
|---|---|---|---|---|---|
| Capillary | Methyl Silicone | 120. | 1081. | Huber, Kenndler, et al., 1993 | H2; Column length: 5. m; Phase thickness: 2.65 μm |
| Capillary | Methyl Silicone | 140. | 1079. | Huber, Kenndler, et al., 1993 | H2; Column length: 5. m; Phase thickness: 2.65 μm |
| Packed | SE-30 | 220. | 1108. | Zulaïca and Guiochon, 1963 | Column length: 2. m |
Kovats' RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Packed | SE-30 | 1109. | Ramsey, Lee, et al., 1980 | He, Chromosorb G HP (80-100 mesh); Column length: 1.5 m; Program: not specified |
Kovats' RI, polar column, isothermal
| Column type | Active phase | Temperature (C) | I | Reference | Comment |
|---|---|---|---|---|---|
| Capillary | PEG-20M | 130. | 1656. | Huber, Kenndler, et al., 1993 | Column length: 10. m; Phase thickness: 1.33 μm |
| Capillary | PEG-20M | 150. | 1659. | Huber, Kenndler, et al., 1993 | Column length: 10. m; Phase thickness: 1.33 μm |
| Capillary | PEG-20M | 130. | 1656.1 | Huber, Kenndler, et al., 1993 | Column length: 10. m; Phase thickness: 1.33 μm |
Van Den Dool and Kratz RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | OV-1 | 1090. | Kostiainen, 2000 | 15. m/0.32 mm/0.25 μm, He, 50. C @ 2. min, 10. K/min, 280. C @ 10. min |
| Capillary | SE-54 | 1137.2 | Kostiainen, 2000 | 25. m/0.32 mm/0.25 μm, He, 40. C @ 1. min, 10. K/min, 280. C @ 10. min |
| Capillary | DB-1 | 1088. | Hancock and Peters, 1991 | He, 50. C @ 2. min, 10. K/min; Column length: 15. m; Column diameter: 0.53 mm |
| Capillary | DB-5 | 1120.5 | Hancock and Peters, 1991 | He, 50. C @ 2. min, 10. K/min; Column length: 15. m; Column diameter: 0.53 mm |
| Capillary | DB-5 | 1121.3 | Hancock and Peters, 1991 | He, 50. C @ 2. min, 10. K/min; Column length: 15. m; Column diameter: 0.53 mm |
| Capillary | DB-5 | 1121.5 | Hancock and Peters, 1991 | He, 50. C @ 2. min, 10. K/min; Column length: 15. m; Column diameter: 0.53 mm |
| Capillary | DB-1 | 1090.7 | D'Agostino and Provost, 1985 | 15. m/0.32 mm/0.25 μm, He, 50. C @ 2. min, 10. K/min, 300. C @ 5. min |
| Capillary | DB-5 | 1137.2 | D'Agostino and Provost, 1985 | 15. m/0.32 mm/0.25 μm, He, 50. C @ 2. min, 10. K/min; Tend: 300. C |
| Packed | SE-30 | 1091. | Messadi and Vergnaud, 1979 | N2, Chromosorb Q, 10. K/min; Tstart: 100. C; Tend: 340. C |
Van Den Dool and Kratz RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | OV-101 | 1091. | Yasuhara, Shiraishi, et al., 1997 | 15. m/0.25 mm/0.25 μm, He; Program: 50C(2min) => (20C/min) => 120C => (7C/min) => 310C(10min) |
| Capillary | 5 % Phenyl methyl siloxane | 1127. | Yasuhara, Shiraishi, et al., 1997 | 25. m/0.31 mm/0.52 μm, He; Program: 50C(2min) => (20C/min) => 120C => (7C/min) => 310C(10min) |
Van Den Dool and Kratz RI, polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | DB-Wax | 1672.1 | D'Agostino and Provost, 1985 | 15. m/0.32 mm/0.25 μm, He, 50. C @ 2. min, 10. K/min, 250. C @ 5. min |
Normal alkane RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | Ultra-1 | 1087. | Okumura, 1991 | 25. m/0.32 mm/0.25 μm, He, 3. K/min; Tstart: 80. C; Tend: 260. C |
| Capillary | DB-1 | 1090.5 | D'Agostino, Hansen, et al., 1985 | 15. m/0.32 mm/0.25 μm, He, 50. C @ 2. min, 10. K/min; Tend: 300. C |
| Capillary | DB-5 | 1137.2 | D'Agostino, Hansen, et al., 1985 | 15. m/0.32 mm/0.25 μm, He, 50. C @ 2. min, 10. K/min; Tend: 300. C |
Normal alkane RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | Methyl Silicone | 1096. | Zenkevich, 1999 | Program: not specified |
| Capillary | OV-1, SE-30, Methyl silicone, SP-2100, OV-101, DB-1, etc. | 1091. | Waggott and Davies, 1984 | Hydrogen; Column length: 50. m; Column diameter: 0.32 mm; Program: not specified |
| Capillary | OV-1, SE-30, Methyl silicone, SP-2100, OV-101, DB-1, etc. | 1109. | Waggott and Davies, 1984 | Hydrogen; Column length: 50. m; Column diameter: 0.32 mm; Program: not specified |
| Other | Methyl Silicone | 1109. | Ardrey and Moffat, 1981 | Program: not specified |
References
Go To: Top, Gas phase ion energetics data, Gas Chromatography, 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]
Chattorpadhyay, Findley, et al., 1981
Chattorpadhyay, S.; Findley, G.L.; McGlynn, S.P.,
Photoelectron spectroscopy of phosphites and phosphates,
J. Electron Spectrosc. Relat. Phenom., 1981, 24, 27. [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]
Bafus, Gallegos, et al., 1966
Bafus, D.A.; Gallegos, E.J.; Kiser, R.W.,
An electron impact investigation of some alkyl phosphate esters,
J. Phys. Chem., 1966, 70, 2614. [all data]
Vovna, Lopatin, et al., 1975
Vovna, V.I.; Lopatin, S.N.; Pettsol'd, R.; Vilesov, F.I.,
Photoelectron spectra and electronic structure of some phosphoryl compounds,
Khim. Vys. Energ., 1975, 9, 9. [all data]
Betteridge, Thompson, et al., 1972
Betteridge, D.; Thompson, M.; Baker, A.D.; Kemp, N.R.,
Photoelectron spectra of phosphorus halides, alkyl phosphites and phosphates, organophosphorus pesticides, and related compounds,
Anal. Chem., 1972, 44, 2005. [all data]
Huber, Kenndler, et al., 1993
Huber, J.F.K.; Kenndler, E.; Reich, G.; Hack, W.; Wolf, J.,
Optimal Selection of Gas Chromatographic Columns for the Analytical Control of Chemical Warfare Agents by Application of Information Theory to Retention Data,
Anal. Chem., 1993, 65, 20, 2903-2906, https://doi.org/10.1021/ac00068a031
. [all data]
Zulaïca and Guiochon, 1963
Zulaïca, J.; Guiochon, G.,
Séparation et identification de di-esters aliphatiques et aromatiques et de trimesters phosphoriques par chromatographie en phase gazeuse,
Bull. Soc. Chim. Fr., 1963, 6, 1242-1252. [all data]
Ramsey, Lee, et al., 1980
Ramsey, J.D.; Lee, T.D.; Osselton, M.D.; Moffat, A.C.,
Gas-liquid chromatographic retention indices of 296 non-drug substances on SE-30 or OV-1 likely to be encountered in toxicological analyses,
J. Chromatogr., 1980, 184, 2, 185-206, https://doi.org/10.1016/S0021-9673(00)85641-1
. [all data]
Kostiainen, 2000
Kostiainen, O.,
Gas Chromatography in Screening of Chemicals Related to the Chemical Weapons Convention
in Encyclopedia of Analytical Chemistry, Meyers, R.A., ed(s)., John Wiley Sons Ltd, Chichester, 2000, 963-979. [all data]
Hancock and Peters, 1991
Hancock, J.R.; Peters, G.R.,
Retention index monitoring of compounds of chemical defence interest using thermal desorption gas chromatography,
J. Chromatogr., 1991, 538, 2, 249-257, https://doi.org/10.1016/S0021-9673(01)88845-2
. [all data]
D'Agostino and Provost, 1985
D'Agostino, P.A.; Provost, L.R.,
Gas chromatographic retention indices of chemical warfare agents and simulants,
J. Chromatogr., 1985, 331, 47-54, https://doi.org/10.1016/0021-9673(85)80005-4
. [all data]
Messadi and Vergnaud, 1979
Messadi, D.; Vergnaud, J.-M.,
Quick identification and analysis of plasticizers in PVC by programmed-temperature gas chromatography using the best stationary phases,
J. Appl. Polym. Sci., 1979, 24, 5, 1215-1225, https://doi.org/10.1002/app.1979.070240507
. [all data]
Yasuhara, Shiraishi, et al., 1997
Yasuhara, A.; Shiraishi, H.; Nishikawa, M.; Yamamoto, T.; Uehiro, T.; Nakasugi, O.; Okumura, T.; Kenmotsu, K.; Fukui, H.; Nagase, M.; Ono, Y.; Kawagoshi, Y.; Baba, K.; Noma, Y.,
Determination of organic components in leachates from hazardous waste disposal sites in Japan by gas chromatography-mass spectrometry,
J. Chromatogr. A, 1997, 774, 1-2, 321-332, https://doi.org/10.1016/S0021-9673(97)00078-2
. [all data]
Okumura, 1991
Okumura, T.,
retention indices of environmental chemicals on methyl silicone capillary column,
Journal of Environmental Chemistry (Japan), 1991, 1, 2, 333-358, https://doi.org/10.5985/jec.1.333
. [all data]
D'Agostino, Hansen, et al., 1985
D'Agostino, P.A.; Hansen, A.S.; Lockwood, P.A.; Provost, L.R.,
Capillary Column Gas Chromatography-Mass Spectrometry of Tabun,
J. Chromatogr., 1985, 347, 257-266, https://doi.org/10.1016/S0021-9673(01)95491-3
. [all data]
Zenkevich, 1999
Zenkevich, I.G.,
Precalculation of Gas Chromatographic Retention Indices of Organic Compounds from Boiling Points of their Structural Analogues,
Zh. Struct. Khim., 1999, 40, 1, 121-130. [all data]
Waggott and Davies, 1984
Waggott, A.; Davies, I.W.,
Identification of organic pollutants using linear temperature programmed retention indices (LTPRIs) - Part II, 1984, retrieved from http://dwi.defra.gov.uk/research/completed-research/reports/dwi0383.pdf. [all data]
Ardrey and Moffat, 1981
Ardrey, R.E.; Moffat, A.C.,
Gas-liquid chromatographic retention indices of 1318 substances of toxicological interest on SE-30 or OV-1 stationary phase,
J. Chromatogr., 1981, 220, 3, 195-252, https://doi.org/10.1016/S0021-9673(00)81925-1
. [all data]
Notes
Go To: Top, Gas phase ion energetics data, Gas Chromatography, References
- Symbols used in this document:
AE Appearance energy - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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