Ethanol, 2,2,2-trifluoro-
- Formula: C2H3F3O
- Molecular weight: 100.0398
- IUPAC Standard InChIKey: RHQDFWAXVIIEBN-UHFFFAOYSA-N
- CAS Registry Number: 75-89-8
- 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: β,β,β-Trifluoroethyl alcohol; Fluorinol 85; 2,2,2-Trifluoroethanol; 2,2,2-Trifluoroethyl alcohol; CF3CH2OH; Perfluoro-1,1-dihydroethanol; TFE; NSC 451; 1,1H-perfluoroethanol
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Phase change data
Go To: Top, Gas phase ion energetics data, 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 compiled as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 348. ± 3. | K | AVG | N/A | Average of 6 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 229.65 | K | N/A | Kobayashi and Nagashima, 1985 | Uncertainty assigned by TRC = 0.3 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 498.57 | K | N/A | Bier, Tuerk, et al., 1990 | Uncertainty assigned by TRC = 0.1 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 47.62 | atm | N/A | Bier, Tuerk, et al., 1990 | Uncertainty assigned by TRC = 0.15 atm; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 10.51 | kcal/mol | V | Rochester and Symonds, 1973 | ALS |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
11.0 | 289. | A | Stephenson and Malanowski, 1987 | Based on data from 276. to 302. K.; AC |
10.5 | 313. | A | Stephenson and Malanowski, 1987 | Based on data from 298. to 328. K. See also Dykyj, 1970.; AC |
9.92 | 313. | MM | Rochester and Symonds, 1973 | Based on data from 298. to 328. K.; AC |
10.6 | 285. | MM | Meeks and Goldfarb, 1967 | Based on data from 273. to 298. K.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
272.8 to 298.6 | 3.56375 | 855.921 | -111.932 | Meeks and Goldfarb, 1967, 2 | Coefficents calculated by NIST from author's data. |
Gas phase ion energetics data
Go To: Top, Phase change data, 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:
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) | 167.4 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 160.1 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
11.49 | PE | Koppel, Molder, et al., 1983 | LBLHLM |
13.8 | DER | Levitt and Levitt, 1970 | RDSH |
11.7 | PE | Robin and Kuebler, 1973 | Vertical value; LLK |
De-protonation reactions
C2H2F3O- + =
By formula: C2H2F3O- + H+ = C2H3F3O
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 361.7 ± 2.5 | kcal/mol | G+TS | Bartmess, Scott, et al., 1979 | gas phase; value altered from reference due to change in acidity scale; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 354.1 ± 2.0 | kcal/mol | IMRE | Bartmess, Scott, et al., 1979 | gas phase; value altered from reference due to change in acidity scale; B |
Gas Chromatography
Go To: Top, Phase change data, 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
Normal alkane RI, non-polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | OV-101 | 437. | Zenkevich, 2005 | 25. m/0.20 mm/0.10 μm, N2/He, 6. K/min; Tstart: 50. C; Tend: 250. C |
Normal alkane RI, non-polar column, custom temperature program
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | SPB-1 | 441. | Flanagan, Streete, et al., 1997 | 60. m/0.53 mm/5. μm, He; Program: 40C(6min) => 5C/min => 80C => 10C/min => 200C |
Capillary | SPB-1 | 441. | Strete, Ruprah, et al., 1992 | 60. m/0.53 mm/5.0 μm, Helium; Program: 40 0C (6 min) 5 0C/min -> 80 0C 10 0C/min -> 200 0C |
Capillary | SPB-1 | 480. | Strete, Ruprah, et al., 1992 | 60. m/0.53 mm/5.0 μm, Helium; Program: not specified |
References
Go To: Top, Phase change data, 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.
Kobayashi and Nagashima, 1985
Kobayashi, K.; Nagashima, A.,
Measurement of the Viscosity of Trifluoroethanol and Its Aqueous Solutions under High Pressure,
Bull. JSME, 1985, 28, 1453. [all data]
Bier, Tuerk, et al., 1990
Bier, K.; Tuerk, M.; Zhai, J.,
Vapor. press. of trifluoroethanol
in Int. Inst. Ref., Comm. B1, Proc. Meet., Herzlia, Israel, 129-39, 1990. [all data]
Rochester and Symonds, 1973
Rochester, C.H.; Symonds, J.R.,
Thermodynamic studies of fluoroalchols Part 1.-Vapour pressures and enthalpies of vaporization,
J. Chem. Soc. Faraday Trans. 1, 1973, 69, 1267. [all data]
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]
Dykyj, 1970
Dykyj, J.,
Petrochemica, 1970, 10, 2, 51. [all data]
Meeks and Goldfarb, 1967
Meeks, Alan C.; Goldfarb, Ivan J.,
Vapor pressure of fluoroalcohols,
J. Chem. Eng. Data, 1967, 12, 2, 196-196, https://doi.org/10.1021/je60033a010
. [all data]
Meeks and Goldfarb, 1967, 2
Meeks, A.C.; Goldfarb, I.J.,
Vapor Pressure of Fluoroalcohols,
J. Chem. Eng. Data, 1967, 12, 2, 196, https://doi.org/10.1021/je60033a010
. [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]
Koppel, Molder, et al., 1983
Koppel, I.A.; Molder, U.H.; Pikver, R.J.,
Photoelectron spectra of molecules. I. Alcohols,
Org. React. Tartu, 1983, 20, 45. [all data]
Levitt and Levitt, 1970
Levitt, L.S.; Levitt, B.W.,
Evaluation of the basic ionization constants of water and alcohols from their ionization potentials,
J. Phys. Chem., 1970, 74, 1812. [all data]
Robin and Kuebler, 1973
Robin, M.B.; Kuebler, N.A.,
Excited electronic states of the simple alcohols,
J. Electron Spectrosc. Relat. Phenom., 1973, 1, 13. [all data]
Bartmess, Scott, et al., 1979
Bartmess, J.E.; Scott, J.A.; McIver, R.T., Jr.,
The gas phase acidity scale from methanol to phenol,
J. Am. Chem. Soc., 1979, 101, 6047. [all data]
Zenkevich, 2005
Zenkevich, I.G.,
Experimentally measured retention indices., 2005. [all data]
Flanagan, Streete, et al., 1997
Flanagan, R.J.; Streete, P.J.; Ramsey, J.D.,
Volatile Substance Abuse, UNODC Technical Series, No 5, United Nations, Office on Drugs and Crime, Vienna International Centre, PO Box 500, A-1400 Vienna, Austria, 1997, 56, retrieved from http://www.odccp.org/pdf/technicalseries1997-01-011.pdf. [all data]
Strete, Ruprah, et al., 1992
Strete, P.J.; Ruprah, M.; Ramsey, J.D.; Flanagan, R.J.,
Detection and identification of volatile substances by headspace capillary gas chromatography to aid the diagnosis of acute poisoning,
Analyst, 1992, 117, 7, 1111-1127, https://doi.org/10.1039/an9921701111
. [all data]
Notes
Go To: Top, Phase change data, Gas phase ion energetics data, Gas Chromatography, References
- Symbols used in this document:
Pc Critical pressure Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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