Acetic acid, trifluoro-, anhydride
- Formula: C4F6O3
- Molecular weight: 210.0314
- IUPAC Standard InChIKey: QAEDZJGFFMLHHQ-UHFFFAOYSA-N
- CAS Registry Number: 407-25-0
- 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: Bis(trifluoroacetic) anhydride; Hexafluoroacetic anhydride; Perfluoroacetic anhydride; Trifluoroacetic acid anhydride; Trifluoroacetic anhydride; Trifluoroacetyl anhydride; Anhydrid kyseliny trifluoroctove
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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 as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 312.6 to 313. | K | N/A | Farchan Laboratories, 1990 | BS |
Tboil | 312.6 to 313.6 | K | N/A | PCR Inc., 1990 | BS |
Tboil | 312.7 | K | N/A | Weast and Grasselli, 1989 | BS |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
8.29 | 286. | A | Stephenson and Malanowski, 1987 | Based on data from 271. to 312. K. See also Kreglewski, 1962 and Dykyj, 1971.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
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Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
271.32 to 312.02 | 3.16963 | 987.921 | -75.417 | Kreglewski, 1962, 2 | Coefficents calculated by NIST from author's data. |
Reaction thermochemistry data
Go To: Top, Phase change data, Mass spectrum (electron ionization), 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
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
By formula: C4F6O3 + C5H10O = C7H9F3O2 + C2HF3O2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -22.219 ± 0.056 | kcal/mol | Cac | Wiberg, Wasserman, et al., 1985 | liquid phase; solvent: Trifluoroactic acid; Trifluoroacetolysis |
By formula: C4F6O3 + C7H12O = C9H11F3O2 + C2HF3O2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -21.771 ± 0.034 | kcal/mol | Cac | Wiberg, Wasserman, et al., 1985 | liquid phase; Trifluoroacetolysis |
By formula: C6H12O + C4F6O3 = C8H11F3O2 + C2HF3O2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -21.524 ± 0.037 | kcal/mol | Cac | Wiberg, Wasserman, et al., 1985 | liquid phase; Trifluoroacetolysis |
By formula: C4F6O3 + C5H12O = C7H11F3O2 + C2HF3O2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -21.16 ± 0.02 | kcal/mol | Cm | Wiberg and Hao, 1991 | liquid phase; Trifuoroacetolysis |
By formula: C4F6O3 + C6H14O = C2HF3O2 + C8H13F3O2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -21.35 ± 0.01 | kcal/mol | Cm | Wiberg and Wasserman, 1981 | liquid phase |
By formula: C4F6O3 + C6H14O = C2HF3O2 + C8H13F3O2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -22.15 ± 0.01 | kcal/mol | Cm | Wiberg and Wasserman, 1981 | liquid phase |
By formula: C4F6O3 + H2O = 2C2HF3O2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -18.01 ± 0.01 | kcal/mol | Cm | Wiberg and Wasserman, 1981 | liquid phase |
+ = C2F3NO4 +
By formula: C4F6O3 + HNO3 = C2F3NO4 + C2HF3O2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -6.60 | kcal/mol | Cm | Tsvetkov, Shmakov, et al., 1989 | liquid phase |
Mass spectrum (electron ionization)
Go To: Top, Phase change data, Reaction thermochemistry 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
Spectrum
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Additional Data
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Due to licensing restrictions, this spectrum cannot be downloaded.
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 | Chemical Concepts |
NIST MS number | 152804 |
References
Go To: Top, Phase change data, Reaction thermochemistry data, Mass spectrum (electron ionization), Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Farchan Laboratories, 1990
Farchan Laboratories,
Research Chemicals Catalog, Farchan Laboratories, Gainesville, FL, 1990, 91. [all data]
PCR Inc., 1990
PCR Inc.,
Research Chemicals Catalog 1990-1991, PCR Inc., Gainesville, FL, 1990, 1. [all data]
Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [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]
Kreglewski, 1962
Kreglewski, A.,
Bull. Pol. Acad. Sci., Ser. Sci. Chem., 1962, 10, 629. [all data]
Dykyj, 1971
Dykyj, J.,
Petrochemia, 1971, 11, 2, 27. [all data]
Kreglewski, 1962, 2
Kreglewski, A.,
Vapour Pressures and Molar Volumes of Liquid Perfluoro-n-Octane Trifluoracetic Acid, and its Anhydride,
Bull. Acad. Pol. Sci. Ser. Sci. Chim., 1962, 10, 11-12, 629-633. [all data]
Wiberg, Wasserman, et al., 1985
Wiberg, K.B.; Wasserman, D.J.; Martin, E.J.; Murcko, M.A.,
Enthalpies of hydration of alkenes. 3. Cycloalkenes,
J. Am. Chem. Soc., 1985, 107, 6019-6022. [all data]
Wiberg and Hao, 1991
Wiberg, K.B.; Hao, S.,
Enthalpies of hydration of alkenes. 4. Formation of acyclic tert-alcohols,
J. Org. Chem., 1991, 56, 5108-5110. [all data]
Wiberg and Wasserman, 1981
Wiberg, K.B.; Wasserman, D.J.,
Enthalpies of hydration of alkenes. 1. The n-hexenes,
J. Am. Chem. Soc., 1981, 103, 6563-6566. [all data]
Tsvetkov, Shmakov, et al., 1989
Tsvetkov, V.G.; Shmakov, V.A.; Sopin, V.F.; Ivanov, A.V.; Ikonnikov, A.A.; Marchenko, G.N.,
Enthalpies of reaction of nitric acid with acetic and trifluoroacetic anhydrides,
J. Gen. Chem. USSR, 1989, 59, 1220-1222. [all data]
Notes
Go To: Top, Phase change data, Reaction thermochemistry data, Mass spectrum (electron ionization), References
- Symbols used in this document:
Tboil Boiling point ΔrH° Enthalpy of reaction at standard conditions ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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