acetyl fluoride
- Formula: C2H3FO
- Molecular weight: 62.0430
- IUPAC Standard InChI: InChI=1S/C2H3FO/c1-2(3)4/h1H3
- IUPAC Standard InChIKey: JUCMRTZQCZRJDC-UHFFFAOYSA-N
- CAS Registry Number: 557-99-3
- Chemical structure:
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Reaction thermochemistry data
Go To: Top, 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:
B - John E. Bartmess
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
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Individual Reactions
C2H2FO- + =
By formula: C2H2FO- + H+ = C2H3FO
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 355.9 ± 3.8 | kcal/mol | G+TS | Farid and McMahon, 1980 | gas phase; Between MeCOCH2F, cyclopentadiene; value altered from reference due to change in acidity scale; B |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 349.0 ± 3.7 | kcal/mol | IMRB | Farid and McMahon, 1980 | gas phase; Between MeCOCH2F, cyclopentadiene; value altered from reference due to change in acidity scale; B |
2 +
=
+
+
By formula: 2HNaO + C2H3FO = C2H3NaO2 + FNa + H2O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -13.42 ± 0.02 | kcal/mol | Cm | Pritchard and Skinner, 1950 | liquid phase; Corrected for CODATA value of ΔfH; HF(100); ALS |
| ΔrH° | -42.4 | kcal/mol | Cm | Carson and Skinner, 1949 | liquid phase; ALS |
References
Go To: Top, Reaction thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Farid and McMahon, 1980
Farid, R.; McMahon, T.B.,
The gas phase acidities of fluorinated acetones. An ICR investigation of the role of fluorine substituents in the stabilization of planar carbanions,
Can. J. Chem., 1980, 58, 2307. [all data]
Pritchard and Skinner, 1950
Pritchard, H.O.; Skinner, H.A.,
The heat of hydrolysis of acetyl fluoride,
J. Chem. Soc., 1950, 1099. [all data]
Carson and Skinner, 1949
Carson, A.S.; Skinner, H.A.,
201. Carbon-halogen bond energies in the acetyl halides,
J. Chem. Soc., 1949, 936-939. [all data]
Notes
Go To: Top, Reaction thermochemistry data, References
- Symbols used in this document:
ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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