Benzeneacetonitrile, 4-fluoro-
- Formula: C8H6FN
- Molecular weight: 135.1383
- IUPAC Standard InChI: InChI=1S/C8H6FN/c9-8-3-1-7(2-4-8)5-6-10/h1-4H,5H2
- IUPAC Standard InChIKey: JHQBLYITVCBGTO-UHFFFAOYSA-N
- CAS Registry Number: 459-22-3
- Chemical structure:
This structure is also available as a 2d Mol file - Other names: Acetonitrile, (p-fluorophenyl)-; (p-Fluorophenyl)acetonitrile; p-Fluorobenzyl cyanide; 4-Fluorobenzeneacetonitrile; para-Fluorophenylacetonitrile; 4-Fluorophenylacetonitrile; 4-Fluorobenzyl cyanide; 4-Fluorophenylacetic acid nitrile
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Gas phase ion energetics 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:
B - John E. Bartmess
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 9.65 ± 0.04 | EI | Buchs, 1970 | RDSH |
De-protonation reactions
C8H5FN- + =
By formula: C8H5FN- + H+ = C8H6FN
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 349.0 ± 2.1 | kcal/mol | G+TS | Taft, 1987 | gas phase; value altered from reference due to change in acidity scale; B |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 342.4 ± 2.0 | kcal/mol | IMRE | Taft, 1987 | gas phase; value altered from reference due to change in acidity scale; B |
References
Go To: Top, Gas phase ion energetics data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Buchs, 1970
Buchs, A.,
Etude par spectrometrie de masse de l'ionisation de benzonitriles, de phenylacetonitriles et de N,N-dimethylanilines substitues,
Helv. Chim. Acta, 1970, 53, 2026. [all data]
Taft, 1987
Taft, R.W.,
The Nature and Analysis of Substitutent Electronic Effects,
Personal communication. See also Prog. Phys. Org. Chem., 1987, 16, 1. [all data]
Notes
Go To: Top, Gas phase ion energetics 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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