Benzonitrile, 4-amino-
- Formula: C7H6N2
- Molecular weight: 118.1359
- IUPAC Standard InChI: InChI=1S/C7H6N2/c8-5-6-1-3-7(9)4-2-6/h1-4H,9H2
- IUPAC Standard InChIKey: YBAZINRZQSAIAY-UHFFFAOYSA-N
- CAS Registry Number: 873-74-5
- 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: Benzonitrile, p-amino-; p-Aminobenzonitrile; p-Cyanoaniline; 1-Amino-4-cyanobenzene; 4-Aminobenzonitrile; 4-Cyanoaniline; Aniline, p-cyano-
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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
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 8.17 | PE | Modelli and Distefano, 1981 | LLK |
| 8.64 ± 0.04 | EI | Buchs, 1970 | RDSH |
| 8.51 | PE | Modelli and Distefano, 1981 | Vertical value; LLK |
De-protonation reactions
C7H5N2- + =
By formula: C7H5N2- + H+ = C7H6N2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1459. ± 8.8 | kJ/mol | G+TS | Taft and Topsom, 1987 | gas phase; value altered from reference due to change in acidity scale; B |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1429. ± 8.4 | kJ/mol | IMRE | Taft and Topsom, 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.
Modelli and Distefano, 1981
Modelli, A.; Distefano, G.,
L. C. B. O.: An easy method to predict valence ionization energies. Application to substituted benzenes,
Z. Naturforsch. A:, 1981, 36, 1344. [all data]
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 and Topsom, 1987
Taft, R.W.; Topsom, R.D.,
The Nature and Analysis of Substituent Effects,
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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