Benzonitrile, 4-(dimethylamino)-
- Formula: C9H10N2
- Molecular weight: 146.1891
- IUPAC Standard InChI: InChI=1S/C9H10N2/c1-11(2)9-5-3-8(7-10)4-6-9/h3-6H,1-2H3
- IUPAC Standard InChIKey: JYMNQRQQBJIMCV-UHFFFAOYSA-N
- CAS Registry Number: 1197-19-9
- 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-(dimethylamino)-; p-(Dimethylamino)benzoic acid nitrile; p-(Dimethylamino)benzonitrile; p-(N,N-Dimethylamino)benzonitrile; p-Cyano-N,N-dimethylaniline; N,N-Dimethyl-p-cyanoaniline; N,N-Dimethyl-4-cyanoaniline; para(Dimethylamino)benzonitrile; 4-(Dimethylamino)benzenecarbonitrile; 4-(Dimethylamino)benzonitrile; 4-Cyano-N,N-dimethylaniline; 1-(Dimethylamino)-4-cyanobenzene; NSC 409122
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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 evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias
Data compiled as indicated in comments:
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) | 212.5 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
| Quantity | Value | Units | Method | Reference | Comment |
| Gas basicity | 206.2 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 7.60 | PE | Modelli and Distefano, 1981 | LLK |
| 7.99 ± 0.04 | EI | Buchs, 1970 | RDSH |
| 7.91 | PE | Modelli and Distefano, 1981 | Vertical value; LLK |
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.
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]
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]
Notes
Go To: Top, Gas phase ion energetics data, References
- Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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