Malononitrile, phenyl-
- Formula: C9H6N2
- Molecular weight: 142.1573
- IUPAC Standard InChI: InChI=1S/C9H6N2/c10-6-9(7-11)8-4-2-1-3-5-8/h1-5,9H
- IUPAC Standard InChIKey: OFCTVAYVCDCQDA-UHFFFAOYSA-N
- CAS Registry Number: 3041-40-5
- 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: Phenyl-malonitril; Phenylmalononitrile; Propanedinitrile, phenyl-; 2-Phenylmalononitrile
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Gas phase ion energetics 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 by: John E. Bartmess
De-protonation reactions
C9H5N2- + =
By formula: C9H5N2- + H+ = C9H6N2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 320.3 ± 2.1 | kcal/mol | G+TS | Koppel, Taft, et al., 1994 | gas phase |
| ΔrH° | 320.7 ± 2.1 | kcal/mol | G+TS | Taft and Bordwell, 1988 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 314.3 ± 2.0 | kcal/mol | IMRE | Koppel, Taft, et al., 1994 | gas phase |
| ΔrG° | 314.7 ± 2.0 | kcal/mol | IMRE | Taft and Bordwell, 1988 | gas phase |
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.
Koppel, Taft, et al., 1994
Koppel, I.A.; Taft, R.W.; Anvia, F.; Zhu, S.Z.; Hu, L.Q.; Sung, K.S.; Desmarteau, D.D.; Yagupolskii, L.M.,
The Gas-Phase Acidities of Very Strong Neutral Bronsted Acids,
J. Am. Chem. Soc., 1994, 116, 7, 3047, https://doi.org/10.1021/ja00086a038
. [all data]
Taft and Bordwell, 1988
Taft, R.W.; Bordwell, F.G.,
Structural and Solvent Effects Evaluated from Acidities Measured in Dimethyl Sulfoxide and in the Gas Phase,
Acc. Chem. Res., 1988, 21, 12, 463, https://doi.org/10.1021/ar00156a005
. [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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