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 Copy

  
• IUPAC Standard InChIKey: YBAZINRZQSAIAY-UHFFFAOYSA-N Copy
• CAS Registry Number: 873-74-5
• Chemical structure:
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• Other names: Benzonitrile, p-amino-; p-Aminobenzonitrile; p-Cyanoaniline; 1-Amino-4-cyanobenzene; 4-Aminobenzonitrile; 4-Cyanoaniline; Aniline, p-cyano-
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• Information on this page:
  • Phase change data
  • Reaction thermochemistry data
  • Gas phase ion energetics data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • UV/Visible spectrum
  • References
  • Notes
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Phase change 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 by: Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director

Reaction thermochemistry 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 by: John E. Bartmess

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Individual Reactions

C₇H₅N₂^- +  =

By formula: C₇H₅N₂^- + H⁺ = C₇H₆N₂

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

De-protonation reactions

C₇H₅N₂^- +  =

By formula: C₇H₅N₂^- + H⁺ = C₇H₆N₂

IR Spectrum

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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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Gas Phase Spectrum

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Additional Data

Mass spectrum (electron ionization)

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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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

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Additional Data

UV/Visible spectrum

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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 by: Victor Talrose, Alexander N. Yermakov, Alexy A. Usov, Antonina A. Goncharova, Axlexander N. Leskin, Natalia A. Messineva, Natalia V. Trusova, Margarita V. Efimkina

Spectrum

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Additional Data

References

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Curran and Estok, 1950
Curran, B.C.; Estok, G.K., The Stabilization of Highly Polar Resonacne Structures by Hydrogen Bonding I. Electric Moments, J. Am. Chem. Soc., 1950, 72, 4575. [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]

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]

Abrams and Kallen, 1976
Abrams, W.R.; Kallen, R.J., J. Am. Chem. Soc., 1976, 98, 7777. [all data]

Notes

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• Symbols used in this document:
  

  Tfus	Fusion (melting) point
  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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