Benzeneacetonitrile, 4-chloro-

• Formula: C₈H₆ClN
• Molecular weight: 151.593
• IUPAC Standard InChI: InChI=1S/C8H6ClN/c9-8-3-1-7(2-4-8)5-6-10/h1-4H,5H2 Copy

  
• IUPAC Standard InChIKey: IVYMIRMKXZAHRV-UHFFFAOYSA-N Copy
• CAS Registry Number: 140-53-4
• Chemical structure:
  This structure is also available as a 2d Mol file or as a computed 3d SD file
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• Other names: Acetonitrile, (p-chlorophenyl)-; (p-Chlorophenyl)acetonitrile; (4-Chlorophenyl)acetonitrile; p-Chlorobenzyl cyanide; 2-(4-Chlorophenyl)acetonitrile; 4-Chlorobenzeneacetonitrile; 4-Chlorobenzyl cyanide; 4-Chlor-benzyl-cyanid; NSC 49108
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• Information on this page:
  • Reaction thermochemistry data
  • Gas phase ion energetics data
  • References
  • Notes
• Other data available:
  • Phase change data
  • IR Spectrum
  • Mass spectrum (electron ionization)
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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

C₈H₅ClN^- +  =

By formula: C₈H₅ClN^- + H⁺ = C₈H₆ClN

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

De-protonation reactions

C₈H₅ClN^- +  =

By formula: C₈H₅ClN^- + H⁺ = C₈H₆ClN

References

Go To: Top, Reaction thermochemistry data, 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.

Fujio, McIver, et al., 1981
Fujio, M.; McIver, R.T., Jr.; Taft, R.W., Effects on the acidities of phenols from specific substituent-solvent interactions. Inherent substituent parameters from gas phase acidities, J. Am. Chem. Soc., 1981, 103, 4017. [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, Reaction thermochemistry data, 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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