1H-Isoindole-1,3(2H)-dione, 2-phenyl-

• Formula: C₁₄H₉NO₂
• Molecular weight: 223.2268
• IUPAC Standard InChI: InChI=1S/C14H9NO2/c16-13-11-8-4-5-9-12(11)14(17)15(13)10-6-2-1-3-7-10/h1-9H Copy

  
• IUPAC Standard InChIKey: MFUPLJQNEXUUDW-UHFFFAOYSA-N Copy
• CAS Registry Number: 520-03-6
• Chemical structure:
  This structure is also available as a 2d Mol file
• Other names: Phthalimide, N-phenyl-; Phthalanil; N-Phenylphthalic acid imide; N-phenylphthalimide
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• Information on this page:
  • Condensed phase thermochemistry data
  • Phase change data
  • Reaction thermochemistry data
  • Gas phase ion energetics data
  • Mass spectrum (electron ionization)
  • UV/Visible spectrum
  • References
  • Notes
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Condensed phase 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: Eugene S. Domalski and Elizabeth D. Hearing

Constant pressure heat capacity of solid

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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.

Individual Reactions

=  + 

By formula: C₁₄H₁₁NO₃ = C₁₄H₉NO₂ + H₂O

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:
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
B - John E. Bartmess

Electron affinity determinations

Ionization energy determinations

Appearance energy determinations

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.

Karyakin, Bazhan, et al., 1977
Karyakin, N.V.; Bazhan, N.G.; Sapozhnikov, V.N.; Shvetsova, K.G.; Berestneva, G.L.; Lomteva, A.N.; Zimin, Yu.B.; Korshak, V.V., Thermodynamics of synthesis of poly-(p,p'-diphenylene oxide)pyromellitimide, Vysokomol. Soedin., 1977, A19, 1541-1548. [all data]

Kolev and Juchnovski, 1993
Kolev, T.; Juchnovski, I., Vibrational assignment of N-phenylphthalimide and 15N-phenylphthalimide, Spectrosc. Lett., 1993, 26, 207-25. [all data]

Karyakin, Bazhan, et al., 1977, 2
Karyakin, N.V.; Bazhan, N.G.; Sapozhnikov, V.N.; Shvetsova, K.G.; Berestneva, G.L.; Lomteva, A.N.; Zimin, Yu.B.; Korshak, V.V., Thermodynamics of synthesis of poly-(p,p'-diphenyleneoxide)pyromellitimide, Polym. Sci. USSR, 1977, 19, 1766-1775. [all data]

Paul and Kebarle, 1989
Paul, G.; Kebarle, P., Electron Affinities of Cyclic Unsaturated Dicarbonyls: Maleic Anhydrides, Maleimides, and Cyclopentendione, J. Am. Chem. Soc., 1989, 111, 2, 464, https://doi.org/10.1021/ja00184a009 . [all data]

Cotter and Dine-Hart, 1966
Cotter, J.L.; Dine-Hart, R.A., Ionization and dissociation of some aromatic imides under electron impact, Chem. Commun., 1966, 809. [all data]

Bolshakov, et al., 1969
Bolshakov, G.F., et al., Ultraviolet Spectra og Heteroorganic Compounds, 1969, 435. [all data]

Notes

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• Symbols used in this document:
  

  AE	Appearance energy
  Cp,solid	Constant pressure heat capacity of solid
  EA	Electron affinity
  S°solid,1 bar	Entropy of solid at standard conditions (1 bar)
  Tfus	Fusion (melting) point
  ΔrH°	Enthalpy of reaction at standard conditions

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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