1H-Indole-2,3-dione

• Formula: C₈H₅NO₂
• Molecular weight: 147.1308
• IUPAC Standard InChI: InChI=1S/C8H5NO2/c10-7-5-3-1-2-4-6(5)9-8(7)11/h1-4H,(H,9,10,11) Copy

  
• IUPAC Standard InChIKey: JXDYKVIHCLTXOP-UHFFFAOYSA-N Copy
• CAS Registry Number: 91-56-5
• 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: Indole-2,3-dione; Isatin; o-Aminobenzoylformic anhydride; Isatic acid lactam; Isatine; Isatinic acid anhydride; Isotin; Pseudoisatin; 2,3-Diketoindoline; 2,3-Dioxo-2,3-dihydroindole; 2,3-Dioxoindoline; 2,3-Indolinedione; 2,3-Ketoindoline; 2,3-Dihydro-1H-indole-2,3-dione; NSC 9262; 2,3-Dihydroindole-2,3-dione; indoline-2,3-dione
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• Information on this page:
  • Phase change data
  • References
  • Notes
• Other data available:
  • Condensed phase thermochemistry data
  • Gas phase ion energetics data
  • Mass spectrum (electron ionization)
  • UV/Visible spectrum
  • Gas Chromatography
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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 as indicated in comments:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos

Enthalpy of fusion

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.

Bergmann, Fischer, et al., 1953
Bergmann, E.D.; Fischer, E.; Jaffe, J.H., Exalted Distortion Polarizations of Some COlored Hydrocarbons, J. Am. Chem. Soc., 1953, 75, 3230-3. [all data]

Cowley and Partington, 1936
Cowley, E.G.; Partington, J.R., Studies in dielectric polarisation. Part XV. The dipole moments of fivemembered nitrogen ring compounds: indole,skatole,carbazole,isatin, phthalimide, and succinimide., J. Chem. Soc., 1936, 1936, 47. [all data]

Matos, Miranda, et al., 2003
Matos, M. Agostinha R.; Miranda, Margarida S.; Morais, Victor M.F.; Liebman, Joel F., Are isatin and isatoic anhydride antiaromatic and aromatic respectively? A combined experimental and theoretical investigation, Org. Biomol. Chem., 2003, 1, 14, 2566-712, https://doi.org/10.1039/b304405j . [all data]

Martínez, Ávila, et al., 2003
Martínez, Fleming; Ávila, Carolina M.; Gómez, Alfredo, Thermodynamic study of the solubility of some sulfonamides in cyclohexane, J. Braz. Chem. Soc., 2003, 14, 5, 803-808, https://doi.org/10.1590/S0103-50532003000500016 . [all data]

Notes

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• Symbols used in this document:
  

  Tfus	Fusion (melting) point
  ΔfusH	Enthalpy of fusion
  ΔsubH°	Enthalpy of sublimation at standard conditions

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