Isatoic anhydride
- Formula: C8H5NO3
- Molecular weight: 163.1302
- IUPAC Standard InChI: InChI=1S/C8H5NO3/c10-7-5-3-1-2-4-6(5)9-8(11)12-7/h1-4H,(H,9,11)
- IUPAC Standard InChIKey: TXJUTRJFNRYTHH-UHFFFAOYSA-N
- CAS Registry Number: 118-48-9
- 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: Isato acid anhydride; 2H-3,1-Benzoxazine-2,4(1H)-dione; Anthranilic acid, N-carboxy-, cyclic anhydride; Benzoic acid, 2-(carboxyamino)-, cyclic anhydride; Isatoic acid anhydride; IA; 4H-3,1-benzoxazine-2,4(1H)-dione
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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: William E. Acree, Jr., James S. Chickos
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔsubH° | 27.63 ± 0.67 | kcal/mol | C | Matos, Miranda, et al., 2004 | |
| ΔsubH° | 19.8 ± 0.67 | kcal/mol | C | Matos, Miranda, et al., 2003 | in Matos, Miranda, et al., 2004 the authors state that an error was made in Matos, Miranda, et al., 2003 in converting the enthalpy of sublimation measured at a higher temperature back to 298 K. |
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
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| Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
|---|---|
| Origin | Japan AIST/NIMC Database- Spectrum MS-NW- 168 |
| NIST MS number | 229821 |
References
Go To: Top, Phase change data, Mass spectrum (electron ionization), Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Matos, Miranda, et al., 2004
Matos, M. Agostinha R.; Miranda, Margarida S.; Morais, Victor M.F.; Liebman, Joel F.,
The energetics of isomeric benzoxazine diones: isatoic anhydride revisited,
Org. Biomol. Chem., 2004, 2, 11, 1647, https://doi.org/10.1039/b402801e
. [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]
Notes
Go To: Top, Phase change data, Mass spectrum (electron ionization), References
- Symbols used in this document:
ΔsubH° Enthalpy of sublimation at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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