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
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Options:
Phase change data
Go To: Top, References, Notes
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. |
References
Go To: Top, Phase change data, 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, References
- Symbols used in this document:
ΔsubH° Enthalpy of sublimation at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
- The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
- Customer support for NIST Standard Reference Data products.