N-Hydroxyphthalimide
Title: N-Hydroxyphthalimide
CAS Registry Number: 524-38-9
CAS Name: 2-Hydroxy-1H-isoindole-1,3(2H)-dione
Additional Names: NHPI
Molecular Formula: C8H5NO3
Molecular Weight: 163.13
Percent Composition: C 58.90%, H 3.09%, N 8.59%, O 29.42%
Literature References: Mediates oxidative catalytic transformations of organic compounds with molecular oxygen. Prepn: L. Cohn, Ann. 205, 295 (1880); H. Gross, I. Keitel, J. Prakt. Chem. 311, 692 (1969). Crystal structure: F.-M. Miao et al., Acta Crystallogr. C51, 712 (1995). Transition metal free oxidation reactions: C. Einhorn et al., Chem. Commun. 1997, 447; epoxidation of alkenes: T. Iwahama et al., Heterocycles 52, 693 (2000). Transition metal cocatalysis in alkane oxidation: Y. Ishii et al., J. Org. Chem. 61, 4520 (1996); in hydroxylation of fatty acids: M. A. Oakley et al., J. Mol. Catal. A 150, 105 (1999). Description of catalytic mechanisms: Y. Ishii, S. Sakaguchi, Catal. Surv. Jpn. 3, 27 (1999).
Properties: Yellowish needles from water, mp 227-229°. Also reported as colorless monoclinic crystals from water. d 1.59 mg m-3.
Melting point: mp 227-229°
Density: d 1.59 mg m-3
Use: Catalyst for oxidation reactions.

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