| Identification | More | [Name]
N-Hydroxyphthalimide | [CAS]
524-38-9 | [Synonyms]
AURORA KA-3774
H-HYDROXY PHTHALIMIDE
HOPHT
LABOTEST-BB LT00005723
N-HYDROXY-PHTALIMIDE
N-HYDROXYPHTHALIMIDE
PHTHALOXIME
TIMTEC-BB SBB009098
2-hydroxy-1h-isoindole-3(2h)-dione
2-hydroxyphthalimide
f802
hydroxyphthalimide
n-hydroxy-phthalimid
N-Hydroxyphthalimide, remainder 10-15% moisture
N-Hydroxyphehtalimide
N-HYDROXYMETHYL-3-METHYLOXETANE
N-Hydroxyphthalimide(Nop)
N-Hydroxyphthalimide,98+%
N-Hydroxyphthalimide,99%
1H-Isoindole-1,3(2H)-dione, 2-hydroxy- | [EINECS(EC#)]
208-358-1 | [Molecular Formula]
C8H5NO3 | [MDL Number]
MFCD00005891 | [Molecular Weight]
163.13 | [MOL File]
524-38-9.mol |
| Chemical Properties | Back Directory | [Appearance]
yellow powder | [Melting point ]
233 °C (dec.) (lit.) | [Boiling point ]
290.19°C (rough estimate) | [density ]
1.64 g/cm3 | [vapor pressure ]
0Pa at 25℃ | [refractive index ]
1.5510 (estimate) | [storage temp. ]
Store at RT. | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Powder | [pka]
6.10±0.20(Predicted) | [color ]
Yellow | [Water Solubility ]
Slightly soluble in water. | [Detection Methods]
HPLC,NMR | [Merck ]
14,4838 | [BRN ]
131208 | [InChIKey]
CFMZSMGAMPBRBE-UHFFFAOYSA-N | [LogP]
0.14 | [CAS DataBase Reference]
524-38-9(CAS DataBase Reference) | [EPA Substance Registry System]
524-38-9(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [RTECS ]
TI5200000
| [TSCA ]
Yes | [HazardClass ]
IRRITANT | [HS Code ]
29251995 |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
2H-Isoindole-2-carboxylic acid, 1,3-dihydro-1,3-dioxo-, 1,1-dimethylethyl ester-->1,3-dioxoisoindolin-2-yl acetate-->Benzenebutanoic acid, α-methylene-, ethyl ester-->Benzoic acid, 2-[(hydroxyamino)carbonyl]--->2,4-DIPHENYL-1-BUTENE-D5-->Fmoc-Phe-OH-->2-phenylmethoxyisoindole-1,3-dione-->2,4-Diphenyl-4-methyl-1-pentene-->Phthaloyl dichloride | [Preparation Products]
O-(2,3,4,5,6-PENTAFLUOROBENZYL)HYDROXYLAMINE HYDROCHLORIDE-->1,3-Adamantanediol-->TERT-BUTYL N-(BENZYLOXY)CARBAMATE-->1-Adamantanol-->synthetic tanning agent HV-->synthetic tanning agent No.742-->5-Hydroxy-1,4-naphthalenedione-->1H-Isoindol-1-one, 3-hydroxy--->N-(METHYLTHIO)PHTHALIMIDE 97 |
| Hazard Information | Back Directory | [Chemical Properties]
N-Hydroxyphthalimide is yellow moist powder
| [Uses]
Catalyst for oxidation reactions. | [Uses]
N-Hydroxyphthalimide，additives in to DCC method of peptide synthesis used to improve yield of optically pure product.
| [Application]
N-Hydroxyphthalimide is used in the synthesis of a new class of antibacterials potent against macrolide resistant bacteria. Also used in the synthesis of pyrazolidines, isoxazolidines and tetrahydrooxazines. | [Synthesis Reference(s)]
Tetrahedron Letters, 37, p. 2035, 1996 DOI: 10.1016/0040-4039(96)00211-0 | [reaction suitability]
reaction type: Addition Reactions | [Purification Methods]
N -Hydroxyphthalimide [524-38-9] M 163.1, m 230o, ~235o(dec), 237-240o, 7.0. Dissolve the imide in H2O by adding Et3N to form the salt and while hot, acidify, cool and pour into a large volume of H2O. Filter off the solid, wash it with H2O and dry it over P2O5 in a vacuum. [Nefken & Teser J Am Chem Soc 83 1263 1961, Fieser 1 485 1976, Nefkens et al. Recl Trav Chim, Pays-Bas 81 683 1962] The O-acetyl derivative has m 178-180o (from EtOH). [Beilstein 21/11 V 100.] |
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