N-Hydroxyphthalimide
N-Hydroxyphthalimide Basic information
- Product Name:
- N-Hydroxyphthalimide
- Synonyms:
-
- TIMTEC-BB SBB009098
- N-HYDROXY-PHTALIMIDE
- N-HYDROXYPHTHALIMIDE
- 2-hydroxy-1h-isoindole-3(2h)-dione
- N-Hydroxyphthalimide, remainder 10-15% moisture
- N-Hydroxyphehtalimide
- N-HYDROXYMETHYL-3-METHYLOXETANE
- N-Hydroxyphthalimide(Nop)
- CAS:
- 524-38-9
- MF:
- C8H5NO3
- MW:
- 163.13
- EINECS:
- 208-358-1
- Product Categories:
-
- Active Esters/Additives
- Active Esters/AdditivesSynthetic Reagents
- Biochemistry
- Carbon Radical Producing Catalysts (Environmentally-friendly Oxidation)
- Coupling
- Peptide Synthesis
- Condensation & Active Esterification
- Coupling Reactions (Peptide Synthesis)
- Environmentally-friendly Oxidation
- N-Substituted Maleimides, Succinimides & Phthalimides
- N-Substituted Phthalimides
- Peptide Synthesis
- Synthetic Organic Chemistry
- API
- intermediates
- bc0001
- 524-38-9
- Mol File:
- 524-38-9.mol
N-Hydroxyphthalimide Chemical Properties
- 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.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Powder
- pka
- 6.10±0.20(Predicted)
- color
- Yellow
- Water Solubility
- Slightly soluble in water.
- 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
- 1H-Isoindole-1,3(2H)-dione, 2-hydroxy- (524-38-9)
Safety Information
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36-37/39
- WGK Germany
- 3
- RTECS
- TI5200000
- TSCA
- Yes
- HazardClass
- IRRITANT
- HS Code
- 29251995
MSDS
- Language:English Provider:N-Hydroxyphthalimide
- Language:English Provider:SigmaAldrich
- Language:English Provider:ACROS
- Language:English Provider:ALFA
N-Hydroxyphthalimide Usage And Synthesis
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.
Uses
Aerobic oxidation of various alcohols has been accomplished by using a new catalytic system, N-hydroxyphthalimide (NHPI) combined with Co (acac). A practical catalytic method to convert alkylbenzenes into the corresponding carboxylic acids under atmospheric dioxygen at ambient temperature using a combined catalytic system consisting of N-hydroxyphthalimide (NHPI) and Co (OAc) 2 was developed. Novel catalysis by N-hydroxyphthalimide in the oxidation of organic substrates by molecular oxygen was described. Free radical functionalization of organic compounds catalyzed by N-hydroxyphthalimide. Purely organic and catalytic systems of anthraquinones and N-hydroxyphthalimide efficiently promote oxygenation of hydrocarbons with dioxygen under mild conditions. Hydroxylation of polycyclic alkanes with molecular oxygen catalyzed by N-hydroxyphthalimide (NHPI) combined with was transition metal salts.
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
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.]
N-Hydroxyphthalimide Preparation Products And Raw materials
Preparation Products
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