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N-Hydroxyphthalimide

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N-Hydroxyphthalimide Basic information
N-Hydroxyphthalimide Chemical Properties
  • Melting point:233 °C (dec.) (lit.)
  • Boiling point:290.19°C (rough estimate)
  • Density 1.64 g/cm3
  • refractive index 1.5510 (estimate)
  • storage temp. Keep in dark place,Sealed in dry,Room Temperature
  • pka6.10±0.20(Predicted)
  • form Powder
  • color Yellow
  • Water Solubility Slightly soluble in water.
  • Merck 14,4838
  • BRN 131208
  • InChIKeyCFMZSMGAMPBRBE-UHFFFAOYSA-N
  • CAS DataBase Reference524-38-9(CAS DataBase Reference)
  • EPA Substance Registry System1H-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
N-Hydroxyphthalimide Usage And Synthesis
  • Chemical PropertiesN-Hydroxyphthalimide is yellow moist powder
  • UsesN-Hydroxyphthalimide,additives in to DCC method of peptide synthesis used to improve yield of optically pure product.
  • UsesCatalyst for oxidation reactions.
  • Synthesis Reference(s)Tetrahedron Letters, 37, p. 2035, 1996 DOI: 10.1016/0040-4039(96)00211-0
  • Purification MethodsN -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
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