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N-Hydroxy-5-norbornene-2,3-dicarboximide

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N-Hydroxy-5-norbornene-2,3-dicarboximide Basic information
N-Hydroxy-5-norbornene-2,3-dicarboximide Chemical Properties
Safety Information
  • Hazard Codes Xi
  • Risk Statements 36/37/38
  • Safety Statements 26-36
  • WGK Germany 3
  • TSCA Yes
  • HS Code 29280090
MSDS
N-Hydroxy-5-norbornene-2,3-dicarboximide Usage And Synthesis
  • Chemical Propertieswhite to off-white crystalline powder
  • UsesN-Hydroxy-5-norbornene-2,3-dicarboximide(HONB) is used in solution-phase peptide synthesis. Used in the synthesis of enkephalin analogs.
  • UsesInhibits racemization in peptide synthesis using DCC as condensing agent.
  • Purification MethodsDissolve the imide in CHCl3, filter, evaporate and recrystallise from EtOAc. IR (nujol): max 1695, 1710 and 1770 (C=O), and 3100 (OH) cm-1. The O-acetyl derivative has m 113-114o (from EtOH) with IR bands at max 1730, 1770 and 1815 cm-1 only, and the O-benzoyl derivative has m 143-144o (from propan-2-ol or *C6H6). [Bauer & Miarka J Org Chem 24 1293 1959, Fujino et al. Chem Pharm Bull Jpn 22 1857 1974]. [Beilstein 21/10 V 188.]
N-Hydroxy-5-norbornene-2,3-dicarboximide(21715-90-2)Related Product Information
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