226351

N-Hydroxymaleinimid

97%, for peptide synthesis

• Synonym(e): 1-Hydroxypyrrole-2,5-dione
• Empirische Formel (Hill-System): C₄H₃NO₃
• CAS-Nummer: 4814-74-8
• Molekulargewicht: 113.07
• Beilstein: 1524594
• EG-Nummer: 225-385-4
• MDL-Nummer: MFCD00005501
• UNSPSC-Code: 12352005
• PubChem Substanz-ID: 24853562
• NACRES: NA.22

Eigenschaften

• product name: N-Hydroxymaleinimid, 97%
• Qualitätsniveau: 200
• Assay: 97%
• Form: solid
• Eignung der Reaktion: reaction type: Addition Reactions
• mp (Schmelzpunkt): 130-133 °C (dec.) (lit.)
• Anwendung(en): peptide synthesis
• Funktionelle Gruppe: imide; maleimide
• SMILES String: ON1C(=O)C=CC1=O
• InChI: 1S/C4H3NO3/c6-3-1-2-4(7)5(3)8/h1-2,8H
• InChIKey: BUXKULRFRATXSI-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

N-Hydroxymaleimide (NHMI) is an organic compound that is widely used as an oxidizing agent in organic synthesis. It is frequently used to selectively oxidize thiols to disulfides and in the synthesis of α, β-unsaturated carbonyl compounds. It can also act as a Michael acceptor and is used in the synthesis of peptides and proteins.

Anwendung

N-Hydroxymaleimide can be used as an oxidant to generate N-hydroxy anilines in situ, which serve as key intermediates in the selective coupling reaction of N-substituted anilines with hydroxylamine derivatives, for the efficient synthesis of aromatic oximes.

Sicherheitshinweise

• Piktogramme: GHS05
• Signalwort: Danger
• H-Sätze: H314
• P-Sätze: P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363
• Gefahreneinstufungen: Eye Dam. 1 - Skin Corr. 1B
• Lagerklassenschlüssel: 8A - Combustible corrosive hazardous materials
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges