226351

N-Hydroxymaleimide

97%, for peptide synthesis

• Sinónimos: 1-Hydroxypyrrole-2,5-dione
• Fórmula empírica (notación de Hill): C₄H₃NO₃
• Número de CAS: 4814-74-8
• Peso molecular: 113.07
• Beilstein/REAXYS Number: 1524594
• EC Number: 225-385-4
• MDL number: MFCD00005501
• UNSPSC Code: 12352005
• PubChem Substance ID: 24853562
• NACRES: NA.22

Propiedades

• Nombre del producto: N-Hydroxymaleimide, 97%
• Quality Level: 200
• assay: 97%
• form: solid
• reaction suitability: reaction type: Addition Reactions
• mp: 130-133 °C (dec.) (lit.)
• application(s): peptide synthesis
• functional group: imide; maleimide
• SMILES string: ON1C(=O)C=CC1=O
• InChI: 1S/C4H3NO3/c6-3-1-2-4(7)5(3)8/h1-2,8H
• InChI key: BUXKULRFRATXSI-UHFFFAOYSA-N

Descripción

General description

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.

Application

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.

Información de seguridad

• pictograms: GHS05
• signalword: Danger
• hcodes: H314
• pcodes: P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363
• Hazard Classifications: Eye Dam. 1 - Skin Corr. 1B
• Storage Class: 8A - Combustible corrosive hazardous materials
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges