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226351

Sigma-Aldrich

N-Hydroxymaleimide

97%, for peptide synthesis

Synonyme(s) :

1-Hydroxypyrrole-2,5-dione

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About This Item

Formule empirique (notation de Hill):
C4H3NO3
Numéro CAS:
4814-74-8
Poids moléculaire :
113.07
Numéro Beilstein :
1524594
Numéro CE :
225-385-4
Numéro MDL:
MFCD00005501
Code UNSPSC :
12352005
ID de substance PubChem :
24853562
Nomenclature NACRES :
NA.22

product name

N-Hydroxymaleimide, 97%

Pureté

97%

Forme

solid

Capacité de réaction

reaction type: Addition Reactions

Pf

130-133 °C (dec.) (lit.)

Application(s)

peptide synthesis

Groupe fonctionnel

imide
maleimide

Chaîne SMILES 

ON1C(=O)C=CC1=O

InChI

1S/C4H3NO3/c6-3-1-2-4(7)5(3)8/h1-2,8H

Clé InChI

BUXKULRFRATXSI-UHFFFAOYSA-N

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Catégories apparentées

Description générale

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.

Pictogrammes

Corrosion
GHS05

Mention d'avertissement

Danger

Mentions de danger

H314

Classification des risques

Eye Dam. 1 - Skin Corr. 1B

Code de la classe de stockage

8A - Combustible corrosive hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificats d'analyse (COA)

Lot/Batch Number
BCCC3003
BCBW0273
BCBH2786V
1451856V
1451856

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