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226351

Sigma-Aldrich

N-Hydroxymaleinimid

97%, for peptide synthesis

Synonym(e):

1-Hydroxypyrrole-2,5-dione

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About This Item

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

product name

N-Hydroxymaleinimid, 97%

Assay

97%

Form

solid

Eignung der Reaktion

reaction type: Addition Reactions

mp (Schmelzpunkt)

130-133 °C (dec.) (lit.)

Anwendung(en)

peptide synthesis

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

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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.

Piktogramme

Corrosion
GHS05

Signalwort

Danger

H-Sätze

H314

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

Analysenzertifikate (COA)

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