226351
N-Hydroxymaleimide
97%, for peptide synthesis
Synonym(s):
1-Hydroxypyrrole-2,5-dione
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About This Item
Empirical Formula (Hill Notation):
C4H3NO3
CAS Number:
Molecular Weight:
113.07
Beilstein:
1524594
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
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product name
N-Hydroxymaleimide, 97%
Quality Level
Assay
97%
form
solid
reaction suitability
reaction type: Addition Reactions
mp
130-133 °C (dec.) (lit.)
application(s)
peptide synthesis
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
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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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Dam. 1 - Skin Corr. 1B
Storage Class Code
8A - Combustible corrosive hazardous materials
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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