All Photos(2)

389412

Sigma-Aldrich

N-Methylmaleimide

97%

Empirical Formula (Hill Notation):
C5H5NO2
CAS Number:
Molecular Weight:
111.10
Beilstein:
108550
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

mp

94-96 °C (lit.)

SMILES string

CN1C(=O)C=CC1=O

InChI

1S/C5H5NO2/c1-6-4(7)2-3-5(6)8/h2-3H,1H3

InChI key

SEEYREPSKCQBBF-UHFFFAOYSA-N

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Related Categories

Application

N-Methylmaleimide can be used:
  • In the synthesis of organic structure directing agents for designing silicogermanate zeolites.
  • As a dienophile in Diels-Alder reaction.
  • For the synthesis of biologically active pyrrolo[2,1-a]isoquinolines.
  • As a dipolarophile in [3 + 2] dipolar addition reactions.
  • As a co-monomer in atom transfer radical polymerization of styrene to obtain styrene copolymers with programmed microstructure.

Packaging

5, 25 g in glass bottle

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral - Skin Corr. 1B - Skin Sens. 1

Storage Class Code

8B - Non-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

Certificate of Analysis

Certificate of Origin

The ITQ-37 mesoporous chiral zeolite.
Sun J, et al.
Nature, 458(7242), 1154-1154 (2009)
Visible-light-induced oxidation/[3+ 2] cycloaddition/oxidative aromatization sequence: a photocatalytic strategy to construct pyrrolo [2, 1-a] isoquinolines.
Zou YQ, et al.
Angewandte Chemie (International Edition in English), 50(31), 7171-7175 (2011)
Hui Zhou et al.
The Analyst, 143(10), 2390-2396 (2018-04-27)
Glutathione (GSH) exhibits many cellular functions in human pathologies. A sensitive and simple method capable of assaying GSH would be useful to understand the mechanism of GSH-related diseases. In this study, a new colorimetric and fluorescent off-on probe, 3-oxo-3H-phenoxazin-7-ylthiophene-2-carboxylate, is...
A facile procedure for controlling monomer sequence distribution in radical chain polymerizations.
Pfeifer S and Lutz JF
Journal of the American Chemical Society, 129(31), 9542-9543 (2007)
Asymmetric organocatalytic three-component 1, 3-dipolar cycloaddition: Control of stereochemistry via a chiral br?nsted acid activated dipole.
Chen XH, et al.
Journal of the American Chemical Society, 130(17), 5652-5653 (2008)

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