N-Methylmaleimide

N-Methylmaleimide
Names
Preferred IUPAC name
1-Methyl-1H-pyrrole-2,5-dione
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.012.024
EC Number
  • 213-226-1
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C5H5NO2/c1-6-4(7)2-3-5(6)8/h2-3H,1H3
    Key: SEEYREPSKCQBBF-UHFFFAOYSA-N
  • InChI=1/C5H5NO2/c1-6-4(7)2-3-5(6)8/h2-3H,1H3
    Key: SEEYREPSKCQBBF-UHFFFAOYAQ
SMILES
  • CN1C(=O)C=CC1=O
Properties
Chemical formula
 C5H5NO2
Molar mass 111.100 g·mol−1
Melting point 96 °C (205 °F; 369 K)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

N-Methylmaleimide (NMM) is a naturally-occurring organic compound with the formula of C5H5NO2.

Spectrum

The 1H NMR spectrum of N-methylmaleimide contains two signals: one for the hydrogen atoms of the methyl group and one for the vinylic hydrogen atoms.

1H NMR spectrum for N-methylmaleimide

References

  1. ^ Roux, María Victoria; Jiménez, Pilar; Martín-Luengo, Maria Ángeles; Dávalos, Juan Z.; Sun, Zhiyuan; Hosmane, Ramachandra S.; Liebman, Joel F. (1997). "The Elusive Antiaromaticity of Maleimides and Maleic Anhydride: Enthalpies of Formation of N-Methylmaleimide, N-Methylsuccinimide, N-Methylphthalimide, and N-Benzoyl-N-methylbenzamide". The Journal of Organic Chemistry. 62 (9): 2732–2737. doi:10.1021/jo9621985. PMID 11671632.
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