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N-Methylmaleimide

From Wikipedia, the free encyclopedia
N-Methylmaleimide
Names
Preferred IUPAC name
1-Methyl-1H-pyrrole-2,5-dione
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard100.012.024Edit this at Wikidata
EC Number
  • 213-226-1
UNII
  • 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
  • CN1C(=O)C=CC1=O
Properties
C5H5NO2
Molar mass111.100 g·mol−1
Melting point96 °C (205 °F; 369 K)[1]
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound

N-Methylmaleimide (NMM) is anaturally-occurring[citation needed]organic compound with theformula of C5H5NO2.

Spectrum

[edit]

The1H NMR spectrum ofN-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

[edit]
  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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