Date published: 2026-4-4

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N-Phenylmaleimide (CAS 941-69-5)

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CAS Number:
941-69-5
Molecular Weight:
173.17
Molecular Formula:
C10H7NO2
Supplemental Information:
This is as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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N-Phenylmaleimide is a chemical compound utilized as a reagent in the field of polymer chemistry and materials science. It is known for its ability to undergo Diels-Alder reactions with dienes, which is used to modify the properties of polymers or create new polymeric materials with enhanced characteristics. In research, N-Phenylmaleimide is employed to study the cross-linking of elastomers, where it improves the thermal stability and mechanical strength of the resulting materials. Additionally, it serves as a functional monomer in copolymerization reactions to introduce phenyl rings into polymer backbones, which can affect the electronic properties of the polymers. The reactivity of N-Phenylmaleimide with thiol groups also makes it valuable in the modification of proteins and peptides, which is important for understanding protein structure and function in a non-biological context.


N-Phenylmaleimide (CAS 941-69-5) References

  1. Mechanism of migration of the trimethylsilyl group during reactions of methoxy[(trimethylsilyl)ethoxy]carbene with N-phenylmaleimide and C(60).  |  Sharma, PK., et al. 2001. J Org Chem. 66: 7496-9. PMID: 11681966
  2. Vibrational spectroscopy of N-phenylmaleimide.  |  Parker, SF. 2006. Spectrochim Acta A Mol Biomol Spectrosc. 63: 544-9. PMID: 16157505
  3. Diastereo- and enantioselective [3 + 2] cycloaddition reaction of Morita-Baylis-Hillman carbonates of isatins with N-phenylmaleimide catalyzed by Me-DuPhos.  |  Wang, Y., et al. 2012. J Org Chem. 77: 4143-7. PMID: 22471756
  4. Synthesis and characterization of novel bioactive 1,2,4-oxadiazole natural product analogs bearing the N-phenylmaleimide and N-phenylsuccinimide moieties.  |  Maftei, CV., et al. 2013. Beilstein J Org Chem. 9: 2202-15. PMID: 24222789
  5. The effects of sample handling and N-phenylmaleimide on concentration of adrenocorticotrophic hormone in equine plasma.  |  Rendle, DI., et al. 2015. Equine Vet J. 47: 587-91. PMID: 24980684
  6. RAFT Dispersion Alternating Copolymerization of Styrene with N-Phenylmaleimide: Morphology Control and Application as an Aqueous Foam Stabilizer.  |  Yang, P., et al. 2016. Macromolecules. 49: 6731-6742. PMID: 27708458
  7. Interactions of sodium-proton exchange mechanism in dog red blood cells with N-phenylmaleimide.  |  Parker, JC. and Glosson, PS. 1987. Am J Physiol. 253: C60-5. PMID: 3037914
  8. Facile fabrication of durable antibacterial and anti-felting wool fabrics with enhanced comfort via novel N-phenylmaleimide finishing.  |  Liu, G., et al. 2022. Bioprocess Biosyst Eng. 45: 921-929. PMID: 35348877
  9. Antibacterial Mechanism of N-PMI and the Characteristics of PMMA-Co-N-PMI Copolymer.  |  Shi, H., et al. 2022. Chem Biodivers. 19: e202100753. PMID: 35560720
  10. Radical reaction extrusion copolymerization mechanism of MMA and N-phenylmaleimide and properties of products.  |  Shi, H., et al. 2022. RSC Adv. 12: 26251-26263. PMID: 36199612
  11. Exploring the peri- and stereo- selectivities of the cycloaddition reaction of 2-(2- dimethylaminovinyl)-1-benzopyran-4-one with N-phenylmaleimide (NPM) and dimethylacetylenedicarboxylate (DMAD) - A DFT study.  |  Arhin, R., et al. 2023. J Mol Graph Model. 121: 108451. PMID: 36924702
  12. The site and stoichiometry of the N-phenylmaleimide reaction with myosin when weakly-binding crossbridges are formed in skinned rabbit psoas fibers.  |  Ehrlich, A., et al. 1995. Biochim Biophys Acta. 1232: 13-20. PMID: 7495834

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

N-Phenylmaleimide, 5 g

sc-250486A
5 g
$27.00

N-Phenylmaleimide, 25 g

sc-250486
25 g
$56.00

N-Phenylmaleimide, 100 g

sc-250486B
100 g
$114.00

N-Phenylmaleimide, 500 g

sc-250486C
500 g
$252.00