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Maleimide

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CAS:541-59-3
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  • Maleimide
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  • 2026-01-23
  • CAS:541-59-3
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  • 2026-01-23
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  • 2026-01-12
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Maleimide Basic information
Product Name:Maleimide
Synonyms:MaleiMide, 98% 25GR;2,5-Dioxo-2,5-dihydropyrrole;NSC 13684;1H-Pyrrole-2,5-dione, 2,5-Dihydro-2,5-dioxo-1H-pyrrole;MaleiMide 99%;5-hydroxy-2H-pyrrol-2-one;2,5-Dioxo-3-pyrroline~1H-Pyrrole-2,5-dione;3-Pyrroline-2,5-dione
CAS:541-59-3
MF:C4H3NO2
MW:97.07
EINECS:208-787-4
Product Categories:Miscellaneous Reagents;Building Blocks;Carbonyl Compounds;Chemical Synthesis;Cyclic Imides;Organic Building Blocks;MTS & Sulfhydryl Active Reagents;Heterocycles series;Heterocycles
Mol File:541-59-3.mol
Maleimide Structure
Maleimide Chemical Properties
Melting point 91-93 °C (lit.)
Boiling point 97-103°C 5mm
density 1,2493 g/cm3
refractive index 1.4543 (estimate)
Fp 97-103°C/5mm
storage temp. Inert atmosphere,Room Temperature
solubility soluble in Methanol
pka8.52±0.20(Predicted)
form Fine Crystalline Powder
color White to slightly yellow
Water Solubility SOLUBLE
λmax280nm(EtOH)(lit.)
BRN 106910
InChI1S/C4H3NO2/c6-3-1-2-4(7)5-3/h1-2H,(H,5,6,7)
InChIKeyPEEHTFAAVSWFBL-UHFFFAOYSA-N
SMILESO=C1NC(=O)C=C1
CAS DataBase Reference541-59-3(CAS DataBase Reference)
NIST Chemistry Reference1H-pyrrole-2,5-dione(541-59-3)
EPA Substance Registry System1H-Pyrrole-2,5-dione (541-59-3)
Safety Information
Hazard Codes T,C
Risk Statements 25-34-43-36/37/38-36
Safety Statements 26-36/37/39-45-37/39-28A-7/9
RIDADR UN 2923 8/PG 2
WGK Germany 3
RTECS ON4800000
TSCA TSCA listed
HazardClass 8
PackingGroup III
HS Code 29251995
Storage Class6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials
Hazard ClassificationsAcute Tox. 2 Oral
Eye Dam. 1
Skin Corr. 1B
Skin Sens. 1
MSDS Information
ProviderLanguage
2,5-Pyrroledione English
SigmaAldrich English
ACROS English
ALFA English
Maleimide Usage And Synthesis
Chemical Propertiesslight yellow crystalline powder
UsesRhodium-catalyzed conjugate arylation with arylboronic acids.1
UsesReacts quantitatively with sulfhydryl groups.Maleimide is used to immobilize the bovine serum albumin-boronic acid conjugates in association with silica beads. Its nanoparticle surface favors the conjugation with cell penetration peptides. It is involved in Rhodium-catalyzed conjugate arylation with arylboronic acids. It is actively involved in Michael additions and Diels-Alder reactions by the addition across the double bond. It acts as crosslinking reagents in polymer chemistry.
DefinitionChEBI: A cyclic dicarboximide in which the two carboacyl groups on nitrogen together with the nitogen itself form a 1H-pyrrole-2,5-dione structure.
General DescriptionMaleimide (2,5-Pyrroledione) is a new nanoparticle surface functional group which favors easy conjugation with cell penetration peptides. The conjugation is enabled via click chemistry to preserve its biofunctions.
HazardA poison.
Safety ProfilePoison by intraperitoneal and intravenous routes. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx.
Purification MethodsPurify it by sublimation in a vacuum. The UV has max at 216 and 280nm in EtOH. [de Wolf & van de Straete Bull Soc Chim Belg 44 288 1935, UV: Rondestvedt et al. J Am Chem Soc 78 6115 1956, IR: Chiorboli & Mirone Ann Chim (Rome) 42 681 1952, Beilstein 21/10 V 3.]
Tag:Maleimide(541-59-3) Related Product Information
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