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Maleimide

CAS:541-59-3
purity:>99%
form:white solid
Melting point91-93 °C (lit.)Boiling point97-103°C 5mmdensity1,2493 g/cm3refractive index1.4543 (estimate)Fp97-103°C/5mmstorage temp.Inert atmosphere,Room Temperaturesolubilitysoluble in Methanolpka8.52±0.20(Predicted)formFine Crystalline Powdercolo
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Products Description
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
InChIKeyPEEHTFAAVSWFBL-UHFFFAOYSA-N
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)
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.]
Raw materialsPotassium dichromate-->Fiber Glass Wool-->4-Maleimidophenol
Preparation ProductsN-(2-AMINOETHYL)MALEIMIDE TRIFLUOROACETA-->4-MALEIMIDOBUTYRIC ACID-->N-METHOXYCARBONYLMALEIMIDE-->CIS-5-BENZYLTETRAHYDROPYRROLO[3,4-C]PYRROLE-1,3(2H,3AH)-DIONE-->1,5-DIHYDRO-PYRROL-2-ONE-->N-METHYLSUCCINIMIDE-->N-MALEIMIDOMETHANOL-->3-(2-Chloro-phenyl)-pyrrole-2,5-dione-->1,2,3,4-CyclobutanetetracarboxdiiMide-->3-(4-Bromo-phenyl)-pyrrole-2,5-dione-->2-Methyl-3-methylsulfanyl-4-phenyl-3,5-dihydro-2H-pyrrolo[3,4-c]pyridine-1,6-dione-->3-(1H-indol-3-yl)pyrrolidine-2,5-dione-->CarbaMic acid, [5-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)pentyl]-, 1,1-diMethylethyl ester-->(1R,5S)-6,6-diMethyl-3-azabicyclo[3.1.0]hexane-2,4-dione
CAS:541-59-3


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