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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 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 | | pka | 8.52±0.20(Predicted) | | form | Fine Crystalline Powder | | color | White to slightly yellow | | Water Solubility | SOLUBLE | | λmax | 280nm(EtOH)(lit.) | | BRN | 106910 | | InChIKey | PEEHTFAAVSWFBL-UHFFFAOYSA-N | | CAS DataBase Reference | 541-59-3(CAS DataBase Reference) | | NIST Chemistry Reference | 1H-pyrrole-2,5-dione(541-59-3) | | EPA Substance Registry System | 1H-Pyrrole-2,5-dione (541-59-3) |
| | Maleimide Usage And Synthesis |
| Chemical Properties | slight yellow crystalline powder | | Uses | Rhodium-catalyzed conjugate arylation with arylboronic acids.1 | | Uses | Reacts 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. | | Definition | ChEBI: 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 Description | Maleimide (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. | | Hazard | A poison. | | Safety Profile | Poison by
intraperitoneal and intravenous routes. An
experimental teratogen. Experimental
reproductive effects. When heated to
decomposition it emits toxic fumes of NOx. | | Purification Methods | Purify 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.] |
| | Maleimide Preparation Products And Raw materials |
| Raw materials | Potassium dichromate-->Fiber Glass Wool-->4-Maleimidophenol | | Preparation Products | N-(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 |
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