Maleimide
Synonym(s):2,5-Pyrroledione
- CAS NO.:541-59-3
- Empirical Formula: C4H3NO2
- Molecular Weight: 97.07
- MDL number: MFCD00005494
- EINECS: 208-787-4
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-12-18 14:08:57
What is Maleimide?
Chemical properties
slight yellow crystalline powder
The Uses of Maleimide
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.
The Uses of Maleimide
Rhodium-catalyzed conjugate arylation with arylboronic acids.1
What are the applications of Application
Maleimide is an important building block in organic synthesis
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.]
Properties of Maleimide
Melting point: | 91-93 °C (lit.) |
Boiling point: | 97-103°C 5mm |
Density | 1,2493 g/cm3 |
refractive index | 1.4543 (estimate) |
Flash point: | 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 |
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) |
Safety information for Maleimide
Signal word | Danger |
Pictogram(s) |
Corrosion Corrosives GHS05 Skull and Crossbones Acute Toxicity GHS06 |
GHS Hazard Statements |
H300:Acute toxicity,oral H314:Skin corrosion/irritation H317:Sensitisation, Skin |
Precautionary Statement Codes |
P260:Do not breathe dust/fume/gas/mist/vapours/spray. P270:Do not eat, drink or smoke when using this product. P280:Wear protective gloves/protective clothing/eye protection/face protection. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for Maleimide
InChIKey | PEEHTFAAVSWFBL-UHFFFAOYSA-N |
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