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HomeProduct name listMaleimide

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: 2024-11-20 11:41:24
Maleimide Structural

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)
ghs
Corrosion
Corrosives
GHS05
ghs
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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