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Maleimide

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Maleimide Basic information

Product Name:
Maleimide
Synonyms:
  • MaleiMide, 98% 10GR
  • 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
  • PYRROLE-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
  • Heterocycles series
  • Heterocycles
  • MTS & Sulfhydryl Active Reagents
Mol File:
541-59-3.mol
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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)
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
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)
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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 
Yes
HazardClass 
8
PackingGroup 
III
HS Code 
29251995

MSDS

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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

Preparation Products

MaleimideSupplier

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