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)

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

• Language:English Provider:2,5-Pyrroledione
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Maleimide Usage And Synthesis

Chemical Properties

slight yellow crystalline powder

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.

Uses

Rhodium-catalyzed conjugate arylation with arylboronic acids.1

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(541-59-3)Related Product Information

• O-Phthalimide
• Pyrrole
• N-Benzylmaleimide
• CIS-BUTENEDIOIC ANHYDRIDE
• Maleic acid
• Monobutyl maleate
• Succinimide
• alpha-MaleiMidopropionyl-oMega-succiniMidyl-10(ethylene glycol)
• Mal-Amido-PEG4-acid
• Maleimide-PEG2-NHS Ester
• Mal-PEG8-COOH
• Maleamic acid
• Polyamideimide
• N,N'-1,3-Phenylene bismaleimide
• N-Phenylmaleimide
• DIALIFOS
• N-Cyclohexylmaleimide
• Bismaleimide