ChemicalBook Product Catalog Chemical Reagents Organic reagents Amide N-Methylmaleimide

N-Methylmaleimide

N-Methylmaleimide Basic information
Product Name:N-Methylmaleimide
Synonyms:1-METHYL-1H-PYRROLE-2,5-DIONE;Maleimide,N-methyl-;Maleinsαure-N-methylimid;N-Methylmaleinimide;N-METHYLMALEIMID;N-METHYLMALEIMIDE;N-METHYL-2,5-PYRROLEDIONE;N-Methyl-Malemide
CAS:930-88-1
MF:C5H5NO2
MW:111.1
EINECS:213-226-1
Product Categories:N-Substituted Maleimides;N-Substituted Maleimides, Succinimides & Phthalimides;Carbonyl Compounds;Cyclic Imides;Organic Building Blocks
Mol File:930-88-1.mol
N-Methylmaleimide Structure
N-Methylmaleimide Chemical Properties
Melting point 94-96 °C (lit.)
Boiling point 208.19°C (rough estimate)
density 1.3113 (rough estimate)
refractive index 1.4260 (estimate)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Chloroform (Sparingly), Methanol (Slightly)
form Crystals
pka-2.18±0.20(Predicted)
color Light yellow
Water Solubility Slightly soluble in water.
BRN 108550
CAS DataBase Reference930-88-1(CAS DataBase Reference)
NIST Chemistry ReferenceN-Methylmaleimide(930-88-1)
Safety Information
Hazard Codes C
Risk Statements 22-34-43-25-20/21
Safety Statements 26-36/37/39-45
RIDADR UN 1759 8/PG 2
WGK Germany 3
RTECS ON5600000
F 10-21
HazardClass 6.1
PackingGroup II
HS Code 29241990
MSDS Information
ProviderLanguage
1-Methyl-1H-pyrrole-2,5-dione English
SigmaAldrich English
ACROS English
ALFA English
N-Methylmaleimide Usage And Synthesis
Chemical Propertieslight yellow crystals
UsesN-Methylmaleimide is an electron deficient olefin that acts as a thiol-blocking reagent.
Synthesis Reference(s)The Journal of Organic Chemistry, 60, p. 6676, 1995 DOI: 10.1021/jo00126a013
Purification MethodsCrystallise the imide three times from diethyl ether. Dry it in vacuo.[Beilstein 21/10 V 5.]
3-Maleimidobenzoic acid N-hydroxysuccinimide ester O-Phthalimide N-Phenylmaleimide N-Methylmaleimide N,N'-1,4-PHENYLENEDIMALEIMIDE Bismaleimide N-Methyl-2-pyrrolidone N-Vinyl-2-pyrrolidone Polyvinylpyrrolidone Succinimide Basic Violet 1 DACM DIALIFOS N,N'-O-PHENYLENEDIMALEIMIDE N,N'-1,3-Phenylene bismaleimide N-(4-DIMETHYLAMINO-3,5-DINITROPHENYL)MALEIMIDE N-Benzylmaleimide 4-PHENYLAZOMALEINANIL
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