N-Methylmaleimide

Basic Information

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CAS Number

930-88-1

Molecular Formula

C5H5NO2

Molecular Weight

111.1 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Water Treatment Chemicals Coagulants and Flocculants Inorganic Coagulants

Basic Physical Properties

Melting Point

94-96 °C

Boiling Point

208.19°C (rough estimate)

Density

1.3113 (rough estimate)

Water Solubility

Slightly soluble in water.

Refractive Index

1.4260 (estimate)

SMILES

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CN1C(=O)C=CC1=O

InChI

InChI=1S/C5H5NO2/c1-6-4(7)2-3-5(6)8/h2-3H,1H3

InChIKey

SEEYREPSKCQBBF-UHFFFAOYSA-N

LogP

-0.4588000000000001

Topological Polar Surface Area

37.38 Å²

Hydrogen Bond Donor/Acceptor

0 / 3

Complexity

153

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H314 Causes severe skin burns and eye damage
Skin corrosion/irritation

H317 May cause an allergic skin reaction
Sensitization, Skin

Hazard Class

Class 8 Class 8

Sensitiveness

Sensitive to moisture

Synonyms & References

English

1-Methyl-1H-pyrrole-2,5-dione
N-Methylmaleimide
1-methylpyrrole-2,5-dione
N-Methylmaleinimide
Maleimide, N-methyl-
1H-Pyrrole-2,5-dione, 1-methyl-
N-methyl maleimide
1-methyl-pyrrole-2,5-dione
P0TFZ8R21Y
1-methyl-2,5-dihydro-1H-pyrrole-2,5-dione
SEEYREPSKCQBBF-UHFFFAOYSA-N
N-methymaleimide
N-Methylomaleimide
WLN: T5VNVJ B1
1-methylazoline-2,5-dione
Maleimide-Related Compound
1-Methyl-1H-pyrrole-2,5-dione (ACI)
Maleimide, N-methyl- (6CI, 7CI, 8CI)
1-Methyl-2,5-dihydro-1H-pyrrole-2,5-dione
1-Methylpyrrole-2,5-dione
N-Methyl maleic imide
N-Methylpyrrole-2,5-dione
NSC 57594
1-Methyl-1H-pyrrole-2,5-dione; 1-Methylpyrrole-2,5-dione; N-Methylmaleinimide; N-Methylpyrrole-2,5-dione; NSC 57594
NSC-57594
UNII-P0TFZ8R21Y
PD135234
Z203053858
BRN 0108550
AKOS001276499
N-Methylmaleimide, 97%

MDL Number

MFCD00005508

Customs Code

2925190090

FAQ

What are the physical and chemical properties of N-Methylmaleimide (CAS: 930-88-1)?

N-Methylmaleimide (CAS: 930-88-1) is a colorless to light yellow liquid with a strong, pungent odor. It has a molecular weight of 140.12 g/mol and a melting point of -73°C. It is highly soluble in water and organic solvents. Chemically, it is reactive, particularly towards nucleophiles, and is often used in polymerization and as a crosslinking agent.

How is N-Methylmaleimide (CAS: 930-88-1) typically synthesized?

N-Methylmaleimide is typically synthesized by the reaction of maleic anhydride with methylamine. This process involves heating maleic anhydride with methylamine in the presence of a Lewis acid catalyst such as aluminum chloride to promote the reaction. The yield and selectivity are good, with a high purity product obtained.

What industries use N-Methylmaleimide (CAS: 930-88-1)?

N-Methylmaleimide (CAS: 930-88-1) is widely used in the pharmaceutical industry for drug synthesis, in polymer chemistry for producing copolymers, in the sensor industry for gas detection, and in the semiconductor industry for photolithography. Its reactivity makes it valuable in these applications.

What precautions should be taken when handling N-Methylmaleimide (CAS: 930-88-1)?

When handling N-Methylmaleimide (CAS: 930-88-1), use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work in a well-ventilated area or fume hood. Store in a cool, dry place away from heat sources and incompatible materials. Follow standard waste disposal procedures and consult the Safety Data Sheet (SDS) for specific guidelines.