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N-Phenylmaleimide

N-Phenylmaleimide Basic information
Product Name:N-Phenylmaleimide
Synonyms:N-Phenylmaleimide,98+%;N-PHENYLMALEIMIDE(N-PMI);N-PHENYL MALEIMIDE extrapure;1H-Pyrrole-2,5-dione, 1-phenyl-;1H-Pyrrole-2,5-dione,1-phenyl-;1-phenyl-1h-pyrrole-5-dione;5-dione,1-phenyl-1H-Pyrrole-2;ImilexP
CAS:941-69-5
MF:C10H7NO2
MW:173.17
EINECS:213-382-0
Product Categories:intermediates;N-Substituted Maleimides;N-Substituted Maleimides, Succinimides & Phthalimides;Carbonyl Compounds;Cyclic Imides;Organic Building Blocks;941-69-5
Mol File:941-69-5.mol
N-Phenylmaleimide Structure
N-Phenylmaleimide Chemical Properties
Melting point 85-87 °C (lit.)
Boiling point 162-163 °C/12 mmHg (lit.)
density 1.2427 (rough estimate)
vapor pressure 0.021Pa at 25℃
refractive index 1.5200 (estimate)
Fp 162-163°C/12mm
storage temp. Sealed in dry,Room Temperature
solubility 815g/l insoluble
pka-0.81±0.20(Predicted)
form Crystalline Powder or Flakes
color Yellow
Water Solubility Soluble in water (slightly ), methanol, ethanol, and benzene.
Merck 14,7299
BRN 125098
InChIKeyHIDBROSJWZYGSZ-UHFFFAOYSA-N
LogP1.16 at 25℃
CAS DataBase Reference941-69-5(CAS DataBase Reference)
NIST Chemistry ReferenceN-Phenylmaleimide(941-69-5)
EPA Substance Registry SystemN-Phenylmaleimide (941-69-5)
Safety Information
Hazard Codes T,Xi,N
Risk Statements 25-36/37/38-23/24/25-50-43-41-38
Safety Statements 45-24/25-36/37/39-26-61-39-36/37
RIDADR UN 2811 6.1/PG 3
WGK Germany 3
RTECS ON5950000
F 10-21
Hazard Note Irritant
TSCA Yes
HazardClass 6.1
PackingGroup III
HS Code 29251995
MSDS Information
ProviderLanguage
1-Phenyl-1H-pyrrole-2,5-dione English
SigmaAldrich English
ACROS English
ALFA English
N-Phenylmaleimide Usage And Synthesis
Chemical Propertiesyellow crystalline powder or needles
UsesN-phenylmaleimide can be used as cross-linking agent in rubber vulcanization, can improve the heat resistance, impact resistance, hot melt processability. Also be used to produce heat-resistant polymers.
UsesDienophile in the Diels-Alder reaction. Usually gives cryst adducts.
UsesN-Phenylmaleimide is used as a dipolarophile in 1,3-cycloaddition reaction with a nitrone, useful for the preparation of crystalline adducts of dienes. It is used as a plastic modifier.
General DescriptionYellow needles.
Air & Water ReactionsSparingly water soluble .
Reactivity ProfileN-Phenylmaleimide is an imide. Amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx).
Fire HazardFlash point data for N-Phenylmaleimide are not available. N-Phenylmaleimide is probably combustible.
Flammability and ExplosibilityNonflammable
N-Phenylmaleimide Preparation Products And Raw materials
Preparation Products2 3-DICHLORO-N-PHENYLMALEIMIDE-->3-bromo-1-phenyl-1H-pyrrole-2,5-dione-->5-Benzyl-2-phenyltetrahydropyrrolo[3,4-c]pyrrole-1,3-dione-->2-phenyl-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione
3-Maleimidobenzoic acid N-hydroxysuccinimide ester 1-(2,6-DIMETHYL-PHENYL)-PYRROLE-2,5-DIONE O-Phthalimide N-Phenylmaleimide 4,4’-methylenebis(phenylmaleimide Pyrrole 1-(2-METHOXY-PHENYL)-PYRROLE-2,5-DIONE Succinimide DIALIFOS (2-Nitrophenyl)maleimide Maleimide PHENYL VALERATE 4-chloro-3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoic acid N,N'-1,3-Phenylene bismaleimide 1-(3-CHLORO-PHENYL)-PYRROLE-2,5-DIONE Phenylhydrazine N-(4-DIMETHYLAMINO-3,5-DINITROPHENYL)MALEIMIDE N-(4-ETHYLPHENYL)MALEIMIDE
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