20299-79-0

Basic information

• Product Name: 1-(3-METHYLPHENYL)-1H-PYRROLE-2,5-DIONE
• Synonyms: ASISCHEM C66322;1-(3-METHYLPHENYL)-1H-PYRROLE-2,5-DIONE;AKOS MSC-0014;N-(3-METHYLPHENYL)MALEIMIDE;1-(3-methylphenyl)-3-pyrroline-2,5-quinone;1-(3-methylphenyl)pyrrole-2,5-dione
• CAS NO: 20299-79-0
• Molecular Formula: C₁₁H₉NO₂
• Molecular Weight: 187.19
• Mol File: 20299-79-0.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 333.5 °C at 760 mmHg
• Flash Point: 154.3 °C
• Appearance: /
• Density: 1.277 g/cm³
• Vapor Pressure: 0.000136mmHg at 25°C
• Refractive Index: 1.615
• CAS DataBase Reference: 1-(3-METHYLPHENYL)-1H-PYRROLE-2,5-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-METHYLPHENYL)-1H-PYRROLE-2,5-DIONE(20299-79-0)
• EPA Substance Registry System: 1-(3-METHYLPHENYL)-1H-PYRROLE-2,5-DIONE(20299-79-0)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 20299-79-0(Hazardous Substances Data)

Usage

Description

1-(3-METHYLPHENYL)-1H-PYRROLE-2,5-DIONE, also known as 3-Methylphenyl-1H-pyrrole-2,5-dione, is a pyrrole derivative with the molecular formula C11H9NO2. It features a phenyl group attached to a pyrrole ring, which is further functionalized with a 1H-pyrrole-2,5-dione group. This chemical compound holds potential in biological and pharmaceutical fields, particularly as a building block for synthesizing complex organic molecules and in the development of new drugs and pharmaceutical products. Further research and testing are essential to explore its full potential and applications.

Uses

Used in Pharmaceutical Industry:
1-(3-METHYLPHENYL)-1H-PYRROLE-2,5-DIONE is used as a building block for the synthesis of complex organic molecules, which can be further utilized in the development of new drugs and pharmaceutical products. Its unique structure and functional groups make it a promising candidate for creating novel therapeutic agents.
Used in Chemical Synthesis:
1-(3-METHYLPHENYL)-1H-PYRROLE-2,5-DIONE is used as a key intermediate in the synthesis of various organic compounds. Its presence of a phenyl group and 1H-pyrrole-2,5-dione functional group allows for versatile chemical reactions, enabling the formation of a wide range of molecules with potential applications in different industries.

InChI:InChI=1/C11H9NO2/c1-8-3-2-4-9(7-8)12-10(13)5-6-11(12)14/h2-7H,1H3

Upstream product

• 54012-55-4 3-m-tolylcarbamoyl-acrylic acid 
• 42537-50-8 (Z)-4-oxo-4-(m-tolylamino)but-2-enoic acid 
• 108-31-6 maleic anhydride 
• 108-44-1 1-amino-3-methylbenzene 
• 541-59-3 maleiimide 

Downstream Products

• 500551-65-5 3-m-tolylcarbamoyl-acrylic acid methyl ester 
• 1229020-46-5 C₃₀H₄₅N₃O₃ 
• 1233703-80-4 (S)-1-(3-methylphenyl)-3-(2-oxopropyl)pyrrolidine-2,5-dione 
• 1264932-10-6 ethyl 9,11-dioxo-10-(m-tolyl)-6,9,10,11-tetrahydro-5H-pyrrolo[3',4':3,4]pyrrolo[2,1-a]isoquinoline-8-carboxylate 
• 1312945-54-2 (R)-ethyl 2-cyano-2-((S)-2,5-dioxo-1-(m-tolyl)pyrrolidin-3-yl)-2-phenylacetate 
• 1332828-57-5 C₁₇H₁₇NO₄ 
• 1440143-69-0 C₁₆H₁₅NO₄ 

Relevant articles and documents

Benzene Triimides: Facile Synthesis and Self-Assembly Study

Herein, we report an efficient one-pot condensation of maleimide derivatives in the presence of acetic acid and water to afford a series of benzene triimides (BTIs). The structure, physicochemical properties and electrochemistry behavior of BTIs were studied by means of X-ray crystallography, UV-Vis spectra, cyclic voltammetry and differential pulse voltammetry. Owing to the planar structure and unique electron-deficient nature, BTIs can self-assemble into different motifs including nanorod, nanotube, nanobrick and cross-linked structure depending on different N-substituents. The origin for different self-assemblies was ascribed to the intermolecular lone pair-π interaction or a balance of lone pair-π and π-π stacking.

Cheap and efficient preparation method of benzene triimide and derivative thereof

The invention discloses a preparation method of benzene triimide (BTI) and a derivative thereof, wherein the structural general formula of the compound is represented by a formula I. The preparation method comprises the following steps: under the condition of refluxing in a mixed solution of acetic acid and water, carrying out an intermolecular aromatic ring construction reaction on a maleimide derivative represented by a formula II to obtain the benzene triimide (BTI) and the derivative I thereof. According to the invention, the cheap and easily available raw materials maleic anhydride and maleimide and the cheap and easily available primary amine compound are selected and subjected to simple addition, elimination and amination to rapidly prepare a large amount of maleimide derivatives, and further the maleimide derivatives are subjected to an intermolecular cyclization reaction to rapidly prepare the benzene triimide (BTI) and the derivative thereof in one step, so that the reactionconditions are mild, and the obtained product is stable in air and easy to separate and purify, and has good application prospect.

Graphene Oxide as a Carbocatalyst for a Diels–Alder Reaction in an Aqueous Medium

The Diels–Alder (DA) reaction, a [4+2] cycloaddition reaction, is highly important in synthetic organic chemistry and is frequently used in the synthesis of natural products containing six-membered rings. Herein, we report an efficient protocol for the DA reaction between 9-hydroxymethylanthracene and N-substituted maleimides using two-dimensional graphene oxide (GO) as a heterogeneous carbocatalyst in an aqueous medium at room temperature. High yields, a wide substrate scope, low temperature, excellent functional group tolerance, atom economy, and water as a green solvent are noteworthy features of this protocol. The heterogeneous GO catalyst can be easily recovered and used multiple times without any significant loss in catalytic activity.