TCI
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Description
1-(p-Tolyl)-1H-pyrrole-2,5-dione, also known as N-(p-tolyl)maleimide, is a synthetic organic compound belonging to the maleimide derivative class, featuring a five-membered imide ring attached to a p-tolyl aromatic group. In the chemistry laboratory, this compound serves as a highly versatile synthetic building block. Because the C=C double bond in the maleimide ring is electron-deficient, the molecule is highly reactive toward a range of transformations, including Diels-Alder reactions, Michael additions, and ene reactions. Researchers use it to build more complex molecular frameworks, ranging from pharmaceutical intermediates and functional polymer monomers to ligands for catalysis studies. Its availability in small pack sizes enables researchers to explore reactions efficiently on a milligram-to-gram scale.
The main advantage of this compound lies in the high reactivity of the maleimide group as both a dienophile and an electrophile, allowing reactions to proceed under relatively mild conditions without the need for expensive metal catalysts. This reactivity profile makes it a preferred choice for chemists seeking efficient and economical routes to functionalized molecules. The compound is compatible with a wide range of reaction conditions and can be readily incorporated into multi-step synthetic sequences, giving researchers flexibility during route design and optimization. Its small packaging supports economical, low-waste experimentation during method development and preliminary screening. Product quality from the TCI brand, which is widely recognized among chemists, ensures consistent and reliable results across batches and applications.
In Indonesian laboratories, this building block is typically used by synthetic organic chemists and materials researchers at universities, research institutes, and pharmaceutical R&D facilities. It is commonly applied in teaching and research projects involving Diels-Alder cycloadditions, conjugate addition chemistry, and the preparation of maleimide-based monomers for polymer synthesis. Researchers also employ it to design ligands and intermediates for catalysis studies and medicinal chemistry programs. Its convenient small packaging and dependable quality make it a practical choice for exploratory work in both academic and industrial settings across Indonesia, supporting everything from undergraduate training to advanced research on new molecular architectures.
Laboratory Applications
- Diels-Alder cycloaddition: As an electron-deficient dienophile, the maleimide C=C bond readily reacts with conjugated dienes to form six-membered ring systems, making it a dependable partner for constructing cyclic scaffolds under mild conditions.
- Michael addition: The electron-poor double bond of this maleimide acts as an excellent Michael acceptor, enabling conjugate addition of nucleophiles such as thiols and amines for rapid C-S and C-N bond formation in synthesis.
- Polymer monomer preparation: The reactive maleimide functionality can be incorporated into functional polymer monomers, allowing researchers to build cross-linkable or functionalizable polymer backbones for materials science applications.
- Catalysis ligand development: This compound serves as a versatile precursor for preparing ligands and catalyst intermediates, supporting studies in homogeneous catalysis where well-defined, tunable molecular frameworks are required.
- Pharmaceutical intermediate synthesis: Its clean reactivity and compatibility with mild conditions make it useful for building pharmaceutical intermediates, enabling efficient construction of complex bioactive molecular frameworks without harsh reagents.
Specifications
- Brand: TCI
- Product name: TCI M3573 1-(p-Tolyl)-1H-pyrrole-2,5-dione
- CAS number: 1631-28-3
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Pack sizes: available in small pack sizes suited to milligram-to-gram scale experimentation
- Storage note: keep the container tightly closed and store under the conditions recommended in the Handling and Storage section
Handling and Storage
Store the product in a cool, dry, well-ventilated area, away from direct sunlight, heat sources, and incompatible materials. Keep the container tightly closed when not in use and protect the contents from moisture, as exposure to humidity may affect the compound's stability. Use suitable containers made of chemically resistant materials and avoid transferring the substance into unlabeled or food-grade containers. When handling, wear appropriate personal protective equipment, including laboratory gloves, safety goggles, and a laboratory coat, and work in a fume hood to avoid inhalation of dust or vapors. Avoid skin and eye contact, and wash hands thoroughly after handling. Always consult the Safety Data Sheet supplied with the product for detailed hazard information and emergency procedures.
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