N-(4-Nitrophenyl)maleimide from TCI is a maleimide derivative that carries a 4-nitrophenyl group on the imide nitrogen atom. Maleimides are known as highly reactive Michael acceptors toward thiols and as strong dienophiles in Diels-Alder reactions. Compounds in this class are therefore widely used in organic synthesis, polymer chemistry, and chemical biology. As a non-heterocyclic building block from TCI, this material combines a reactive maleimide unit with a nitroaromatic ring that can be modified further, so chemists can use it in multi-step synthetic routes.
The carbon-carbon double bond in the maleimide ring is strongly electron-poor because it sits between two carbonyl groups. As a result, it reacts quickly with thiol nucleophiles and with dienes in cycloaddition reactions. The nitrophenyl group on the nitrogen withdraws more electron density, which makes the maleimide even more reactive. The same group also gives a spectroscopic handle that makes reactions easier to monitor. The nitro group can be reduced to an amine to prepare N-(4-aminophenyl)maleimide or other derivatives. In polymer chemistry, N-arylmaleimides are known as comonomers that increase chain rigidity and heat resistance.
In Indonesia, this compound suits organic synthesis laboratories, polymer research groups, and university or institutional research teams that need a dependable maleimide reagent from an established brand. Researchers can use it for thiol-addition studies, cycloaddition experiments, and the preparation of functionalized aromatic intermediates. Because it is supplied under the TCI brand, laboratories get consistent product quality and documentation, which supports reproducible work, method development, and academic or industrial research projects across the country.
- Thiol-maleimide Michael addition: the strongly electron-poor double bond reacts readily with thiol nucleophiles, so the compound works well for studying or carrying out thiol conjugation chemistry.
- Diels-Alder cycloaddition: as a strong dienophile, the maleimide ring reacts efficiently with dienes, which makes it useful for building cyclic adducts in synthetic organic chemistry.
- Synthesis of amine derivatives: the nitro group can be reduced to an amine to give N-(4-aminophenyl)maleimide or related compounds, extending its use as a versatile synthetic intermediate.
- Polymer and copolymer research: N-arylmaleimides are known comonomers that increase chain rigidity and heat resistance, so this compound suits studies of thermally stable polymer materials.
- Reaction monitoring studies: the nitrophenyl group gives a spectroscopic handle, which helps researchers follow reaction progress and characterize products during method development and optimization work.
| Brand | TCI (product code N0638) |
|---|---|
| CAS number | 4338-06-1 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Building Blocks > Non-Heterocyclic Building Blocks |
| Pack sizes | available in TCI standard pack sizes; please confirm available sizes when ordering |
| Physical form | please refer to the TCI product documentation and certificate of analysis |
| Storage | keep the container tightly closed in a cool, dry place away from light and incompatible materials |
Store N-(4-Nitrophenyl)maleimide in its original, tightly sealed container in a cool, dry, well-ventilated area, away from direct light, moisture, heat sources, and incompatible substances such as strong nucleophiles, strong bases, and reducing agents. Because maleimides react readily with thiols, keep the material away from thiol-containing reagents during storage. Handle it in a fume hood and wear suitable personal protective equipment, including gloves, safety glasses, and a laboratory coat. Avoid breathing in dust and avoid contact with skin and eyes. Always read the TCI Safety Data Sheet before use, and dispose of waste according to local regulations and your institution's procedures.
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