4-Nitrochalcone from TCI (catalog number N0839) is a chalcone derivative. Chalcones are α,β-unsaturated aromatic ketones in which two aromatic rings are joined by a propenone bridge. In this compound, one of the rings carries a nitro group in the para position. Chalcones are known as the core scaffold in flavonoid biosynthesis and are widely studied in medicinal chemistry. In the laboratory, 4-Nitrochalcone serves as a non-heterocyclic building block for making a range of heterocyclic compounds, and as a model compound in reactivity studies.
Researchers choose 4-Nitrochalcone because its conjugated enone system is a good Michael acceptor, so it reacts readily with nucleophiles. It can also be cyclized with hydrazine, hydroxylamine, urea or guanidine to give pyrazolines, isoxazolines and pyrimidines. The electron-withdrawing nitro group makes the conjugated system more electrophilic. Once the nitro group is reduced to an amine, it becomes a handle for further modification. The extended conjugation also gives the compound a characteristic UV-Vis absorption, so reaction progress is easy to follow by spectroscopy.
In Indonesia, research on chalcones and their derivatives is very popular in university faculties, especially in pharmacy and chemistry departments. There, chalcone scaffolds are often used in student theses, final-year projects and research on synthesis and bioactivity. 4-Nitrochalcone suits organic synthesis teaching labs, research groups working on new heterocyclic derivatives, and laboratories that study structure-activity relationships. Having a well-characterized compound from TCI helps researchers get reproducible results and makes it easier to compare them with published literature.
- Heterocycle synthesis: the enone system cyclizes with hydrazine, hydroxylamine, urea or guanidine, making this compound a practical starting point for pyrazolines, isoxazolines and pyrimidines.
- Michael addition studies: the conjugated enone is a good Michael acceptor, and the para-nitro group increases its electrophilicity, so it reacts well with a wide range of nucleophiles.
- Medicinal chemistry scaffold work: chalcones are widely studied frameworks in medicinal chemistry, so this compound is a sensible core for building and comparing libraries of derivatives.
- Functional group transformation: the nitro group can be reduced to an amine, which opens the way to further steps such as amide formation or other modifications at the aromatic ring.
- Reaction monitoring and reactivity models: the extended conjugation gives a distinctive UV-Vis absorption, which makes it easy to follow reactions spectroscopically in kinetic and mechanistic studies.
| Brand | TCI (catalog number N0839) |
|---|---|
| CAS number | 1222-98-6 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Building Blocks > Non-Heterocyclic Building Blocks |
| Pack sizes | available in TCI standard pack sizes; please ask AMI Scientific which sizes are currently offered |
| Physical form | see the TCI product label and Certificate of Analysis |
| Storage | keep tightly closed in a cool, dry place away from light, as stated on the TCI product label |
Store 4-Nitrochalcone in its original, tightly sealed container in a cool, dry, well-ventilated area, away from direct light, heat sources and strong oxidizing or reducing agents. Amber glass or other light-protective containers are suitable if you move the material to another container. Handle the compound in a fume hood and wear standard personal protective equipment: a lab coat, chemical-resistant gloves and safety glasses. 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 your institution's chemical waste procedures.
—
Produk Terkait
-
3-Nitrochalcone TCI N0936
Regular price Rp 1.035.300,00Regular price -
4,4'-Dichlorochalcone TCI D4846
Regular price From Rp 2.359.350,00Regular price -
4'-Chlorochalcone TCI C3259
Regular price From Rp 795.900,00Regular price -
4-Butyl-4'-hydroxychalcone TCI B2741
Regular price Rp 3.922.800,00Regular price -
(E)-4'-Methylchalcone TCI M2777
Regular price From Rp 2.279.550,00Regular price -
4-Methoxychalcone TCI M1409
Regular price Rp 3.207.750,00Regular price -
(E)-2'-Hydroxy-3,4-dimethoxychalcone TCI H1598
Regular price Rp 8.162.700,00Regular price -
2'-Hydroxy-2-methoxychalcone TCI H1493
Regular price Rp 2.889.600,00Regular price
