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CAS 603-62-3

3-Nitrophthalimide TCI N0666

3-Nitrophthalimide TCI N0666

Chemical Identity

CAS No.
603-62-3
PubChem
CID 11779·SID 87573978
Formula
C8H4N2O4
Molecular weight
192.13 g/mol
Purity
>97.0%(T)
Reference databases
ECHA
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
4-nitroisoindole-1,3-dione
SMILES
C1=CC2=C(C(=C1)[N+](=O)[O-])C(=O)NC2=O
InChIKey
BONIIQYTWOPUQI-UHFFFAOYSA-N
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3-Nitrophthalimide from TCI (product code N0666) is an aromatic compound derived from phthalimide. It has a nitro group at the 3-position of a benzene ring that is fused to an imide ring. In organic chemistry laboratories it serves as a non-heterocyclic building block, meaning a starting material for constructing more complex molecules. Because the nitro group and the imide group sit on one rigid framework, the molecule offers two reactive sites that chemists can work on step by step. For this reason it is often used in the synthesis of pharmaceutical intermediates, dyes and fluorescent compounds.

Chemists choose this compound mainly because its nitro group is easy to reduce to an amine. The reduction gives 3-aminophthalimide derivatives, a family of compounds well known in fluorescence research and medicinal chemistry. The imide nitrogen can also be alkylated or substituted, so researchers can add a range of functional groups without damaging the aromatic framework. The nitro group pulls electrons away from the ring and changes how the ring reacts, which makes the compound useful for studying the mechanisms of aromatic substitution. TCI's consistent product quality also makes synthesis results easier to reproduce from one batch to the next.

In Indonesia, 3-Nitrophthalimide suits university organic chemistry laboratories, pharmaceutical research and development groups, and institutional research centres working on new molecules. Graduate students and researchers can use it as a starting material in multistep synthesis projects, in coursework on functional group transformations, and in exploratory work on fluorescent probes. Development laboratories preparing intermediates for dyes or active compounds can also use it as a dependable, well-defined starting point. Its clear structure and predictable reactivity make it suitable for both teaching and research.

  • Pharmaceutical intermediate synthesis: the nitro and imide groups give two separate reactive sites, so chemists can build drug-like molecules step by step on one stable aromatic framework.
  • Preparation of 3-aminophthalimide derivatives: the nitro group reduces readily to an amine, giving a family of compounds widely studied in fluorescence research and medicinal chemistry.
  • Development of fluorescent compounds and probes: once the nitro group is reduced and the imide is modified, the resulting aminophthalimide framework is a useful starting point for designing fluorescent molecules.
  • Dye and colourant research: the functionalised aromatic phthalimide core lets researchers attach different groups and study how structural changes affect the final compound's properties.
  • Mechanistic studies of aromatic substitution: the electron-withdrawing nitro group changes how the ring reacts, which makes this compound a good model substrate for studying substitution reactions and regioselectivity.

Brand TCI (product code N0666)
CAS number 603-62-3
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes available in TCI's standard pack sizes; please confirm the current options with AMI Scientific
Physical form see the TCI product specification and certificate of analysis
Storage keep the container tightly closed in a cool, dry place, following the TCI label and SDS

Store 3-Nitrophthalimide in its original, tightly closed container in a cool, dry, well-ventilated area, away from direct sunlight, heat sources and moisture. Keep it separate from strong oxidising agents, strong reducing agents and strong bases. If you move material into another container, use a clean, dry, chemically compatible glass or suitable plastic bottle and label it clearly. Handle the compound only in a well-ventilated area or fume hood, and wear suitable protective gloves, safety glasses and a laboratory coat. Avoid creating dust, breathing it in, and contact with skin or eyes. Always read the Safety Data Sheet supplied by TCI before use, and dispose of waste according to local regulations and your institution's procedures.

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