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Description
TCI D2722 2,5-Dichloro-4-nitroaniline is an aniline derivative bearing two chlorine atoms at the 2- and 5-positions together with a nitro group at the 4-position. The compound is a characteristic non-heterocyclic building block for functionalised aromatic chemistry, because a single benzene ring carries three different substituent types with contrasting electronic character: an electron-donating amino group alongside electron-withdrawing nitro and chloro groups. In the laboratory, materials of this kind serve as important starting materials for the synthesis of dyes, pigments, and a wide range of advanced aromatic and heterocyclic compounds.
The property that makes this compound a preferred choice is a substitution pattern that strongly governs the direction of reaction. The powerfully electron-withdrawing nitro group activates the ring toward nucleophilic aromatic substitution, so that the chlorine atom at a given position can be displaced by nucleophiles such as amines, alkoxides, or thiolates. The nitro group itself can be reduced to an amino group, opening a route toward diamine compounds and the formation of heterocyclic rings. The free amino group permits acylation as well as diazotisation to form diazonium salts, a key step in the preparation of azo dyes. The characteristic yellow colour typical of nitroaniline compounds is also a familiar feature of this material class.
In Indonesian laboratories, a reagent of this type is typically used in synthetic organic chemistry work at research institutes, university teaching and research laboratories, and industrial R&D units serving the dye and pigment sector. It is normally handled at bench scale for multi-step synthesis, for preparing intermediates toward azo dyes and heterocyclic targets, and for method development where a predictable, well-defined substitution pattern on the aromatic ring is required to control regiochemistry.
Laboratory Applications
- Azo dye synthesis: the free amino group can be diazotised to a diazonium salt, the key coupling step used to build azo chromophores in dye and pigment preparation work.
- Nucleophilic aromatic substitution studies: the strongly electron-withdrawing nitro group activates the ring so chlorine can be displaced by amines, alkoxides, or thiolates under controlled conditions.
- Heterocyclic ring construction: reduction of the nitro group gives access to diamine intermediates, which are the standard precursors for closing benzimidazole-type and related heterocyclic rings.
- Multi-step aromatic intermediate preparation: three electronically distinct substituent types on one ring let chemists direct successive transformations selectively toward complex functionalised aromatic targets.
- Pigment and colourant research: as a nitroaniline-class starting material, it supports the preparation and structural modification of coloured aromatic compounds during formulation and product development studies.
Specifications
- Brand: TCI
- Product code: D2722
- CAS number: 6627-34-5
- Chemical name: 2,5-Dichloro-4-nitroaniline
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Pack sizes: available in standard TCI catalogue packaging; please confirm the required pack size when ordering
- Storage: keep in the tightly closed original container, protected from light, in a cool, dry, well-ventilated place
Handling and Storage
Store the material in its tightly closed original container in a cool, dry, well-ventilated area, away from light, heat, ignition sources, and incompatible substances such as strong oxidising agents and strong bases. Amber glass or the supplier's original packaging is suitable; keep containers clearly labelled and re-seal them immediately after use to limit moisture uptake and contamination. Handle in a fume hood, wear nitrile gloves, safety goggles, and a laboratory coat, and avoid inhalation of dust and contact with skin or eyes. Weigh out quantities carefully to minimise airborne particles, wash hands thoroughly after handling, and consult the manufacturer's safety data sheet before use. Collect residues and contaminated materials as chemical waste and dispose of them according to applicable institutional and local regulations.
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