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Description
TCI D3644 4,5-Difluoro-2-nitroaniline is a fluorinated building block that combines three important features on a single benzene framework: an amino group, a nitro group positioned ortho to it, and two adjacent fluorine atoms. In synthetic laboratories, this substitution pattern is highly valued because it opens up many transformation pathways. The nitro group can be reduced to an amine to give an o-phenylenediamine, which can be cyclized directly into benzimidazoles, quinoxalines, or benzotriazoles, while the fluorine atoms activated by the nitro group create opportunities for nucleophilic aromatic substitution with amines, alkoxides, or thiolates.
The main property that leads chemists to select this material is the combination of fluorine and a strong electron-withdrawing group. The nitro group strongly activates the ring toward nucleophilic substitution, so displacement of fluorine can proceed under relatively mild and directed conditions, giving the chemist clear regiochemical control. Fluorine atoms retained in the final product offer benefits of their own, since fluorine is known to influence metabolic stability, the acidity of neighbouring groups, and binding affinity in bioactive compounds. As a solid, the reagent is straightforward to weigh out and dispense.
In Indonesian laboratories, this reagent typically appears in university research groups, pharmaceutical and agrochemical discovery programmes, and contract synthesis work where heterocyclic scaffolds are constructed step by step. Because it is supplied as a catalogue reagent from TCI, it fits routine method development and small-scale synthesis planning, where researchers need a defined starting material they can reorder consistently for repeat batches and for scale-up of previously validated routes.
Laboratory Applications
- Benzimidazole synthesis — reduction of the nitro group produces an o-phenylenediamine that cyclizes readily, making this compound a direct two-step entry to fluorinated benzimidazole cores.
- Quinoxaline and benzotriazole preparation — the same ortho amino-nitro relationship supplies the diamine precursor these ring systems require, so one reagent serves several heterocyclic targets.
- Nucleophilic aromatic substitution studies — the nitro group activates the adjacent fluorines toward displacement by amines, alkoxides, or thiolates under relatively mild, regiochemically controlled conditions.
- Medicinal chemistry building block work — retained fluorine atoms influence metabolic stability, neighbouring group acidity, and binding affinity, which is why fluorinated scaffolds are favoured in bioactive compound design.
- Agrochemical and discovery-scale route development — as a defined solid catalogue reagent, it supports reproducible small-scale synthesis and method development that can later be repeated on larger batches.
Specifications
- Brand: TCI (Tokyo Chemical Industry)
- CAS number: 78056-39-0
- Chemical name: 4,5-Difluoro-2-nitroaniline
- Category: Chemistry > Building Blocks > Fluorinated Building Blocks
- Physical form: solid, easily weighed and dispensed
- Pack sizes: available in standard TCI catalogue research pack sizes; please confirm the required quantity when ordering
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated area away from direct sunlight, moisture, and sources of heat or ignition, and keep it separated from strong reducing agents and strong bases. Use the original supplier container or an equivalent tightly sealed, chemically compatible amber or opaque vessel, clearly labelled with the compound name and CAS number. Handle in a fume hood using nitrile gloves, safety goggles, and a laboratory coat, and avoid generating dust when weighing the solid. Wash hands after handling, clean spills promptly with dry collection methods, and dispose of residues and contaminated materials as nitroaromatic chemical waste in line with your institution's procedures. Always consult the manufacturer's safety data sheet before first use.
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