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Description
TCI C2166, 1-Chloro-4-fluoro-2-nitrobenzene, is a substituted benzene compound carrying three functional groups at once: a chlorine, a fluorine, and a nitro group. It belongs to the family of fluorinated building blocks — starting materials designed to be assembled into more complex molecules. In organic synthesis and medicinal chemistry laboratories, this compound is widely used as an entry point for constructing functionalized aromatic frameworks, particularly in the preparation of aniline derivatives, benzimidazoles, and a broad range of fluorine-containing heterocyclic compounds.
The characteristic that makes this compound valuable is its electronic substitution pattern. The strongly electron-withdrawing nitro group activates the aromatic ring toward nucleophilic attack, so nucleophilic aromatic substitution reactions can proceed under relatively mild conditions. The presence of two different halogens at two different positions creates an opportunity for staged reactivity, because fluorine generally acts as the faster leaving group in nucleophilic aromatic substitution while the chlorine can be retained for a subsequent transformation. The nitro group itself can then be reduced to an amine, opening a further route to downstream chemistry.
In Indonesian laboratories, this material is typically found in university organic chemistry and medicinal chemistry research groups, in pharmaceutical and agrochemical research and development units, and in analytical or contract synthesis facilities that prepare intermediates on a small scale. It is generally handled in the fume hood as part of multi-step synthesis work, where a reliable, well-characterized halogenated intermediate saves the researcher from having to prepare the aromatic core from scratch.
Laboratory Applications
- Nucleophilic aromatic substitution (SNAr) — the nitro group activates the ring so amines, alcohols, and thiols can displace the fluorine under comparatively mild laboratory conditions.
- Aniline derivative synthesis — the nitro group can be reduced to an amine, giving direct access to substituted anilines that carry both halogen handles.
- Benzimidazole and heterocycle construction — the resulting ortho-amino halogenated aromatic serves as a classic precursor for closing fluorinated heterocyclic ring systems.
- Sequential functionalization strategies — the differing leaving-group ability of fluorine and chlorine lets chemists install two different substituents in a controlled, stepwise order.
- Medicinal chemistry scaffold preparation — the fluorine atom is retained in the final structure, a common design choice when building fluorinated candidate molecules for screening work.
Specifications
- Brand: TCI (Tokyo Chemical Industry)
- CAS Number: 345-17-5
- Catalog Code: C2166
- Chemical Name: 1-Chloro-4-fluoro-2-nitrobenzene
- Category: Chemistry > Building Blocks > Fluorinated Building Blocks
- Packaging and storage: supplied in the manufacturer's sealed laboratory packaging; refer to the accompanying TCI documentation for pack size, physical form, and the recommended storage temperature for the batch received.
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated place, away from direct sunlight, heat sources, and incompatible materials such as strong bases and strong reducing agents. Keep the compound in its original supplier packaging wherever possible; if transfer is required, use chemically compatible amber glass with a secure closure and label it clearly with the compound name and CAS number. Handle the material inside a functioning fume hood, wearing safety glasses, nitrile gloves, and a laboratory coat, since nitroaromatic halides are irritants and should not contact skin or eyes. Avoid generating dust or vapour, keep the working area clean, and collect residues and contaminated consumables as halogenated organic chemical waste. Always consult the manufacturer's Safety Data Sheet before first use and follow your institution's chemical hygiene procedures.
