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Description
1-Chloro-2-fluoro-4-nitrobenzene is a halogenated aromatic building block that carries three functional groups on a single benzene ring: chlorine, fluorine, and a nitro group. This combination makes it a versatile reagent in organic synthesis, particularly for nucleophilic aromatic substitution reactions. The strongly electron-withdrawing nitro group activates the ring, leaving the halogenated positions susceptible to attack by nucleophiles such as amines, alkoxides, and thiolates. In the laboratory, this compound frequently serves as a starting point for preparing substituted anilines, benzimidazoles, benzoxazoles, and other heterocyclic frameworks required in pharmaceutical and agrochemical research.
The property that makes this reagent a preferred choice is the difference in reactivity between the two halogens on the ring, which allows chemists to carry out stepwise and controlled functionalization. The fluorine atom adjacent to the nitro group generally acts as the more reactive leaving group under nucleophilic aromatic substitution conditions, while the chlorine can be retained for subsequent transformations such as metal-catalyzed cross-coupling. The presence of fluorine is also valuable in drug molecule design, because it influences metabolic stability and lipophilic character.
In Indonesian laboratories, this building block is typically used in university research groups, pharmaceutical development units, and agrochemical laboratories that build substituted aromatic and heterocyclic scaffolds. It supports synthetic route development where a single intermediate must be elaborated in more than one direction, and it is well suited to bench-scale exploratory work in which the chemist sequences reactions on the ring before advancing the material to later steps.
Laboratory Applications
- Nucleophilic aromatic substitution: the nitro group activates the ring so that amines, alkoxides, and thiolates displace a halogen cleanly under standard laboratory conditions.
- Substituted aniline synthesis: the activated ring provides a direct entry point for installing nitrogen nucleophiles, giving aniline precursors used widely in downstream medicinal chemistry work.
- Benzimidazole and benzoxazole construction: the compound serves as a starting material for heterocyclic frameworks needed in pharmaceutical and agrochemical research programmes.
- Stepwise functionalization strategies: the reactivity difference between fluorine and chlorine lets chemists substitute one position first while deliberately preserving the other for later.
- Cross-coupling intermediate preparation: chlorine retained after the substitution step remains available for metal-catalyzed cross-coupling, extending the scaffold in a second controlled transformation.
Specifications
- Brand: TCI
- Product code: C2195
- CAS number: 350-31-2
- Category: Chemistry > Building Blocks > Fluorinated Building Blocks
- Pack sizes: available in standard TCI research pack sizes; please confirm the option required when ordering.
- Storage: keep in a cool, dry place in the tightly closed original container.
Handling and Storage
Store the material in a cool, dry, well-ventilated area, away from heat sources, direct sunlight, and incompatible substances. Keep it in the tightly closed original container, since intact manufacturer packaging protects the contents and preserves label and batch information. Handle the compound in a fume hood and wear appropriate personal protective equipment, including safety goggles, chemical-resistant gloves, and a laboratory coat. Avoid contact with skin and eyes and avoid inhaling any vapour or dust. Nitroaromatic compounds should be treated as hazardous, so follow the manufacturer's safety data sheet and your institution's chemical waste procedures for handling, spill response, and disposal.
