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Description
TCI D4694, CAS 2339-78-8, is 1,2-Dichloro-4-fluoro-5-nitrobenzene, a fluorinated building block that combines three different types of electron-withdrawing substituents on a single benzene ring: two chlorine atoms, one fluorine atom, and one nitro group. This arrangement of substituents makes it one of the reliable substrates for nucleophilic aromatic substitution reactions. In organic synthesis laboratories, the material serves as a starting scaffold for constructing multiply substituted aromatic compounds that are difficult to obtain through conventional electrophilic substitution routes.
The most prominent characteristic of this compound is the activation of the ring by the nitro group, which sits in exactly the right position to promote selective displacement of the fluorine atom. In nucleophilic aromatic substitution, fluorine is a far more responsive leaving group than chlorine once the ring has been activated, so researchers can replace the fluorine first while both chlorine atoms remain intact as sites for subsequent reactions. This graded reactivity pattern is what makes the building block a preferred choice for anyone who needs to install amine, ether, or thioether groups at specific positions with a controlled substitution pattern.
In Indonesian laboratories, this reagent is typically used in organic synthesis and medicinal chemistry research groups that build substituted aromatic frameworks step by step. It is well suited to work where the sequence of substitution must be planned in advance, allowing a first nucleophile to be introduced at the fluorine position and the remaining chlorine positions to be addressed later in the synthetic route.
Laboratory Applications
Nucleophilic aromatic substitution studies: the nitro group activates the ring so the fluorine atom is displaced selectively, giving a clean and predictable entry point for a first nucleophile.
Synthesis of multiply substituted aromatics: the combination of two chlorines, one fluorine, and one nitro group provides several distinct reaction sites on a single benzene ring.
Installation of amine substituents: amine nucleophiles can be introduced at the activated fluorine position while both chlorine atoms are preserved for later transformations in the route.
Preparation of aryl ethers and thioethers: oxygen and sulfur nucleophiles react at the activated position, letting researchers build ether or thioether linkages with a controlled substitution pattern.
Building-block chemistry for compounds unavailable by electrophilic routes: it serves as a starting scaffold for aromatic targets that conventional electrophilic substitution cannot reach efficiently.
Specifications
Brand: TCI
CAS number: 2339-78-8
Chemical name: 1,2-Dichloro-4-fluoro-5-nitrobenzene
Category: Chemistry > Building Blocks > Fluorinated Building Blocks
Pack sizes: available in standard laboratory research pack sizes; please confirm the currently offered packaging when ordering
Storage: keep in the tightly closed original container, in a cool, dry, well-ventilated place away from incompatible materials
Handling and Storage
Store the material in its original tightly closed container in a cool, dry, and well-ventilated area, away from heat, ignition sources, and incompatible substances such as strong bases and strong reducing agents. Keep containers clearly labelled and sealed when not in use to limit moisture uptake and vapour release. All handling, weighing, and transfers should be carried out inside a functioning fume hood, using appropriate personal protective equipment including chemical-resistant gloves, safety goggles, and a laboratory coat. Avoid contact with skin and eyes and avoid breathing any dust or vapour. Nitroaromatic compounds warrant careful handling, so keep quantities on the bench to a minimum and return stock containers to their designated storage location promptly. Collect residues and contaminated materials as chemical waste and dispose of them according to institutional and local regulations. Always consult the manufacturer's safety data sheet before beginning work.
