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Description
2,5-Dichlorobenzonitrile is an aromatic building block that carries a nitrile group together with two chlorine atoms at the 2 and 5 positions of the benzene ring. This arrangement of functional groups makes it a highly useful starting material in organic synthesis, because each group can be elaborated into a different structure. The nitrile group can be converted into a carboxylic acid, an amide, an amine, or a heterocyclic ring such as a tetrazole, while the chlorine atoms serve as attachment points in aromatic substitution reactions and in transition-metal-catalysed coupling reactions that are routinely used in modern research laboratories.
The characteristics that lead researchers to select this compound are its clearly defined substitution pattern and its physical form as a stable solid that is straightforward to handle. The electron-withdrawing nitrile group activates the ring towards nucleophilic aromatic substitution, so that displacement of a chlorine atom can proceed under reasonable conditions without requiring extreme reagents. The 2 and 5 positions also give the two chlorine atoms different electronic and steric environments, which gives researchers the opportunity to achieve selectivity during the functionalisation step. Its stability at room temperature makes the material convenient to work with.
In Indonesian laboratories, this building block is typically used in organic synthesis and medicinal chemistry research groups at universities and research institutes, as well as in industrial development laboratories that prepare intermediates. Because it is a stable solid that can be stored at ambient temperature, it suits laboratories that need a starting material which remains reliable between experiments and can be weighed out in small portions for exploratory reaction screening.
Laboratory Applications
Nitrile transformation chemistry — the nitrile group can be converted into carboxylic acids, amides, or amines, giving one starting material access to several different product classes in a research programme.
Tetrazole synthesis — the nitrile function serves as the direct precursor for building tetrazole rings, a heterocyclic motif frequently targeted in medicinal chemistry and materials research work.
Nucleophilic aromatic substitution — the electron-withdrawing nitrile activates the ring so that chlorine displacement proceeds under reasonable conditions without the need for extreme or hazardous reagents.
Transition-metal-catalysed cross-coupling — the chlorine atoms act as attachment points for coupling reactions that are routinely applied in modern synthetic and discovery laboratories today.
Selective functionalisation studies — the different electronic and steric environments of the 2 and 5 chlorine atoms allow researchers to explore and develop position-selective reaction conditions.
Specifications
Brand: TCI
Product code: D4018
CAS number: 21663-61-6
Chemical name: 2,5-Dichlorobenzonitrile
Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Physical form: solid, stable at room temperature
Pack sizes: available in standard laboratory pack sizes; please refer to the current product listing
Storage: stable at room temperature; follow the manufacturer's product documentation
Handling and Storage
Store the material in its original tightly closed container, kept in a dry, well-ventilated area away from moisture and incompatible substances. The compound is stable at room temperature, so ambient storage is generally suitable, but the manufacturer's product documentation and safety data sheet should always be consulted for the definitive conditions. Handle the solid in a fume hood using appropriate personal protective equipment, including safety glasses, gloves, and a laboratory coat, and avoid generating or inhaling dust during weighing and transfer. Reseal containers promptly after use, label all working solutions clearly, and dispose of residues and contaminated materials in accordance with local laboratory waste regulations.
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