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Description
TCI C3083 3-Chloro-4-hydroxybenzonitrile is a multiply functionalised aromatic compound positioned as a non-heterocyclic building block for organic synthesis work. The molecule carries three reactive elements on a single benzene ring at once — a phenolic hydroxyl group, a chlorine atom, and a nitrile group — which allows it to serve as an efficient starting point whenever researchers need to construct more elaborate aromatic frameworks. In a synthesis laboratory, a material of this kind saves steps because its substitution pattern is already established from the outset and does not have to be assembled through a long, costly sequence of functionalisation reactions that risks yield loss at every stage.
The characteristic that makes this compound a frequent choice is the orthogonality of its functional groups. The phenolic hydroxyl can be alkylated or arylated through Williamson or Mitsunobu reactions to form ethers, while the nitrile group can be hydrolysed to the amide and the carboxylic acid, reduced to the corresponding benzylamine, or cyclised to a tetrazole. The chlorine atom adjacent to the hydroxyl group also influences the acidity of the phenol and opens the way for metal-catalysed coupling reactions, so a single reagent supports several different synthetic directions without requiring a separate substrate for each route.
In Indonesian laboratories, materials in this class are typically used in university and institutional research groups working on organic synthesis, medicinal chemistry, and materials chemistry, where a pre-functionalised aromatic core shortens the route to a target molecule. It is ordered as a research-grade building block for bench-scale work rather than for production quantities, and is generally kept as part of a working stock of aromatic intermediates that synthesis groups draw on across multiple projects.
Laboratory Applications
Ether synthesis via Williamson or Mitsunobu reactions — the phenolic hydroxyl group is readily alkylated or arylated, giving direct access to substituted aryl ether scaffolds without prior functionalisation.
Nitrile transformation chemistry — the nitrile group can be hydrolysed stepwise to the amide and then the carboxylic acid, providing a controlled route to two distinct product classes from one substrate.
Benzylamine preparation — reduction of the nitrile group affords the corresponding benzylamine, which is useful where an aromatic amine handle is needed for subsequent coupling or derivatisation work.
Tetrazole formation — cyclisation of the nitrile group converts this building block into a tetrazole-bearing aromatic system, a transformation frequently used in medicinal chemistry programmes.
Metal-catalysed coupling chemistry — the chlorine atom on the ring provides a site for catalytic coupling reactions, allowing further carbon–carbon or carbon–heteroatom bond formation on the aromatic core.
Specifications
Brand: TCI
CAS number: 2315-81-3
Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Product code: C3083
Pack sizes: available in standard research-scale packaging; please confirm the size options when ordering.
Storage: keep in a closed original container under the conditions stated on the manufacturer's label and safety data sheet.
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated area away from direct sunlight, heat sources, and incompatible materials, following the storage conditions specified on the manufacturer's label and safety data sheet. Keep the material in its original supplier container, or in an equivalent chemically compatible, clearly labelled vessel if transferred. Handle in a fume hood using appropriate personal protective equipment, including safety glasses, gloves, and a laboratory coat, and avoid inhalation of dust and contact with skin and eyes. Close the container promptly after each use to limit exposure to air and moisture, and dispose of residues and contaminated materials in accordance with applicable chemical waste procedures.
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