TCI
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Description
TCI C2168, 2-Chloro-5-iodobenzoic Acid, is a substituted benzoic acid carrying a chlorine atom and an iodine atom at different positions on the aromatic ring. The compound belongs to the family of non-heterocyclic building blocks that are widely used as starting materials in multi-step synthesis. In the laboratory, it serves as an aromatic scaffold that is ready for modification, either through its carboxylic acid group to form esters and amides, or through its iodine atom as an entry point for transition-metal-catalysed cross-coupling reactions.
The property that makes this compound valuable is the presence of three reaction sites with different levels of reactivity within a single molecule. The carboxylic acid group allows the formation of amide, ester, acid chloride, or salt derivatives, and at the same time gives good solubility in aqueous basic solvents, which makes purification by acid-base extraction straightforward. The iodine atom reacts most readily in oxidative addition, so selective functionalisation can be carried out at that position first. The chlorine atom is far more inert and survives that process, acting as an electronic director as well as a reserve reaction site.
In Indonesian laboratories, this building block is typically used in university research groups, organic synthesis teaching laboratories, and industrial research units that develop new molecules in stages. It suits work where a chemist needs an aromatic core that can be elaborated in a controlled sequence rather than in a single step, and where the differing reactivity of the two halogen positions allows a synthetic route to be planned with confidence before the material is committed to a longer preparation.
Laboratory Applications
- Transition-metal-catalysed cross-coupling: the iodine atom undergoes oxidative addition most readily, making this compound a reliable coupling partner when a chemist needs a predictable, selective entry point on the ring.
- Amide and ester synthesis: the carboxylic acid group can be converted into amides, esters, acid chlorides, or salts, giving several straightforward routes to derivatives from one common starting material.
- Multi-step synthesis of target molecules: the three reaction sites of differing reactivity allow a synthetic route to be planned in stages, with each position addressed in a controlled sequence.
- Sequential dihalogen functionalisation: because chlorine is much more inert than iodine, the chlorine position survives the first coupling step and remains available as a reserve reaction site.
- Acid-base extraction workflows: good solubility in aqueous basic media means the material and its acidic derivatives can be separated and purified through routine acid-base extraction procedures.
Specifications
- Brand: TCI
- CAS number: 19094-56-5
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Product code: C2168
- Pack sizes: available in the standard TCI catalogue pack sizes for this item
- Storage: store in a closed container in a cool, dry place away from light
Handling and Storage
Store the material in a tightly closed original container in a cool, dry, and well-ventilated place, protected from direct sunlight and away from sources of heat or ignition. Amber glass or the supplier's original packaging is suitable, since the iodine substituent makes light protection sensible. Handle the compound in a fume hood using safety glasses, gloves, and a laboratory coat, as substituted benzoic acids are irritating to skin, eyes, and the respiratory tract. Keep the container away from strong bases and strong oxidising agents, close it immediately after weighing to limit moisture uptake, and consult the manufacturer's safety data sheet before use and before disposing of any residues.
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