TCI
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Description
TCI C2097 1-Chloroisoquinoline is an isoquinoline derivative carrying a chlorine atom at the first position, the carbon directly adjacent to the ring nitrogen. Isoquinoline is a bicyclic heterocyclic framework that forms the core of many natural alkaloids as well as pharmacologically active molecules, which makes its derivatives highly sought after in organic synthesis. As a heterocyclic building block, this material gives researchers a complete isoquinoline skeleton together with one reactive site already installed at the most strategic position, so the construction of a target molecular structure can begin from a far more advanced stage.
The property that makes it a preferred material is the characteristic reactivity of the chlorine atom at position one. Because it sits directly next to the electron-withdrawing ring nitrogen, this position is strongly activated toward nucleophilic attack, so the chlorine is readily displaced by amines, alkoxides, thiolates, or carbon nucleophiles under reasonable reaction conditions. The same position is also well suited to palladium-catalysed cross-coupling reactions such as Suzuki, Buchwald–Hartwig, and Sonogashira, so a single starting material can lead to a wide variety of different derivatives.
In Indonesian laboratories this compound is typically used in university and institutional research settings where synthetic organic chemistry, medicinal chemistry, and heterocyclic chemistry work is carried out. It serves as a starting material for postgraduate research projects, for method development in synthesis groups, and for preparing substituted isoquinoline libraries. Supplied as a TCI catalogue item, it fits laboratories that need a well-defined heterocyclic building block for reproducible small-scale synthetic work.
Laboratory Applications
- Nucleophilic aromatic substitution studies — the chlorine at position one is activated by the adjacent ring nitrogen, so amines, alkoxides, and thiolates displace it under reasonable conditions.
- Suzuki cross-coupling — the carbon–chlorine bond at position one serves as the coupling site for palladium-catalysed formation of new carbon–carbon bonds with boron partners.
- Buchwald–Hartwig amination — the same activated position allows palladium-catalysed carbon–nitrogen bond formation, giving direct access to aminoisoquinoline derivatives from a single starting material.
- Sonogashira coupling — the position-one halide accepts palladium-catalysed alkynylation, letting synthesis groups introduce acetylenic fragments onto the intact isoquinoline framework.
- Medicinal chemistry scaffold construction — the complete isoquinoline core, present in many natural alkaloids and pharmacologically active molecules, shortens the route to target structures.
Specifications
- Brand: TCI
- CAS number: 19493-44-8
- Catalogue number: C2097
- Chemical name: 1-Chloroisoquinoline
- Category: Chemistry > Building Blocks > Heterocyclic Building Blocks
- Pack sizes: available in the pack sizes listed for this catalogue item; storage according to the manufacturer's instructions on the container label
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 stated on the manufacturer's label and safety data sheet. Keep the material in its original supplier container, or in a clean, 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. Avoid inhalation of dust or vapour and contact with skin and eyes, close the container promptly after use to limit moisture uptake, and dispose of residues through the laboratory's chemical waste procedures.
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