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Description
Quinoline N-Oxide, CAS number 1613-37-2, is a quinoline-derived chemical compound widely used as a building block in organic synthesis within the chemistry laboratory. It serves as a key intermediate in the preparation of more complex heterocyclic compounds, including quinoline derivatives that exhibit biological activity. In routine laboratory work, quinoline N-oxide is frequently employed as a substrate or reactant in oxidation reactions, metal-catalyzed cross-coupling reactions, and C-H transformations that require a directing group. The presence of the N-oxide moiety allows researchers to activate specific positions on the quinoline ring selectively, making this material an important component of the modern synthetic toolkit for both fundamental research and the development of new compounds across various fields of chemistry.
The main advantage of Quinoline N-Oxide lies in the stability of its N-oxide group, which allows the compound to be handled relatively easily compared with many other organic reagents that are more reactive and prone to degradation. This stability translates into more predictable reaction outcomes and simpler storage and weighing procedures in the laboratory, reducing the risk of waste and failed experiments. The compound also offers good compatibility with a wide range of solvents and reaction conditions commonly used in organic synthesis, and its well-defined structure makes it a dependable reference point when designing synthetic routes. For chemists seeking a versatile, robust, and selective reagent for functionalizing the quinoline scaffold, this product represents a practical and reliable choice.
In Indonesian research laboratories, Quinoline N-Oxide is typically used in the synthesis of biologically relevant heterocycles, including quinoline derivatives investigated for pharmaceutical and agrochemical applications. It is a common choice in academic and institutional chemistry laboratories working on methodology development, where its N-oxide group serves as a directing group for regioselective C-H functionalization. Researchers also employ it in oxidation studies and in metal-catalyzed coupling sequences, and its ease of handling makes it suitable for routine use by graduate students and experienced chemists alike, supporting both teaching activities and advanced research programs across the country.
Laboratory Applications
- Oxidation reactions — Quinoline N-oxide is a convenient oxygen-transfer reagent, so it can act as the oxidant or substrate in oxidation studies where controlled and selective oxygen delivery to the quinoline ring is required.
- Metal-catalyzed cross-coupling — The N-oxide moiety directs the metal catalyst to a specific position on the quinoline ring, enabling regioselective coupling with a range of partners to build substituted quinoline products.
- C-H functionalization — Because the N-oxide group acts as a reliable directing group, the compound is well suited for regioselective C-H activation reactions that install new functional groups at the desired position of the ring.
- Synthesis of heterocyclic intermediates — As a stable building block, quinoline N-oxide is an ideal starting material for constructing more complex heterocyclic frameworks needed in medicinal chemistry and natural product research.
- Methodology development — Its predictable behavior and easy handling make it a dependable model substrate for testing new catalysts, reagents, or reaction conditions in academic laboratory settings.
Specifications
- Brand: TCI (product code Q0104)
- CAS number: 1613-37-2
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Pack sizes: not specified in the available product data; refer to the supplier catalog for current offerings
- Physical form: not specified in the available product data
- Storage note: store in a cool, dry, well-ventilated area, away from heat sources and incompatible materials
Handling and Storage
Quinoline N-Oxide should normally be stored in its original, tightly sealed container in a cool, dry, and well-ventilated area, away from direct sunlight, heat sources, and incompatible substances. Suitable containers are the manufacturer's original packaging or equivalent chemically resistant laboratory bottles made of glass or suitable plastics, clearly labeled with the product name and CAS number. When handling the compound, wear appropriate personal protective equipment such as laboratory gloves, safety goggles, and a laboratory coat, and work in a well-ventilated fume hood to avoid dust exposure. Avoid inhalation, skin contact, and ingestion, and keep the container closed when not in use.
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