TCI
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Description
4,10-Diaza-12-crown 4-Ether from TCI is a macrocyclic compound belonging to the aza-crown ether family, a class of crown ether derivatives in which two of the ring oxygen atoms have been replaced by nitrogen. Built on the twelve-membered 12-crown-4 framework, this substitution produces a macrocycle containing two secondary nitrogen atoms and two oxygen atoms arranged in an alternating pattern around the ring. In routine laboratory practice, the compound is employed as a complexation and chelation reagent: its small cavity binds small cations, while the nitrogen donor atoms confer an affinity for transition metals that purely oxygen-based crown ethers do not possess.
The property that makes this macrocycle particularly attractive is the combination of the size selectivity characteristic of crown ethers with the softer donor character contributed by nitrogen. Nitrogen atoms are stronger Lewis bases and more polarizable than oxygen, so affinity toward transition metal ions such as copper, nickel, zinc, or cobalt is enhanced while the ability to bind alkali metals is retained. The two N–H groups are equally valuable as points of functionalization: both can be alkylated, acylated, or coupled to fluorescent reporters, solid-phase resins, and linker chains, making the ring a versatile scaffold rather than a fixed-function ligand.
In Indonesian laboratories, this reagent is typically used in university research groups, government research institutes, and industrial R&D units engaged in coordination chemistry, ligand design, and analytical method development. It is generally purchased in small research quantities for synthetic work at the bench scale rather than for production use, and is handled in the same way as other moisture-sensitive fine chemicals, with careful weighing, prompt resealing of the container, and storage in a controlled chemical store alongside other specialty synthetic reagents.
Laboratory Applications
- Transition metal complexation studies: the two secondary nitrogen donors provide a softer, more polarizable binding environment than pure crown ethers, giving improved affinity toward copper, nickel, zinc, and cobalt ions.
- Alkali metal cation binding: the twelve-membered 12-crown-4 framework retains a small cavity that offers size-based selectivity toward small alkali metal cations in coordination and host–guest experiments.
- Ligand design and scaffold synthesis: the macrocycle serves as a starting framework onto which chemists build tailored ligands with defined cavity size and mixed nitrogen–oxygen donor sets.
- Fluorescent sensor construction: both N–H groups can be coupled to fluorescent reporter units, allowing researchers to prepare metal-responsive probes based on a well-defined macrocyclic recognition site.
- Solid-phase and linker chemistry: the N–H positions can be alkylated, acylated, or attached to resins and linker chains, enabling immobilized chelating systems for separation and supported reagent work.
Specifications
- Brand: TCI
- CAS number: 294-92-8
- Category: Chemistry > Synthetic Reagents > Chelation/Complexation Compounds
- Product code: D2743
- Pack sizes: supplied in standard TCI research-scale packaging; please confirm the available pack size when ordering.
- Storage: keep the container tightly closed in a cool, dry place, protected from moisture and away from direct light.
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated chemical store, away from direct sunlight, heat sources, and incompatible materials. Keep the reagent in its original supplier container whenever possible, or in a clean, chemically resistant, tightly sealed bottle if transferred; because aza-crown ethers are hygroscopic in character, minimize exposure to atmospheric moisture and reseal promptly after each use. Handle in a fume hood using standard personal protective equipment, including gloves, safety goggles, and a laboratory coat. Weigh with clean, dry spatulas to avoid contamination, avoid the generation of dust, and wash hands thoroughly after handling. Always consult the manufacturer's Safety Data Sheet before use and dispose of residues in accordance with applicable laboratory waste procedures.
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