12-Crown 4-Ether TCI C0858

Chemical Identity

Other names: 1,4,7,10-Tetraoxacyclododecane
CAS No.: 294-93-9
PubChem: CID 9269·SID 87565917
Formula: C8H16O4
Molecular weight: 176.21 g/mol
Purity: >95.0%(GC)
Reference databases: ChEBI·ChemSpider·ECHA·Wikipedia

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: 1,4,7,10-tetraoxacyclododecane
SMILES: C1COCCOCCOCCO1
InChIKey: XQQZRZQVBFHBHL-UHFFFAOYSA-N
MDL: MDL00005103

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CoA (Certificate of Analysis)

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12-Crown-4 Ether from TCI, product code C0858 (CAS 294-93-9), is a small cyclic crown ether. Its ring is made of four oxygen atoms linked by ethylene groups. In the laboratory it serves as a complexing agent, or macrocyclic ligand, that can enclose a metal cation within its central cavity. This ability makes it an important compound in supramolecular chemistry, organic synthesis, and electrochemical studies. Researchers use it to control the solubility and reactivity of metal salts in organic solvents that normally dissolve ionic compounds poorly.

The main reason to choose this compound is its relatively small cavity, which interacts best with small cations, particularly the lithium ion. Larger crown ethers such as 15-crown-5 or 18-crown-6 are better suited to sodium or potassium. This size-based selectivity is what makes 12-Crown-4 useful for separating lithium salts or for activating the counter-anion of a lithium salt. The compound is a liquid, so it can be measured easily by pipette or syringe. Purity and full technical data are given in the certificate of analysis supplied by TCI.

In Indonesia, growing interest in lithium battery research and energy storage materials makes a lithium-selective ligand like 12-Crown-4 relevant to many laboratories. University chemistry departments, research institutes, and industrial R&D groups use it in electrolyte studies, coordination chemistry research, and synthetic work that involves lithium reagents. It also suits teaching laboratories and graduate research projects that demonstrate host–guest chemistry and how ring size governs cation selectivity.

TCI brochures (PDF)

Macrocycles for Host-Guest Chemistry 2026-03-24 · p. 3

Related TCI products

Lithium ion complexation: its small cavity selectively binds lithium cations, so researchers can study or control lithium coordination in organic media without competing interference from larger alkali metals.
Electrochemistry and battery research: it is used in studies of lithium-containing electrolytes, where complexing the lithium cation can change ion mobility, solvation behaviour, and the overall performance of the system.
Organic synthesis with lithium reagents: by enclosing the lithium cation, it frees the counter-anion and makes it more reactive, which helps chemists adjust reaction rates and selectivity in lithium-mediated transformations.
Supramolecular and host–guest chemistry: as a classic macrocyclic ligand, it is a basic model compound for studying how ring size and donor atoms affect the binding and recognition of metal cations.
Solubilising metal salts in organic solvents: it helps dissolve ionic lithium salts in organic solvents that normally dissolve them poorly, which opens up reaction media and analytical conditions that would otherwise be out of reach.

Brand	TCI (product code C0858)
CAS number	294-93-9
Molecular formula	—
Purity	—
Category	Chemistry > Synthetic Reagents > Chelation/Complexation Compounds
Pack sizes	please refer to the product listing or contact AMI Scientific for available pack sizes
Physical form	liquid
Storage	see the TCI certificate of analysis and Safety Data Sheet for recommended storage conditions

Keep 12-Crown-4 Ether in its original, tightly closed container in a cool, dry, well-ventilated area, away from heat sources, direct sunlight, and incompatible materials. Follow the storage conditions on the TCI label and Safety Data Sheet. Because the product is a liquid, use clean pipettes or syringes to transfer it and limit exposure to air and moisture. Handle it in a fume hood and wear suitable gloves, safety glasses, and a lab coat. Avoid skin contact and inhaling vapour. Read the Safety Data Sheet before first use, and dispose of residues and contaminated materials according to your institution's chemical waste procedures and local regulations.

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