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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TCI C0858 12-Crown 4-Ether (CAS 294-93-9) is the smallest of the commonly used crown ether series, featuring a macrocyclic cavity lined with four oxygen donor atoms. Its cavity dimensions give it a favorable fit for small cations, particularly lithium, which makes it valuable for ion-recognition studies and ion-selective electrode research. As a phase-transfer catalyst, it complexes the cation and leaves the counter-anion more reactive, accelerating substitution and elimination reactions in non-polar media. Supplied in 1mL and 5mL laboratory volumes, it should be stored cool, dry, and tightly sealed, and handled with appropriate personal protective equipment.

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Junk, (2001). STRUCTURAL ASPECTS OF OXONIUM ION/CROWN ETHER COMPLEXES. Reviews in Inorganic Chemistry doi:10.1515/revic.2001.21.1-2.93
Liu (2007). Ether and crown ether-containing cationic 99mTc complexes useful as radiopharmaceuticals for heart imaging. Dalton Transactions doi:10.1039/b618406e
Rogers et al. (1992). Crown ether complexes of lead(II) nitrate. Crystal structures of the 12-crown-4, 15-crown-5, benzo-15-crown-5 and 18-crown-6 complexes. Inorganica Chimica Acta doi:10.1016/s0020-1693(00)80755-0

References were compiled automatically from Crossref and every DOI was verified to exist. AMI Scientific is not affiliated with the authors or the publishers.