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15-crown-5
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15-Crown-5 is a crown ether with the formula (C2H4O)5. It is a cyclic pentamer of ethylene oxide that forms a complex with various cations, including sodium (Na+)
Chemical data
- Formula
- C10H20O5
- Molecular weight
- 220.26 g/mol
- IUPAC name
- 1,4,7,10,13-pentaoxacyclopentadecane
- SMILES
- C1COCCOCCOCCOCCO1
- InChIKey
- VFTFKUDGYRBSAL-UHFFFAOYSA-N
- XLogP
- -0.5
- Polar surface area
- 46.2 Ų
- H-bond donors
- 0
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- crown ether
- Mass
- 220.131
Show 3 more facts
- canonical SMILES
- C1COCCOCCOCCOCCO1
- Commons category
- 15-crown-5
- chemical formula
- C₁₀H₂₀O₅
via Wikidata · CC0
~2 min read
Encyclopedic overview
6 sectionsContents
- Synthesis
- Properties
- See also
- References
- Further reading
- External links
15-Crown-5 is a crown ether with the formula (C2H4O)5. It is a cyclic pentamer of ethylene oxide that forms a complex with various cations, including sodium (Na+) and potassium (K+); however, it is complementary to Na+ and thus has a higher selectivity for Na+ ions.
== Synthesis == 15-Crown-5 can be synthesized using a modified Williamson ether synthesis: (CH2OCH2CH2Cl)2 + O(CH2CH2OH)2 + 2 NaOH → (CH2CH2O)5 + 2 NaCl + 2 H2O
Excerpted from Wikipedia’s “15-crown-5” article, available under the CC BY-SA 4.0 licence.