NAVIGATION


18-Crown-6

Catalog Number
ACM17455139-4
CAS Number
17455-13-9
Product Name
18-Crown-6
Structure
Category
Other Electronic Materials
IUPAC Name
1,4,7,10,13,16-hexaoxacyclooctadecane
Molecular Weight
264.31g/mol
Molecular Formula
C12H24O6
Canonical SMILES
C1COCCOCCOCCOCCOCCO1
InChI
InChI=1S/C12H24O6/c1-2-14-5-6-16-9-10-18-12-11-17-8-7-15-4-3-13-1/h1-12H2
InChI Key
XEZNGIUYQVAUSS-UHFFFAOYSA-N
Purity
>98.0%(GC)
Application
18-Crown-6 serves as a versatile phase-transfer catalyst, playing a critical role in facilitating various chemical reactions. This slightly yellow solid is particularly effective in promoting the N-alkylation of heterocyclic compounds and the allylation of functionalized aldehydes. As a crown ether, it is structurally defined by a cyclooctadecane framework where six carbon atoms are replaced with oxygen atoms, enhancing its ability to complex with certain metal ions and organic molecules, thus improving reaction efficiency and selectivity.
Complexity
108
Covalently-Bonded Unit Count
1
EC Number
241-473-5
Exact Mass
264.157288g/mol
Formal Charge
0
Heavy Atom Count
18
Log P
-0.68 (LogP)
MeSH Entry Terms
18-crown-6
Monoisotopic Mass
264.157288g/mol
NSC Number
159836
Rotatable Bond Count
0
UNII
63J177NC5B
XLogP3
-0.7
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