All Photos(3)
Synonym(s):
2,3,11,12-Dibenzo-1,4,7,10,13,16-hexaoxacyclooctadeca-2,11-diene, 6,7,9,10,17,18,20,21-Octahydrodibenzo[b,k][1,4,7,10,13,16]hexaoxacyclooctadecene, DB18C6
Empirical Formula (Hill Notation):
C20H24O6
CAS Number:
Molecular Weight:
360.40
Beilstein:
1162153
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
98%
mp
162-164 °C (lit.)
SMILES string
C1COc2ccccc2OCCOCCOc3ccccc3OCCO1
InChI
1S/C20H24O6/c1-2-6-18-17(5-1)23-13-9-21-11-15-25-19-7-3-4-8-20(19)26-16-12-22-10-14-24-18/h1-8H,9-16H2
InChI key
YSSSPARMOAYJTE-UHFFFAOYSA-N
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General description
Dibenzo-18-crown-6 is a macrocyclic ligand used in the selective binding and extraction of alkali metal cations in solution phase.
Application
Phase-transfer catalyst employed in monoazaporphyrin syntheses. Agent used for ion transfer across membranes and as a synthon for preparation of liquid crystal polyesters.
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Binding selectivity of dibenzo-18-crown-6 for alkali metal cations in aqueous solution: A density functional theory study using a continuum solvation model
Chang Min C et al.
Chemistry Central Journal, 6, 1-8 (2012)
Tetrahedron Letters, 36, 1567-1567 (1995)
Acta Polym., 45, 308-308 (1994)
Solvent influence upon complex formation between dibenzo-18-crown-6 with the Y3+ metal cation in pure and binary mixed organic solvents
GH Rounaghi et al.
Journal of Chemical and Engineering Data, 56, 2836-2840 (2011)
Ying Han et al.
The Journal of organic chemistry, 77(5), 2422-2430 (2012-02-11)
A new triptycene-derived macrotricyclic host containing two dibenzo-[18]-crown-6 moieties was synthesized and shown to form 1:1 complexes with paraquat derivatives in solution, in which the guests all thread the central cavity of the host. However, it was interestingly found that
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