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158399

Sigma-Aldrich

Dibenzo-18-crown-6

98%

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

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2.5 G
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2.5 G
$30.68
10 G
$64.41
50 G
$162.00

About This Item

Empirical Formula (Hill Notation):
C20H24O6
CAS Number:
14187-32-7
Molecular Weight:
360.40
Beilstein/REAXYS Number:
1162153
EC Number:
238-041-3
MDL number:
MFCD00005098
UNSPSC Code:
12352005
PubChem Substance ID:
24849732
NACRES:
NA.22

$30.68

List Price$32.30Save 5%

In StockDetails

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Quality Level

100

assay

98%

mp

162-164 °C (lit.)

functional group

ether

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. [1] [2]

Application

Phase-transfer catalyst employed in monoazaporphyrin syntheses.[3] Agent used for ion transfer across membranes[4] and as a synthon for preparation of liquid crystal polyesters.[5]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000372773
0000372774
0000362128
0000362129
0000362128

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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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