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158402

Sigma-Aldrich

Dicyclohexano-18-crown-6

98%

Synonym(s):

2,3,11,12-Dicyclohexano-1,4,7,10,13,16-hexaoxacyclooctadecane, 2,5,8,15,18,21-Hexaoxatricyclo[20.4.0.09.14]hexacosane, Dicyclohexyl-18-crown-6, Perhydro-dibenzo-18-crown-6

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About This Item

Empirical Formula (Hill Notation):
C20H36O6
CAS Number:
16069-36-6
Molecular Weight:
372.50
Beilstein:
1130529
EC Number:
240-216-4
MDL number:
MFCD00005099
UNSPSC Code:
12352302
PubChem Substance ID:
24849733
NACRES:
NA.22

Quality Level

200

Assay

98%

form

solid

functional group

ether

SMILES string

C1CCC2OCCOCCOC3CCCCC3OCCOCCOC2C1

InChI

1S/C20H36O6/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/h17-20H,1-16H2

InChI key

BBGKDYHZQOSNMU-UHFFFAOYSA-N

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Application

Anion activator, and complexing agent which solubilizes alkali metal ions in non-polar solvents.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301,H319

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 1

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBP7143
SHBM3571
SHBM6110
SHBM3173
SHBK2833

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18-Crown-6 99%

Sigma-Aldrich

186651

18-Crown-6

Aldrichimica Acta, 9, 3-3 (1976)
P Arhem et al.
Acta physiologica Scandinavica, 114(4), 593-600 (1982-04-01)
A potassium carrying ionophore dicyclohexano-18-crown-6 was found to affect the specific ionic currents in the node of Ranvier. Its presence caused an inactivation of the potassium permeability mechanism and a decrease of the sodium permeability. The rate of inactivation of
Giorgio Della Sala et al.
Organic & biomolecular chemistry, 11(5), 726-731 (2012-11-03)
The synthesis, complexation properties and catalytic activities under phase-transfer (PT) conditions of differently substituted cyclohexapeptoids are reported. Association constants, for small cationic alkali, and catalytic performances, in a model nucleophilic substitution, are comparable to those of representative crown ethers. Noteworthy
Aldrichimica Acta, 4, 1-1 (1971)
Svetlana V Smirnova et al.
Analytical and bioanalytical chemistry, 378(5), 1369-1375 (2004-01-30)
Amino acids Trp, Gly, Ala, Leu are extracted efficiently from aqueous solution at pH 1.5-4.0 (Lys and Arg at pH 1.5-5.5) into the room temperature ionic liquid 1-butyl-3-methylimidazolium hexafluorophosphate (BmimPF(6)) with dicyclohexano-18-crown-6 (CE). The most hydrophilic amino acids such as
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