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Benzo-18-crown-6

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Benzo-18-crown-6 Basic information

Product Name:
Benzo-18-crown-6
Synonyms:
  • 4,7,10,13,16-Benzophexaoxacyclooctadecin,,3,5,6,8,9,11,12,14,15-decahydro-1
  • 2,3-BENZO-1,4,7,10,13,16-HEXAOXAOCTADEC-2-ENE
  • 2,3,5,6,8,9,11,12,14,15-DECAHYDRO-1,4,7,10,13,16-BENZOHEXAOXACYCLOOCTADECIN
  • BENZO-18-CROWN 6-ETHER
  • BENZO-18-CROWN-6
  • CROWN ETHER/BENZO-18-CROWN-6
  • 1,4,7,10,13,16-Benzohexaoxacyclooctadecin, 2,3,5,6,8,9,11,12,14,15-decahydro-
  • 2,3,5,6,8,9,11,12, 14,15-decahydro-1,4,7,10,13,16-Benzophexaoxacyclooctadecin
CAS:
14098-24-9
MF:
C16H24O6
MW:
312.36
EINECS:
604-215-6
Product Categories:
  • Crown Ethers
  • Functional Materials
  • Macrocycles for Host-Guest Chemistry
  • Chelation/Complexation Compounds
  • Crown Ethers
  • Synthetic Reagents
Mol File:
14098-24-9.mol
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Benzo-18-crown-6 Chemical Properties

Melting point:
42-45 °C (lit.)
Boiling point:
412.28°C (rough estimate)
Density 
1.1858 (rough estimate)
refractive index 
1.4795 (estimate)
Flash point:
>230 °F
storage temp. 
Inert atmosphere,Room Temperature
solubility 
very faint turbidity in Methanol
form 
Liquid
color 
Clear colorless
Sensitive 
Hygroscopic
BRN 
1626123
InChI
InChI=1S/C16H24O6/c1-2-4-16-15(3-1)21-13-11-19-9-7-17-5-6-18-8-10-20-12-14-22-16/h1-4H,5-14H2
InChIKey
DSFHXKRFDFROER-UHFFFAOYSA-N
SMILES
O1C2=CC=CC=C2OCCOCCOCCOCCOCC1
CAS DataBase Reference
14098-24-9(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-20/21/22
Safety Statements 
22-24/25-37/39-26
WGK Germany 
3
3
HazardClass 
IRRITANT
HS Code 
29329985

MSDS

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Benzo-18-crown-6 Usage And Synthesis

Chemical Properties

white granular powder and chunks

Uses

Benzo-18-crown-6-ether (B18C6) is an organic compound that can be used to prepare stable microcapsule responsive layers for further assembly into bilayer microcapsules. For example, 18-Crown-6-ether is used to prepare the response layer and is coated with a G-quadruplex cross-linked hydrogel layer stabilized by K+; when Mg2+ ions are present, 18-Crown-6-ether and K+ ions can respectively Dissociates and locks with the G-quadruplex cross-linked layer, thereby achieving switchable controlled release of the load[1].

Purification Methods

Purify it by passage through a DEAE cellulose column in cyclohexane. It recrystallises from n-hexane. Its thiourea complex has m 127o [5-6 mol of urea to ether, Pedersen J Org Chem 36 1690 1971]. The stability constants of the Na+, K+, Rb+, Cs+, Tl+ and Ba2+ complexes are described in Hofmanova et al. Inorg Chim Acta 28 73 1978. [NMR: Live & Chan J Am Chem Soc 98 3769 1976]. [Beilstein 19/12 V 618.] IRRITANT.

References

[1] Ehala S, et al. Application of affinity capillary electrophoresis and density functional theory to the investigation of benzo-18-crown-6-ether complex with ammonium cation. J Chromatogr A. 2009 Nov 6;1216(45):7927-31. DOI:10.1016/j.chroma.2009.09.034

Benzo-18-crown-6Supplier

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