Dibenzo-18-crown-6

See also: 18-crown-6

Dibenzo-18-crown-6

Skeletal formula
Ball-and-stick model
Names
Preferred IUPAC name 6,7,9,10,17,18,20,21-Octahydrodibenzo[b,k][1,4,7,10,13,16]hexaoxacyclooctadecine
Identifiers
CAS Number	14187-32-7 checkY
3D model (JSmol)	Interactive image
ChEBI	CHEBI:358732 checkY
ChEMBL	ChEMBL345536 checkY
ChemSpider	24722 checkY
KEGG	C14289 checkY
PubChem CID	26541
UNII	0A7W45JCS9 checkY
InChI 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 checkY Key: YSSSPARMOAYJTE-UHFFFAOYSA-N checkY InChI=1/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 Key: YSSSPARMOAYJTE-UHFFFAOYAB
SMILES O1c3c(OCCOCCOc2ccccc2OCCOCC1)cccc3
Properties
Chemical formula	C20H24O6
Molar mass	360.406 g·mol−1
Appearance	white solid
Melting point	162.5–163.5 °C (324.5–326.3 °F; 435.6–436.6 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). checkY verify (what is checkY☒N ?) Infobox references

Dibenzo-18-crown-6 is the organic compound with the formula [OC₆H₄OCH₂CH₂OCH₂CH₂]₂. It is a white solid that is soluble in organic solvents. As one of the most popular crown ethers, it facilitates the dissolution of many salts in organic solvents. It is related to the non-benzannulated 18-crown-6. Dibenzo-18-crown-6 can be synthesized from catechol and bis(chloroethyl) ether.

File:Synthesis of dibenzo-18-crown-6.png

In contrast to those of 18-crown-6, complexes of the dibenzo crown are flattened, which often allows higher coordination numbers at the encapsulated metal cation.

File:Na(dibenzo18-c-6)FeCl4 (TITWIC).png

Structure of [Na(dibenzo-18-c-6)]⁺, as found in the FeCl₄⁻ salt.