CAS 14187-32-7 Dibenzo-18-crown 6-Ether - Materials / Alfa Chemistry

NAVIGATION

Dibenzo-18-crown 6-Ether

PRICE INQUIRY

Catalog Number

ACM14187327

CAS Number

14187-32-7

Product Name

Dibenzo-18-crown 6-Ether

Category

Macrocycles; Supramolecular Host Materials

IUPAC Name

2,5,8,15,18,21-hexaoxatricyclo[20.4.0.09,14]hexacosa-1(26),9,11,13,22,24-hexaene

Molecular Weight

360.4g/mol

Molecular Formula

C20H24O6

Canonical SMILES

C1COC2=CC=CC=C2OCCOCCOC3=CC=CC=C3OCCO1

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

InChI Key

YSSSPARMOAYJTE-UHFFFAOYSA-N

Melting Point

163.0 °C

Solubility

2.03e-05 M

Application

Dibenzo-18-crown-6-ether serves as an important phase-transfer catalyst within chemical synthesis, primarily recognized for its ability to interact with alkali metal cations. As the first crown ether synthesized, it exhibits a particularly strong binding affinity for potassium ions due to the complementary size between the ion and the ether's cavity, although it has been observed to bond effectively with various crown ethers regardless of the specific ring size under consistent experimental conditions. Notably, in a gas phase environment, its complexation order prioritizes lithium over potassium, yet in aqueous solutions, it demonstrates the greatest binding capacity for potassium.

Complexity

300

Covalently-Bonded Unit Count

EC Number

238-041-3

Exact Mass

360.157288g/mol

Formal Charge

Heavy Atom Count

Log P

2.2 (LogP)

MeSH Entry Terms