253197

Dibenzo-24-crown-8

98%

• Synonym(s): 2,3,14,15-Dibenzo-1,4,7,10,13,16,19,22-octaoxacyclotetracosa-2,14-diene, 6,7,9,10,12,13,20,21,23,24,26,27-Dodecahydrodibenz[b,n]-1,4,7,10,13,16,19,22-octaoxacyclotetracosane
• Empirical Formula (Hill Notation): C₂₄H₃₂O₈
• CAS Number: 14174-09-5
• Molecular Weight: 448.51
• Beilstein: 1693744
• EC Number: 238-027-7
• MDL number: MFCD00005101
• UNSPSC Code: 12352005
• PubChem Substance ID: 24855301
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 98%
• mp: 103-105 °C (lit.)
• SMILES string: C1COCCOc2ccccc2OCCOCCOCCOc3ccccc3OCCO1
• InChI: 1S/C24H32O8/c1-2-6-22-21(5-1)29-17-13-25-9-10-27-15-19-31-23-7-3-4-8-24(23)32-20-16-28-12-11-26-14-18-30-22/h1-8H,9-20H2
• InChI key: UNTITLLXXOKDTB-UHFFFAOYSA-N

Description

General description

Dibenzo-24-crown-8 is a macrocyclic compound that is used as a versatile reagent in organic synthesis due to its ability to form complexes with metal ions and enhance their solubility and reactivity. It is also used as a phase-transfer catalyst in various organic reactions, such as the synthesis of organic carbonates and the alkylation of phenols.

Application

Dibenzo-24-crown-8 can be used as a molecular transporter in the formation of [1]rotaxanes with thiazolium-based mono- and tris-branched ammonium ions. It is also used as a co-solvent and phase-transfer catalyst for cesium fluoride, to the development of a more efficient anhydrous fluorinating system for organic synthesis.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves