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253197

Sigma-Aldrich

Dibenzo-24-crown-8

98%

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C24H32O8
Número de CAS:
14174-09-5
Peso molecular:
448.51
Beilstein:
1693744
Número CE:
238-027-7
Número MDL:
MFCD00005101
Código UNSPSC:
12352005
ID de la sustancia en PubChem:
24855301
NACRES:
NA.22

Nivel de calidad

100

Ensayo

98%

mp

103-105 °C (lit.)

grupo funcional

ether

cadena SMILES

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

Clave InChI

UNTITLLXXOKDTB-UHFFFAOYSA-N

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Descripción general

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.

Aplicación

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.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
MKCT5540
MKCV3459
MKCQ6500
MKCP6464
MKCM0848

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Hou Liu et al.
Talanta, 211, 120755-120755 (2020-02-20)
A type of dual-emission probe with highly recognizable luminescence-response to pH has been designed. For the prepared core-shell polymeric hydrogel nanoparticles probe (Eu(DBM)3Phen doped polystyrene (PS)-co-poly(N-isopropylacrylamide)(PNIPAM)/FITC), the red emission of inner encapsulated europium complexes Eu(DBM)3Phen is remained in the hydrophobic
Mateusz Woźny et al.
Dalton transactions (Cambridge, England : 2003), 48(19), 6546-6557 (2019-04-24)
[2]rotaxanes composed of a dibenzo-24-crown-8 wheel (DB24C8) and an axle containing two metal-complexing tetraazamacrocyclic units linked with a p-xylylene bridge, coordinating the same or different metal ions (Ni and/or Cu) are described. A symmetric di-Ni rotaxane crystallizes in the monoclinic
Nozar Moradi et al.
Analytica chimica acta, 1108, 118-128 (2020-03-31)
Most attributes of the bulk materials, especially in the solid-state, are directly dictated by a manner by which the molecules are ordered. Thus, it is expected that the possibility of controlling these structural orders would allow predominating some particular physical
Chhanda Mukhopadhyay et al.
Organic & biomolecular chemistry, 10(7), 1434-1439 (2012-01-04)
"Three methylene spacer" bis(benzimidazolium) derivatives act as a new template for threading dibenzo-24-crown-8 into [2]pseudorotaxanes. In this Article we sought to unveil the difference in the extent of threading of various "three methylene spacer" bis-benzimidazolium moieties based on differences in
Lei Fang et al.
Journal of the American Chemical Society, 131(20), 7126-7134 (2009-05-08)
A versatile synthetic strategy, which was conceived and employed to prepare doubly threaded, bistable [c2]daisy chain compounds, is described. Propargyl and 1-pentenyl groups have been grafted onto the stoppers of [c2]daisy chain molecules obtained using a template-directed synthetic protocol. Such
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