40100-11-6

Basic information

• Product Name: 4,4',5,5'-tetrabromodibenzo-18-crown-6 ether
• CAS NO: 40100-11-6
• Molecular Weight: 675.991
• Mol File: 40100-11-6.mol

Chemical Properties

• Boiling Point: 642.4±55.0 °C(Predicted)
• Density: 1.733±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 4,4',5,5'-tetrabromodibenzo-18-crown-6 ether(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4',5,5'-tetrabromodibenzo-18-crown-6 ether(40100-11-6)
• EPA Substance Registry System: 4,4',5,5'-tetrabromodibenzo-18-crown-6 ether(40100-11-6)

Safety Data

• Hazardous Substances Data: 40100-11-6(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
4,4',5,5'-tetrabromodibenzo-18-crown-6 ether is used as a phase transfer catalyst and a complexing agent in organic synthesis. It facilitates the extraction and separation of metal ions, particularly due to its high selectivity for cesium ions.
Used in Radioactive Waste Treatment:
In the field of radioactive waste treatment, 4,4',5,5'-tetrabromodibenzo-18-crown-6 ether is used for the treatment of radioactive waste. Its high selectivity for cesium ions makes it a valuable compound in this application.
Used in Semiconductor Material Manufacturing:
4,4',5,5'-tetrabromodibenzo-18-crown-6 ether is also used in the manufacturing of semiconductor materials. Its unique properties contribute to the development of advanced semiconductor technologies.
Used as a Flame Retardant:
4,4',5,5'-tetrabromodibenzo-18-crown-6 ether is utilized as a flame retardant in various industries. Its chemical structure allows it to slow down the spread of flames, making it a useful additive in fire safety applications.
Safety Precautions:
It is important to handle 4,4',5,5'-tetrabromodibenzo-18-crown-6 ether with caution, as it may be harmful if ingested or inhaled and can cause skin and eye irritation upon contact. Proper safety measures should be taken during its use to minimize potential health risks.

Upstream product

• 120-80-9 benzene-1,2-diol 
• 14187-32-7 dibenzo-18-crown-6 

Downstream Products

• 1620959-59-2 4,4',5,5'-terabenzoic acid dibenzo-18-crown-6 
• 683232-83-9 4,4',5,5'-tetrakis(3'',4''-bis(hexyloxy)phenyl)dibenzo[18]crown-6 
• 1195772-92-9 4,4',5,5'-tetrakis[3'',4''-bis(undecyloxy)phenyl]dibenzo[18]crown-6 
• 1195772-93-0 4,4',5,5'-tetrakis[3'',4''-bis(dodecyloxy)phenyl]dibenzo[18]crown-6 

Relevant articles and documents

Organic-inorganic hybrid materials. Preparation and properties of dibenzo-18-crown-6 ether-bridged polysilsesquioxanes

Dibenzo-18-crown-6 ether derivatives bearing two (1, 2) or four (3) hydrolysable Si(OR)3 groups have been synthesised. Their hydrolysis and polycondensation gave rise to new hybrid organic-inorganic materials incorporating dibenzo-18-crown-6 ether moieties covalently linked to silica by two or four Si-C bonds. The complexation of alkali metal cations (Na+ and/or K+) by these materials was investigated. A survey of the uptake of cations showed that four types of chelating sites exist within these materials, the ratio of which depends on the nature of the precursor (flexibility of the spacers between the benzene rings and the silicon centres and number of hydrolysable Si(OR)3 groups) and also on the degree of condensation σ of the polysiloxane network. Furthermore, the complexation of K+ by the precursors 1, 2 and 3 and of Na+ by 1 were performed quantitatively. During the sol-gel polymerisation of these complexes it was shown that about 95% of the alkali cations were retained within the xerogel. This study proves that the two routes of incorporation of salts within these hybrid materials are not equivalent.

Lead ion selective electrodes from dibenzo-18-crown-6 derivatives: An exploratory study

Dibenzo-18-crown-6 (DB18C6) and three of its derivatives (-COCH3, -Br, -NO2), are investigated via Density Functional Theoretical (DFT) modelling, Fourier Transform Infrared (FT-IR) and absorption spectroscopies, Differential Pulse Anodic Stripping (DPASV), Cyclic (CV) and Square Wave (SWV) voltammetries, as possible materials for preparing plasticiser free lead(II) ion selective electrodes. The spontaneous, entropy driven, interactions between lead(II) ions and DB18C6 derivatives are such that they form 1:1 complexes via coordination with the high electron density open ether cavity, except for the brominated derivative where the metal: ligand stoichiometry is 2:1 due to exo-cavity coordination via the high electron density bromine atoms. Monolayers resulting from electropolymerization of some derivatives (-H, -COCH3, -Br) and chemisorption of the -NO2 derivative, allows quantification of lead(II) ions at concentrations below 10 mg L?1 with minimal interference from other metal ions except Hg2+ and Al3+.

Transition-metal Complexes of Crown Ether Benzodithiolenes

Three new dithiolene ligands have been synthesized, two of which have the novel feature of a crown ether ring attached directly to the benzene ring of an aryl dithiolene.Complexes with transition metals have been prepared and their (1)H, (13)C NMR, UV/VIS and electrochemical properties recorded.The information obtained appears to reflect variations in the degree of delocalisation in the metallodithiolene ring within the series of complex types.