14262-60-3

Basic information

• Product Name: DIBENZO-15-CROWN-5
• Synonyms: DIBENZO-15-CROWN-5;DIBENZO-15-CROWN 5-ETHER;6,7,9,10,17,18-HEXAHYDRODIBENZO[B,H][1,4,7,10,13]PENTAOXACYCLOPENTADECIN;Dibenzo-15-crown-5,98%;Diabenzo-15-crown-5;NSC 649284;6,7,9,10,17,18-hexahydrodibenzo[b,h][1,4,7,10,13]pentaoxacyclopentadecine;Dibenzo-15-crown-5 >=97.0% (GC)
• CAS NO: 14262-60-3
• Molecular Formula: C18H20O5
• Molecular Weight: 316.35
• Product Categories: Crown Ethers;Functional Materials;Macrocycles for Host-Guest Chemistry;Chelation/Complexation Compounds;Crown Ethers;Synthetic Reagents
• Mol File: 14262-60-3.mol
• Article Data: 6

Chemical Properties

• Melting Point: 104-108 °C
• Boiling Point: 452℃
• Flash Point: 187℃
• Appearance: white to slightly yellow shiny powder
• Density: 1.126
• Vapor Pressure: 6.46E-08mmHg at 25°C
• Refractive Index: 1.5000 (estimate)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• BRN: 1690434
• CAS DataBase Reference: DIBENZO-15-CROWN-5(CAS DataBase Reference)
• NIST Chemistry Reference: DIBENZO-15-CROWN-5(14262-60-3)
• EPA Substance Registry System: DIBENZO-15-CROWN-5(14262-60-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 14262-60-3(Hazardous Substances Data)

Usage

Chemical Properties

white to slightly yellow shiny powder

InChI:InChI=1/C18H20O5/c1-3-7-17-15(5-1)20-11-9-19-10-12-21-16-6-2-4-8-18(16)23-14-13-22-17/h1-8H,9-14H2

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Related news

Benzo-15-crown-5 (2,3,5,6,8,9,11,12-octahydrobenzo[b][1,4,7,10,13]pentaoxacyclopentadecine) and DIBENZO-15-CROWN-5 (cas 14262-60-3) (6,7,9,10,17,18-hexahydrodibenzo[b,h][1,4,7,10,13]pentaoxacyclopentadecine as fluorescent probes for physiologically important potassium ion07/16/2019

Cation recognition plays a vital role in defining advanced functions of macromolecules in nature. An example of such an interaction is the action of a natural antibiotic, valinomycin, that behaves as a potassium ionophore. It encages the cation to transport it across a cell membrane and easily r...detailed

Relevant articles and documents

The Stereochemistry of Crown Ethers II -- 1H and 13C NMR Structural Study in Solution

The 1H and 13C NMR spectra of a series of structurally related crown ethers have been recorded, and the signals assigned by means of 1H/13C heteronuclear correlated and 1H/1H homonuclear NOE difference spectroscopy.The NMR parameters so extracted have been used to discuss the preferred, rapidly interconverting solution conformations of the studied species.The high-field shifts in the 13C NMR spectra, within the so-called γ-fragments, and also the 1H/1H homonuclear NOEs, are particularly informative in this respect.The T1 relaxation times of the 13C atoms show segmental motions within the ether segments and suggest different intramolecular flexibilities for the studied compounds.KEY WORDS 1H/13C NMR 2D and 1D NOE difference spectroscopy Crown ethers Conformations in solution Intramolecular flexibility.

Preparation of benzo- and polybenzocrown ethers by macrocyclization reactions

Macrocyclization of crown ethers and their methods of preparation were explored. We present a robust, scalable method for the preparation of these macrocycles. Additionally, the effect of changing the structures of the precursors was explored to determine whether the 'cut' of bisphenol and dimesylate influenced the course of the reaction as measured by the yield. Further, using catechol derivatives, the method was used for the preparation of monobenzocrown ethers. Interestingly, for the preparation of monobenzocrown ethers, [2+2] adducts were discovered to be significantly contaminating the products. Dimesylates were chosen as the leaving group due to their ease or preparation and the ability to use the unpurified products with no apparent impact on the macrocyclization.

Dibenzo-15-crown-5 ether and its sodium thiocyanate complex. X-ray crystallographic and NMR studies in the solid phase and in solution

For the title systems, single crystal X-ray data indicate the presence of totally asymmetric structures.These features are reflected inn the multiplicity of resonances in the solid phase 13C NMR spectra.Some of the 13C chemical shifts trends are analyzed in terms of torsional angle influences.In solution, resonance assignment have been made with the aid of 2D methods.Stereochemical inferences are drawn from NOESY spectra and 1H-1H couplings.Low temperature solution experiments indicate that conformational interconversions in both the free ligand and the NaNCS complex are rapid on the NMR timescale down to 163 K.Key words: crown ethers, NMR, stereochemistry.