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5,6,14,15-Dibenzo-1,4-dioxa-8,12-diazacyclopentadeca-5,14-diene is a mixed donor macrocyclic ligand, characterized by its unique structure that incorporates both oxygen and nitrogen donor atoms within a cyclic framework. This molecular configuration endows it with versatile binding properties and the ability to form stable complexes with various metal ions.

65639-43-2

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65639-43-2 Usage

Uses

Used in Chemical Sensing Applications:
5,6,14,15-Dibenzo-1,4-dioxa-8,12-diazacyclopentadeca-5,14-diene is used as a selective receptor for the detection and sensing of specific analytes, such as metal ions or other chemical species. Its macrocyclic structure and mixed donor atoms enable selective binding and recognition, making it a valuable component in the development of chemical sensors.
Used in Supramolecular Chemistry:
In the field of supramolecular chemistry, 5,6,14,15-Dibenzo-1,4-dioxa-8,12-diazacyclopentadeca-5,14-diene is utilized as a building block for the construction of complex molecular architectures. Its ability to form stable complexes with metal ions allows for the creation of supramolecular assemblies with potential applications in catalysis, molecular recognition, and materials science.
Used in Catalyst Design:
5,6,14,15-Dibenzo-1,4-dioxa-8,12-diazacyclopentadeca-5,14-diene is employed as a ligand in the design of homogeneous catalysts. Its mixed donor character and macrocyclic nature contribute to the stabilization of catalytically active metal centers, enhancing the efficiency and selectivity of various chemical transformations.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 5,6,14,15-Dibenzo-1,4-dioxa-8,12-diazacyclopentadeca-5,14-diene is used as a chelating agent for the development of metal-based drugs. Its ability to form stable complexes with metal ions can improve the pharmacokinetic properties and therapeutic efficacy of metal-containing pharmaceuticals.
Used in Environmental Remediation:
5,6,14,15-Dibenzo-1,4-dioxa-8,12-diazacyclopentadeca-5,14-diene is utilized in environmental applications for the selective extraction and recovery of metal ions from contaminated water sources. Its selective binding properties and stability in various conditions make it a promising candidate for metal ion sequestration and environmental clean-up technologies.

Check Digit Verification of cas no

The CAS Registry Mumber 65639-43-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,5,6,3 and 9 respectively; the second part has 2 digits, 4 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 65639-43:
(7*6)+(6*5)+(5*6)+(4*3)+(3*9)+(2*4)+(1*3)=152
152 % 10 = 2
So 65639-43-2 is a valid CAS Registry Number.
InChI:InChI=1/C19H24N2O2/c1-3-8-18-16(6-1)14-20-10-5-11-21-15-17-7-2-4-9-19(17)23-13-12-22-18/h1-4,6-9,20-21H,5,10-15H2

65639-43-2 Well-known Company Product Price

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  • Aldrich

  • (33537)  5,6,14,15-Dibenzo-1,4-dioxa-8,12-diazacyclopentadeca-5,14-diene  ≥98.0% (NT)

  • 65639-43-2

  • 33537-5G-F

  • 7,166.25CNY

  • Detail

65639-43-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 6,7,8,9,10,11,17,18-octahydro-5H-dibenzo[e,n][1,4]dioxa[8,12]diazacyclopentadecine

1.2 Other means of identification

Product number -
Other names 6,7,8,9,10,11,17,18-octahydro-5H-dibenzo[e,n][1,4,8,12]dioxadiazacyclopentadecine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:65639-43-2 SDS

65639-43-2Downstream Products

65639-43-2Relevant academic research and scientific papers

Synthesis, X-ray crystallography, thermogravimetric analysis and spectroscopic characterization of isostructural one-dimensional coordination polymers as sorbents for some anions

Ghanbari, Bahram,Shahhoseini, Leila,Owczarzak, Agata,Kubicki, Maciej,Kia, Reza,Raithby, Paul R.

, p. 1783 - 1796 (2018/04/03)

A new diaza-macrocyclic ligand bearing two pyridine side arms (L2) was synthesized and characterized by single-crystal X-ray diffraction (SCXRD), elemental analysis, FT-IR, and 1H and 13C NMR methods. The macrocyclic ligand showed a great tendency to act as an appropriate tecton in the formation of coordination polymers in the presence of Cu, Ni, Mn, Pb, and Cd chlorides. Five new isostructural one dimensional metal-organic coordination polymers [{M(Cl)2}(L)4] (M = Cu, Ni, Mn, Pb, Cd) were prepared in DMSO or DMF and characterized by elemental analysis, IR spectroscopy, TGA-DTG, powder X-ray diffraction (PXRD) and single-crystal X-ray diffraction. All of the polymers were employed as solid sorbents for Cr(vi) anions in aqueous solution. Within the series, the Pb(ii) coordination polymer demonstrated notable absorption behavior for sorption of Cr(vi) and some oxo-anions such as MoO42-, WO42-, and MnO4- (environmental concern anions), together with HPO42-. The anion adsorption properties were attributed to the presence of surface positive charge on the coordination polymer.

Through-space electronic communication of zinc phthalocyanine with substituted [60]Fullerene bearing O2Nxaza-crown macrocyclic ligands

Ghanbari, Bahram,Shahhoseini, Leila,Mahlooji, Niloofar,Gholamnezhad, Parisa,Taheri Rizi, Zahra

, p. 330 - 339 (2016/08/30)

Two new macrocyclic ligands containing 17- and 19-membered O2N3-donor aza-crowns anchored to [60]Fullerene were synthesized and characterized by employing HPLC, electrospray ionization mass (ESI-MS), 1H and 13C NMR, UV–vis, IR spectroscopies, as well as powder X-ray diffraction (PXRD) and thermogravimetric analysis (TGA) in solid state. TGA measurements revealed that upon linking each of these macrocycle rings to [60]Fullerene, the decomposition point measured for [60]Fullerene moiety was increased, indicating on the promoted stability of [60]Fullerene backbone during binding to these macrocyclic ligands. Moreover, the ground state non-covalent interactions of [60]Fullerene derivatives of O2Nx (x?=?2, and 3) aza-crown macrocyclic ligands namely, L1–L4 with zinc phthalocyanine (ZnPc) were also investigated by UV–vis absorption, steady state and time resolved fluorescence spectrophotometry in N-methyl-2-pyrrolidone (NMP). The calculation of Stern-Volmer constants (KSV) indicated on existence of an efficient quenching mechanism comprising of the excited singlet state of ZnPc in the presence of L1–L4. The observation of an appropriate correlation between decrease in fluorescence intensity and lifetime parameters led us to propose the occurrence of a static mechanism for the fluorescence quenching of ZnPc in the presence of L1–L3. The binding constants (KBH) of L1–L4/ZnPc were also determined applying the fluorescence quenching experiments. Meanwhile, the incompatibility of both KSV and KBH values found for L4 was also described in terms of structural features using DFT calculations using the B3LYP functional and 6-31G* basis set.

Spectroscopic studies of the complexation of iodine with 5,6,14,15-dibenzo-1,4-dioxa-8,12-diazacyclopentadeca-5,14-diene

Sadeghi,Shamsipur,Elahi

, p. 1594 - 1602 (2007/10/03)

The complex formation between iodine and 5,6,14,15-dibenzo-1,4-dioxa-8,12-diazacyclopentadeca-5,14-diene (DBDA 15C4) has been studied spectrophotometrically in chloroform solution. The resulting charge transfer complexes characterized by microchemical analysis and IR spectroscopy are formulated as [(DBDA 15C4)2I+]I3- and [(DBDA 15C4)2I+]I-. The rate constant and stability constant for the formation of [(DBDA15C4)2I+]I3- were calculated as k = (2.71 ± 0.04) × 102 min-1 and 5.25 ± 0.05 M-1, respectively. The complex shows semiconducting properties. The activation energy was evaluated as 0.88 eV.

Cyclic ligand control of kinetic lability. Kinetics of dissociation of nickel(II) complexes of a series of O2N2-donor macrocycles in acid

Ekstrom,Lindoy, Leonard F.,Smith, Roland J.

, p. 724 - 727 (2008/10/08)

The kinetics of dissociation in acid of a range of nickel complexes of 14-17-membered macrocycles containing an O2N2-donor set has been studied. Macrocycle structure was found to strongly influence the observed first-order dissociation rate constants, and, for the unsubstituted macrocycles, the kinetic labilities follow the ring size sequence 14 > 15 > 16 a number of other ions has also been studied.

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