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4'-Aminobenzo-18-crown-6 is a chemical compound that belongs to the family of crown ethers, characterized by a cyclic structure with six oxygen atoms and four CH units. 4'-Aminobenzo-18-crown-6 features a 4'-aminobenzo group attached to the crown ether, which endows it with unique properties for coordination and host-guest chemistry. Its selective binding capability for metal cations and the formation of stable complexes make it a versatile component in a range of chemical and biological applications.

68941-06-0

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68941-06-0 Usage

Uses

Used in Coordination Chemistry:
4'-Aminobenzo-18-crown-6 is used as a ligand in coordination chemistry for its ability to selectively bind metal cations, which is crucial for the development of metal complexes with specific properties and applications.
Used in Host-Guest Chemistry:
In host-guest chemistry, 4'-Aminobenzo-18-crown-6 is utilized as a host molecule for its capacity to form stable complexes with guest molecules, facilitating the design of supramolecular systems with tailored functions.
Used in Ion-Selective Electrodes:
4'-Aminobenzo-18-crown-6 is employed as a key component in ion-selective electrodes for its selective recognition of specific metal ions, which is essential for accurate sensing and detection in various analytical applications.
Used in Separation Processes:
4'-Aminobenzo-18-crown-6 is used as a selective agent in separation processes, capitalizing on its ability to form stable complexes with certain metal ions, thereby aiding in their separation from mixtures.
Used in the Development of Novel Materials:
4'-Aminobenzo-18-crown-6 is used as a building block for the creation of new materials and supramolecular systems, leveraging its structural and chemical properties to engineer materials with unique characteristics and functionalities.

Check Digit Verification of cas no

The CAS Registry Mumber 68941-06-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,8,9,4 and 1 respectively; the second part has 2 digits, 0 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 68941-06:
(7*6)+(6*8)+(5*9)+(4*4)+(3*1)+(2*0)+(1*6)=160
160 % 10 = 0
So 68941-06-0 is a valid CAS Registry Number.

68941-06-0 Well-known Company Product Price

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  • (06913)  4′-Aminobenzo-18-crown-6  technical

  • 68941-06-0

  • 06913-100MG

  • 718.38CNY

  • Detail
  • Sigma-Aldrich

  • (06913)  4′-Aminobenzo-18-crown-6  technical

  • 68941-06-0

  • 06913-500MG

  • 2,658.24CNY

  • Detail

68941-06-0SDS

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 4'-Aminobenzo-18-crown-6

1.2 Other means of identification

Product number -
Other names (BENZO-18-CROWN-6)-4'-YLAMINE

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:68941-06-0 SDS

68941-06-0Downstream Products

68941-06-0Relevant articles and documents

Novel functionalised imidazo-benzocrown ethers bearing a thiophene spacer as fluorimetric chemosensors for metal ion detection

Esteves, Cátia I.C.,Batista, Rosa M.F.,Raposo, M. Manuela M.,Costa, Susana P.G.

, p. 134 - 142 (2016)

Novel phenylalanine derivatives bearing benzimidazole and crown ethers as coordinating/reporting units and thiophene as spacer unit were synthesized, and their evaluation as fluorimetric chemosensors was carried out in acetonitrile and acetonitrile/water

Supramolecular dendrimer chemistry: Using dendritic crown ethers to reversibly generate functional assemblies

Dykes, Graham M.,Smith, David K.

, p. 3999 - 4009 (2003)

A series of crown ether derivatives functionalised with dendritic branching based on L-lysine repeat units has been synthesised. The ability of these receptors to interact with cationic guests has been investigated using NMR and mass spectrometric techniques. Binding constants have been evaluated, some using competitive binding assays, and these indicate that the strength of interaction between the encapsulated crown-ether and cationic guests decreases with increasing dendritic functionalisation. The interaction of these dendritic branches with ditopic ammonium cation functionalised templates has been investigated, and Job plot analysis indicates the formation of 2:1 (branch/template) stoichiometric complexes in MeOH solution. These supramolecular assemblies have been disassembled by the addition of potassium cations, hence achieving controlled release of the template back into solution. This process has been investigated by NMR methods and the effect of counteranion on these studies is reported. The use of ditopic ammonium cations possessing long alkyl spacer chains as templates has also been investigated, and in this case, the 2:1 assembly that forms, goes on to achieve higher order levels of organisation, hence gelating the solvent. This particular system is therefore a rare example in which discrete, characterisable dendritic supermolecules possess an inherent potential for further supramolecular assembly, to yield new materials.

The bis-barium complex of a butterfly crown ether as a phototunable supramolecular catalyst

Cacciapaglia, Roberta,Di Stefano, Stefano,Mandolini, Luigi

, p. 2224 - 2227 (2003)

Reversible phototuning of the catalytic efficiency of the bis-barium complex of azobis(benzo-18-crown-6) in the basic ethanolysis of anilide derivatives has been achieved by light-induced cis ? trans interconversion of the azobenzene spacer unit of the catalyst. The geometry of the productive catalystsubstrate complex is more favorable when the concave cis form of the catalyst is involved. Continuous photoregulation of the catalytic activity at any intermediate value between the "HIGH" and "LOW" levels was achieved by proper adjustment of the excitation wavelength or the irradiation time. The complete and relatively fast interconvertibility of photostationary states allowed the activity of the catalyst to be repeatedly photoswitched "HIGH" and "LOW" in the course of the same run.

Salt-solubilization and ion-pair recognition by a quinoline-substituted crown ether

Sun, Zhan-Hu,Pan, Fang-Fang,Triyanti,Albrecht, Markus,Raabe, Gerhard

, p. 7922 - 7932 (2013)

A novel quinoline-substituted crown ether has been synthesized as a receptor for ion pairs and its binding behavior was investigated in various solvents. The binding of ion pairs in [D6]DMSO and in mixed [D 6]DMSO/CD3CN/CD

Light-Driven Molecular Motors Boost the Selective Transport of Alkali Metal Ions through Phospholipid Bilayers

Barboiu, Mihail,Gavat, Odile,Giuseppone, Nicolas,Huang, Li-Bo,Moulin, Emilie,Wang, Wen-Zhi,Zheng, Shao-Ping

, p. 15653 - 15660 (2021/10/01)

A hydrophobic light-driven rotary motor is functionalized with two 18-crown-6 macrocycles and incorporated into phospholipid bilayers. In the presence of this molecular construct, fluorescence assays and patch clamp experiments show the formation of selective alkali ion channels through the membrane. Further, they reveal a strongly accelerated ion transport mechanism under light irradiation. This increase of the fractional ion transport activity (up to 400%) is attributed to the out-of-equilibrium actuation dynamics of the light-driven rotary motors, which help to overcome the activation energy necessary to achieve translocation of alkali ions between macrocycles along the artificial channels.

Tripodal, squaramide‐based ion pair receptor for effective extraction of sulfate salt

Jagleniec, Damian,Romański, Jan,Wilczek, Marcin

, (2021/05/28)

Combining three features—the high affinity of squaramides toward anions, cooperation in ion pair binding and preorganization of the binding domains in the tripodal platform—led to the effective receptor 2. The lack of at least one of these key elements in

Cooperative Transport and Selective Extraction of Sulfates by a Squaramide-Based Ion Pair Receptor: A Case of Adaptable Selectivity

Dobrzycki, ?ukasz,Karbarz, Marcin,Romański, Jan,Wilczek, Marcin,Zaleskaya, Marta

, p. 13749 - 13759 (2020/10/05)

The use of a squaramide-based ion pair receptor offers a solution to the very challenging problem of extraction and transport of extremely hydrated sulfate salt. Herein we demonstrate for the first time that a neutral receptor is able not only to selectively extract but also to transport sulfates in the form of an alkali metal salt across membranes and to do so in a cooperative manner while overcoming the Hofmeister bias. This was made possible by an enhancement in anion binding promoted by cation assistance and by diversifying the stoichiometry of receptor complexes with sulfates and other ions. The existence of a peculiar 4:1 complex of receptor 2 with sulfates in solution was confirmed by UV-vis and 1H NMR titration experiments, DOSY and DLS measurements, and supported by solid-state X-ray measurements. By varying the separation technique and experimental conditions, it was possible to switch the depletion of the aqueous layer into extremely hydrophilic or less lipophilic salts, thus obtaining the desired selectivity.

Ion-pair induced supramolecular assembly formation for selective extraction and sensing of potassium sulfate

Jagleniec, Damian,Dobrzycki, ?ukasz,Karbarz, Marcin,Romański, Jan

, p. 9542 - 9547 (2019/11/11)

Selective extraction of sulfates in the form of alkali metal salts using charge-neutral molecular receptors is one of the holy grails of supramolecular chemistry. Herein we describe, for the first time, a squaramide-based ion pair receptor equipped with a

Fe-Catalyzed Amination of (Hetero)Arenes with a Redox-Active Aminating Reagent under Mild Conditions

Liu, Jianzhong,Wu, Kai,Shen, Tao,Liang, Yujie,Zou, Miancheng,Zhu, Yuchao,Li, Xinwei,Li, Xinyao,Jiao, Ning

supporting information, p. 563 - 567 (2017/01/18)

A novel and efficient Fe-catalyzed direct C?H amination (NH2) of arenes is reported using a new redox-active aminating reagent. The reaction is simple, and can be performed under air, mild, and redox-neutral conditions. This protocol has a broad substrate scope and could be used in the late-stage modification of bioactive compounds. Mechanistic studies demonstrate that a radical pathway could be involved in this transformation.

Synthesis of actinomycin analogs: XXIV. Non-symmetric derivatives of actinocin containing benzo-18-crown-6 moiety and tertiary ammonium group

Ovchinnikov,Ponyaev

, p. 2612 - 2615 (2017/03/22)

Non-symmetric derivatives of actinocin containing fragments of benzo-18-crown-6 and dimethylaminopropylamine (with the crown ether group separated from the heterocyclic chromophore by β-alanine moiety) have been prepared as models of actinomycin D.

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