Category: 66943-05-3

Cu-Catalyzed Desulfonylative Amination of Benzhydryl Sulfones was written by Nambo, Masakazu;Tahara, Yasuyo;Yim, Jacky C.-H.;Crudden, Cathleen M.. And the article was included in Chemistry – A European Journal in 2019.Recommanded Product: 66943-05-3 This article mentions the following:

A new method for the synthesis of benzhydryl amines I (Ar¹ = Ph Ar² = p-MeC₆H₄, p-MeOC₆H₄, m-F₃CC₆H₄, etc.) from the reaction of readily available sulfone derivatives with amines is described. The Cu-catalyzed desulfonylative amination not only provides structurally diverse benzhydryl amines in good yields, but is also applicable to iterative and intramol. aminations. Control experiments suggested that the formation of a Cu-carbene intermediate generated from the sulfone substrate, which represents a new route for desulfonylative transformations. In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3Recommanded Product: 66943-05-3).

1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3) belongs to ethers. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides. Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.Recommanded Product: 66943-05-3

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Design and synthesis of Tröger’s base ditopic receptors: host-guest interactions, a combined theoretical and experimental study was written by Bhaskar Reddy, Manda;Shailaja, Myadaraboina;Manjula, Alla;Premkumar, Joseph Richard;Sastry, Garikapati Narahari;Sirisha, Katukuri;Sarma, Akella Venkata Subrahmanya. And the article was included in Organic & Biomolecular Chemistry in 2015.Application In Synthesis of 1,4,7,10-Tetraoxa-13-azacyclopentadecane This article mentions the following:

Two flexible Troeger base ditopic receptors C4TB and C5TB incorporating an aza-crown ether were designed and synthesized for bis[ammonium ion] complexation. A comprehensive study of host-guest interactions was established by ¹H NMR spectroscopy and DFT calculations Bis[ammonium chloride] with a short alkyl chain spacer showed the highest affinity for the receptors. M06-2X/cc-pVTZ calculations including the solvent effects on host-guest complexes were employed to explain and rationalize the exptl. trends. The short N-H···O or N-H···N hydrogen-bond distances observed in the range of 1.71-1.98 Å indicate the existence of a strong charge assisted hydrogen bonding between the host and the guest. The unusual behavior (higher binding constant) of A5 in ¹H NMR titration is traced to the conformational folding of the guest. The synthesis of the target compounds was achieved by a reaction of 1,4,7-trioxa-10-azacyclododecane and 1,4,7,10-tetraoxa-13-azacyclopentadecane with a bis(bromoethoxy)6H,12H-5,11-Methanodibenzo[b,f][1,5]diazocine derivative (Troger’s base). In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3Application In Synthesis of 1,4,7,10-Tetraoxa-13-azacyclopentadecane).

1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. The unique properties of ethers (i.e., that they are strongly polar, with nonbonding electron pairs but no hydroxyl group) enhance the formation and use of many reagents. For example, Grignard reagents cannot form unless an ether is present to share its lone pair of electrons with the magnesium atom. Complexation of the magnesium atom stabilizes the Grignard reagent and helps to keep it in solution.Application In Synthesis of 1,4,7,10-Tetraoxa-13-azacyclopentadecane

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Pyrroloquinoline Quinone Aza-Crown Ether Complexes as Biomimetics for Lanthanide and Calcium Dependent Alcohol Dehydrogenases was written by Vetsova, Violeta A.;Fisher, Katherine R.;Lumpe, Henning;Schafer, Alexander;Schneider, Erik K.;Weis, Patrick;Daumann, Lena J.. And the article was included in Chemistry – A European Journal in 2021.HPLC of Formula: 66943-05-3 This article mentions the following:

Understanding the role of metal ions in biol. can lead to the development of new catalysts for several industrially important transformations. Lanthanides are the most recent group of metal ions that have been shown to be important in biol., i.e., in quinone-dependent methanol dehydrogenases (MDH). Here we evaluate a literature-known pyrroloquinoline quinone (PQQ) and 1-aza-15-crown-5 based ligand platform as scaffold for Ca²⁺, Ba²⁺, La³⁺ and Lu³⁺ biomimetics of MDH and we evaluate the importance of ligand design, charge, size, counterions and base for the alc. oxidation reaction using NMR spectroscopy. In addition, we report a new straightforward synthetic route (3 steps instead of 11 and 33% instead of 0.6% yield) for biomimetic ligands based on PQQ. We show that when studying biomimetics for MDH, larger metal ions and those with lower charge in this case promote the dehydrogenation reaction more effectively and that this is likely an effect of the ligand design which must be considered when studying biomimetics. To gain more information on the structures and impact of counterions of the complexes, we performed collision induced dissociation (CID) experiments and observe that the nitrates are more tightly bound than the triflates. To resolve the structure of the complexes in the gas phase we combined DFT-calculations and ion mobility measurements (IMS). Furthermore, we characterized the obtained complexes and reaction mixtures using ESR (EPR) spectroscopy and show the presence of a small amount of quinone-based radical. In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3HPLC of Formula: 66943-05-3).

1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. At room temperature, ethers are pleasant-smelling colourless liquids. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive, and as a result they are useful as solvents for fats, oils, waxes, perfumes, resins, dyes, gums, and hydrocarbons. Vapours of certain ethers are used as insecticides, miticides, and fumigants for soil.HPLC of Formula: 66943-05-3

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

A rapid Hg²⁺ sensor based on aza-15-crown-5 ether functionalized 1,8-naphthalimide was written by Hou, Chen;Urbanec, Alysha M.;Cao, Haishi. And the article was included in Tetrahedron Letters in 2011.HPLC of Formula: 66943-05-3 This article mentions the following:

A new 1,8-naphthalimide derivative bearing an aza-15-crown-5 macrocycle (I) was synthesized as a chemosensor for Hg²⁺ by a two-step reaction. The sensor shows selectivity to Hg²⁺ over 11 other metal cations in aqueous media. Upon addition of Hg²⁺, the fluorescence emission of the sensor at 537 nm is significantly quenched along with 22 nm blue-shift that makes this compound a useful sensor for Hg²⁺ measurement. In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3HPLC of Formula: 66943-05-3).

1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. But on the other hand, ethers undergo cleavage by reaction with acids. Autoxidation is the spontaneous oxidation of a compound in air. In the presence of oxygen, ethers slowly autoxidize to form hydroperoxides and dialkyl peroxides. If concentrated or heated, these peroxides may explode. To prevent such explosions, ethers should be obtained in small quantities, kept in tightly sealed containers, and used promptly.HPLC of Formula: 66943-05-3

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Intercalation/De-Intercalation Reactions of Lithium Ion at Graphite in Electrolyte Solutions Containing 3D-Transition-Metal Ions and Cyclic Ethers was written by Domi, Yasuhiro;Doi, Takayuki;Ochida, Manabu;Yamanaka, Toshiro;Abe, Takeshi;Ogumi, Zempachi. And the article was included in Journal of the Electrochemical Society in 2016.Name: 1,4,7,10-Tetraoxa-13-azacyclopentadecane This article mentions the following:

The effects of 3d-transition-metal ions in the electrolyte on the intercalation/de-intercalation reactions of Li⁺ at graphite neg.-electrodes were investigated. The edge plane of highly oriented pyrolytic graphite (HOPG) was used as a model electrode, and electrochem. properties were investigated by cyclic voltammetry and electrochem. impedance spectroscopy. A drastic decrease in redox current due to intercalation/de-intercalation reactions of Li⁺ was observed in electrolyte solutions containing Fe, Co, Ni, and Mn ions. In addition, interfacial resistance between the edge plane HOPG electrode and the electrolyte increased significantly. The effects of cyclic ethers, such as crown ether, aza crown ether, and cryptand, as electrolyte additives were applied to suppress the degradation of graphite neg.-electrodes. As a result, specific cyclic ethers greatly suppressed the degradation of edge plane HOPG neg.-electrodes in electrolyte solutions containing the above transition-metal ions. In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3Name: 1,4,7,10-Tetraoxa-13-azacyclopentadecane).

1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. But ether is more polar than alkenes. Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.Name: 1,4,7,10-Tetraoxa-13-azacyclopentadecane

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

An ion-responsive fluorescent compound based on NO-photoisomerisation styryl derivative linked to monoaza-15-crown-5 was written by Cao, Jing;Feng, Jun Xiang;Wu, Yong Xiang;Pei, Xue Qun;Yan, Jiao Jiao;Liu, Yang;Qin, Wen Jie;Zhang, Xiao Bin. And the article was included in Supramolecular Chemistry in 2011.Computed Properties of C10H21NO4 This article mentions the following:

A novel 15-aza-5-crown ether linked to styryl chemosensory 13-(4-((9H-fluoren-9-ylidene)methyl)-2-nitrophenyl)-1,4,7,10-tetraoxa-13-azacyclopentadecane was designed and synthesized, it would not occur during photoisomerization under radiation of light but shows special capability of selectively recognizing for Sr²⁺. In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3Computed Properties of C10H21NO4).

1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3) belongs to ethers. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive. Electron-deficient reagents are also stabilized by ethers. For example, borane (BH3) is a useful reagent for making alcohols. Pure borane exists as its dimer, diborane (B2H6), a toxic gas that is inconvenient and hazardous to use. Borane forms stable complexes with ethers, however, and it is often supplied and used as its liquid complex with tetrahydrofuran (THF).Computed Properties of C10H21NO4

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthesis of monoazacrown ethers under phase-transfer catalysis was written by Luk’yanenko, N. G.;Basok, S. S.;Kulygina, E. Yu.;Bogashchenko, T. Yu.;Yakovenko, I. S.. And the article was included in Russian Journal of Organic Chemistry in 2012.Related Products of 66943-05-3 This article mentions the following:

A procedure was proposed for the synthesis of monoazacrown ethers by reaction of N-benzyldiethanolamine with oligo(ethylene glycol)-bis(p-toluene)sulfonates in a two-phase system aromatic hydrocarbon-50% aqueous alkali, followed by removal of the benzyl group by catalytic hydrogenolysis. The maximal yields of N-benzyl-aza-12-crown-4, -18-crown-6, and -21-crown-7 were achieved by adding 4-10 equiv of LiCl, BaBr₂, and CsCl, resp., to the reaction mixture, which probably indicated template effect. In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3Related Products of 66943-05-3).

1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3) belongs to ethers. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive, and as a result they are useful as solvents for fats, oils, waxes, perfumes, resins, dyes, gums, and hydrocarbons. Vapours of certain ethers are used as insecticides, miticides, and fumigants for soil. At room temperature, ethers are pleasant-smelling colourless liquids. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive, and as a result they are useful as solvents for fats, oils, waxes, perfumes, resins, dyes, gums, and hydrocarbons. Vapours of certain ethers are used as insecticides, miticides, and fumigants for soil.Related Products of 66943-05-3

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Formation of organometallic species from complexes of N-phenylaza-crown ether conjugates with lead cations in CID-MS/MS conditions was written by Franski, Rafal;Ogorek, Katarzyna;Gierczyk, Blazej. And the article was included in International Journal of Mass Spectrometry in 2017.Safety of 1,4,7,10-Tetraoxa-13-azacyclopentadecane This article mentions the following:

Gas phase decomposition of the ions [M + PbNO₃]⁺ (M stands for fluoro-substituted N-nitrophenylaza-crown ether conjugate), has been studied by the electrospray ionization-collision induced dissociation-tandem mass spectrometry (ESI-CID-MS/MS). The conjugates containing hydrogen atom at ortho position to the crown moiety, form abundant fragment ions which can be assigned as complexes of deprotonated conjugates and lead cation, thus the ions [M – H + Pb]⁺ (fragment ions formed as a result of HNO₃ loss). Interaction between the nitro group (present at the second ortho position to the crown moiety) and the metal cation affects the formation of fragment ion [M – H + Pb]⁺ (but does not prevent its formation). Ions [M – H + Pb]⁺ are very rare example of the organometallic species (containing metal-carbon bond), in which metal cation is also complexed by crown ether moiety. In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3Safety of 1,4,7,10-Tetraoxa-13-azacyclopentadecane).

1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3) belongs to ethers. The oxygen atom in ethers are more electronegative than carbon, thus the hydrogens which are alpha to the ethers are more acidic than the simple hydrocarbons. The unique properties of ethers (i.e., that they are strongly polar, with nonbonding electron pairs but no hydroxyl group) enhance the formation and use of many reagents. For example, Grignard reagents cannot form unless an ether is present to share its lone pair of electrons with the magnesium atom. Complexation of the magnesium atom stabilizes the Grignard reagent and helps to keep it in solution.Safety of 1,4,7,10-Tetraoxa-13-azacyclopentadecane

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

meso-(4-(N,N-Dialkylamino)phenyl)-Substituted Subporphyrins: Remarkably Perturbed Absorption Spectra and Enhanced Fluorescence by Intramolecular Charge Transfer Interactions was written by Inokuma, Yasuhide;Easwaramoorthi, Shanmugam;Yoon, Zin Seok;Kim, Dongho;Osuka, Atsuhiro. And the article was included in Journal of the American Chemical Society in 2008.Reference of 66943-05-3 This article mentions the following:

B Meso-(4-(N,N-dibenzylamino)phenyl)-substituted subporphyrins were synthesized by Buchwald-Hartwig amination protocol. Substitution of the amino group at the 4-position of the meso-Ph substituent resulted in a remarkable red shift in the absorption spectra and drastic enhancement of fluorescence intensity probably as a consequence of intramol. CT interaction. These characteristics were used to construct a cation-sensing system by appending a 1-aza-15-crown-5 unit to subporphyrin that displays large spectral changes upon cation binding. In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3Reference of 66943-05-3).

1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.Reference of 66943-05-3

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Combinatorial approach for the design of new, simplified chiral phase-transfer catalysts with high catalytic performance for practical asymmetric synthesis of α-alkyl-α-amino acids was written by Kitamura, Masanori;Arimura, Yuichiro;Shirakawa, Seiji;Maruoka, Keiji. And the article was included in Tetrahedron Letters in 2008.Application of 66943-05-3 This article mentions the following:

A very efficient, chiral phase-transfer catalyst, quaternary ammonium salt I, was prepared from the easily available (S)-1,1′-binaphthyl-2,2′-dicarboxylic acid. I exhibited the high catalytic activity (0.01-0.1 mol %) in the asym. alkylation of N-(diphenylmethylene)glycine tert-Bu ester compared to other existing chiral phase-transfer catalysts. This catalyst will be useful in the enantioselective synthesis of structurally diverse natural and unnatural α-alkyl-α-amino acids. In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3Application of 66943-05-3).

1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. But ether is more polar than alkenes. At room temperature, ethers are pleasant-smelling colourless liquids. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive, and as a result they are useful as solvents for fats, oils, waxes, perfumes, resins, dyes, gums, and hydrocarbons. Vapours of certain ethers are used as insecticides, miticides, and fumigants for soil.Application of 66943-05-3

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem