Tag: 200-300

Selective, Electrophilic Fluorinations Using N-Fluoro-o-benzenedisulfonimide was written by Davis, Franklin A.;Han, Wei;Murphy, Christopher K.. And the article was included in Journal of Organic Chemistry in 1995.Reference of 56619-93-3 This article mentions the following:

The synthesis of N-fluoro-o-benzenedisulfonimide (NFOBS) and its use as an electrophilic fluorinating reagent with nucleophilic substrates is described and compared with that of N-fluorobenzenesulfonimide (NFSi). NFOBS is prepared in three steps in 81% overall yield from com. available o-benzenedisulfonic acid and involves treatment of o-benzenedisulfonimide with dilute fluorine (10% F₂/N₂). Reaction of NFOBS with metal enolates, silyl enol ethers, and 1,3-dicarbonyl compounds affords the corresponding α-fluoro compounds in yields up to 95%, with good control of mono- and difluorination. Fluorination of ortho-metalated aromatic compounds was achieved in modest to good yields (10-80%). While the reactivities of NFOBS and NFSi are similar, better yields were observed with the former reagent in the fluorination of metal enolates, Grignard and lithium reagents, while NFSi gave better results with the ortho-lithiated aromatic substrates. The available evidence suggests an S_N2-type mechanism for the fluorination of nucleophilic substrates by these reagents. In the experiment, the researchers used many compounds, for example, N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3Reference of 56619-93-3).

N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3) 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. 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.Reference of 56619-93-3

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

Solvothermal Synthesis of CuFe₂O₄@rGO: Efficient Catalyst for C-O Cross Coupling and N-arylation Reaction under Ligand-Free Condition was written by Nakhate, Akhil V.;Yadav, Ganapati D.. And the article was included in ChemistrySelect in 2017.Category: ethers-buliding-blocks This article mentions the following:

The copper ferrite supported reduced graphene oxide (CuFe₂O₄@rGO) synthesis by solvothermal process has been reported. The prepared CuFe₂O₄@rGO catalyst was used for C-O and C-N cross coupling reactions. The activity of the catalyst was compared with com. Cu₂O, CuO and CuFe₂O₄ for C-O cross coupling of iodobenzene with phenol. The CuFe₂O₄@rGO was the best catalyst with 97% conversion towards iodobenzene at 100 °C under ligand free condition which is otherwise normally used. The virgin and five times reused CuFe₂O₄@rGO catalyst was characterized by XRD, SEM, FTIR, TEM, N2-adsorption desorption isotherm, XPS and TGA anal. The effect of solvent, nature of base, speed of agitation, mole ratio, catalyst loading and temperature were studied for phenol and iodobenzene reaction and its activity was further explored in N-arylation of indole with iodobenzene. The best conversion and yield were achieved at 100 °C at 1×10-3 g/cm³ catalyst loading. Notably, CuFe₂O₄@rGO was reusable without any loss of catalytic activity for five recycles. Reaction mechanism and kinetics are also presented. The overall process is novel and green. In the experiment, the researchers used many compounds, for example, 1-(4-(4-Methoxyphenoxy)phenyl)ethanone (cas: 54916-28-8Category: ethers-buliding-blocks).

1-(4-(4-Methoxyphenoxy)phenyl)ethanone (cas: 54916-28-8) 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. Ethyl ether is an excellent solvent for extractions and for a wide variety of chemical reactions. It is also used as a volatile starting fluid for diesel engines and gasoline engines in cold weather. Dimethyl ether is used as a spray propellant and refrigerant. Methyl t-butyl ether (MTBE) is a gasoline additive that boosts the octane number and reduces the amount of nitrogen-oxide pollutants in the exhaust. The ethers of ethylene glycol are used as solvents and plasticizers.Category: ethers-buliding-blocks

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

New crown compounds derived from 1,2-bis(2-hydroxybenzyl)benzene (II): bisaryl crowns was written by Lee, Woo Young;Jung, Jae Do;Park, Chang Hee;Sim, Wonbo. And the article was included in Bulletin of the Korean Chemical Society in 1990.Related Products of 60221-37-6 This article mentions the following:

The reaction of 1,2-(2-HOC₆H₄CH₂)₂C₆H₄ (I) in base with 4-MeC₆H₄SO₃CH₂(CH₂OCH₂)_nOR (R = tetrahydropyranyl; n = 0-3), deprotection of the bis-condensation product to give the diol, tosylation of the free hydroxyls of the diol, and condensation of the ditosylate in base with I afforded bisaryl corand II. Oxidation of the benzylic positions of II furnished novel aromatic corands containing carbonyl functions. In the experiment, the researchers used many compounds, for example, 2-(2-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethoxy)ethoxy)ethan-1-ol (cas: 60221-37-6Related Products of 60221-37-6).

2-(2-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethoxy)ethoxy)ethan-1-ol (cas: 60221-37-6) 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. 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.Related Products of 60221-37-6

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

Double N,B-Type Bidentate Boryl Ligands Enabling a Highly Active Iridium Catalyst for C-H Borylation was written by Wang, Guanghui;Xu, Liang;Li, Pengfei. And the article was included in Journal of the American Chemical Society in 2015.Reference of 365564-07-4 This article mentions the following:

Boryl ligands hold promise in catalysis due to their very high electron-donating property. In this communication double N,B-type boryl anions were designed as bidentate ligands to promote an sp² C-H borylation reaction. A sym. pyridine-containing tetraaminodiborane(4) compound was readily prepared as the ligand precursor that could be used, in combination with [Ir(OMe)(COD)]₂, to in situ generate a highly active catalyst for a broad range of (hetero)arene substrates including highly electron-rich and/or sterically hindered ones. This work provides the 1st example of a bidentate boryl ligand in supporting homogeneous organometallic catalysis. In the experiment, the researchers used many compounds, for example, 2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 365564-07-4Reference of 365564-07-4).

2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 365564-07-4) 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. 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).Reference of 365564-07-4

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

Protonated Amino Acid-Induced One-Handed Helicity of Polynorbornene Having Monoaza-18-crown-6 Pendants was written by Ji, Renjie;Chao, Chih-Gang;Huang, Yen-Chin;Lan, Yi-kang;Lu, Cheng-Lu;Luh, Tien-Yau. And the article was included in Macromolecules (Washington, DC, United States) in 2010.Application of 66943-05-3 This article mentions the following:

Upon complexation with protonated amino acids, one-handed helical polynorbornenes appended with monoaza-18-crown-6 (I) are obtained. The cooperativity is observed as revealed by the sergeant-soldier effect and the majority rule. When sterically hindered amino acids such as phenylalanine, isovaline or proline, esters of amino acids, and aminoalcs. are used, the Δε values in CD spectra are significantly reduced. The protonated ammonium ion may form complex with a crown ether moiety whereas the carboxylic acid may form hydrogen bonding with the adjacent crown ether pendant resulting in unidirectional orientation of the pendants leading to a helical scaffold. The corresponding dimer with the same isotactic stereochem. as that of polynorbornene I behaves similarly to exhibit bisignate CD curve upon treatment with protonated alanine. Polynorbornene with monoaza-15-crown-5 does not exhibit any CD response under the same conditions. 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. 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. Ethyl ether is an excellent solvent for extractions and for a wide variety of chemical reactions. It is also used as a volatile starting fluid for diesel engines and gasoline engines in cold weather. Dimethyl ether is used as a spray propellant and refrigerant. Methyl t-butyl ether (MTBE) is a gasoline additive that boosts the octane number and reduces the amount of nitrogen-oxide pollutants in the exhaust. The ethers of ethylene glycol are used as solvents and plasticizers.Application of 66943-05-3

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

Recyclable Copper Catalyst for meta-Selective carbon-hydrogen bond arylation was written by Lee, Eun-Young;Park, Jai-Wook. And the article was included in ChemCatChem in 2011.Application of 56619-93-3 This article mentions the following:

A heterogeneous copper catalyst which is composed of metal nanoparticles entrapped in aluminum (oxy)hydroxide nanofibers [i.e., copper nanoparticles supported on aluminum hydroxide oxide AlO(OH) nanofibers] was recently reported. Using the above-mentioned supported recyclable catalyst (green chem. method) the synthesis of the target compounds was achieved by a reaction of diphenyliodonium triflate with anilide derivatives and furthermore, a phenylation of 1-(2,3-dihydro-1H-indol-1-yl)-2,2-dimethyl-1-propanone gave 1-(2,3-dihydro-6-phenyl-1H-indol-1-yl)-2,2-dimethyl-1-propanone. In the experiment, the researchers used many compounds, for example, N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3Application of 56619-93-3).

N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3) 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. 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 of 56619-93-3

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

Nickel-catalyzed denitrative etherification of activated nitrobenzenes was written by Zamiran, Fatemeh;Ghaderi, Arash. And the article was included in Journal of the Iranian Chemical Society in 2019.Application In Synthesis of 1-(4-(4-Methoxyphenoxy)phenyl)ethanone This article mentions the following:

Electron-deficient nitrobenzenes RC₆H₄NO₂ [R = 4-CHO, 4-CN, 4-C(O)CH₃, 2-CHO] were coupled with phenols/alcs. R¹OH (R¹ = Ph, CH₃(CH₂)₃, naphth-2-yl, etc.) to form diaryl/alkyl aryl ethers RC₆H₄OR¹ with the aid of NiCl₂ as the catalyst. The reactions were conducted under ligand- and oxidant-free conditions without the exclusion of air or moisture. The initial studies on the mechanism of the reaction revealed two solvent-dependent approaches. In molten TBAB, the S_NAr mechanism seems to predominate; while, in DMF, the reaction might include the radical species. In the experiment, the researchers used many compounds, for example, 1-(4-(4-Methoxyphenoxy)phenyl)ethanone (cas: 54916-28-8Application In Synthesis of 1-(4-(4-Methoxyphenoxy)phenyl)ethanone).

1-(4-(4-Methoxyphenoxy)phenyl)ethanone (cas: 54916-28-8) 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. Ethyl ether is an excellent solvent for extractions and for a wide variety of chemical reactions. It is also used as a volatile starting fluid for diesel engines and gasoline engines in cold weather. Dimethyl ether is used as a spray propellant and refrigerant. Methyl t-butyl ether (MTBE) is a gasoline additive that boosts the octane number and reduces the amount of nitrogen-oxide pollutants in the exhaust. The ethers of ethylene glycol are used as solvents and plasticizers.Application In Synthesis of 1-(4-(4-Methoxyphenoxy)phenyl)ethanone

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

Preparation, Single-Molecule Manipulation, and Energy Transfer Investigation of a Polyfluorene-graft-DNA polymer was written by Madsen, Mikael;Christensen, Rasmus S.;Krissanaprasit, Abhichart;Bakke, Mette R.;Riber, Camilla F.;Nielsen, Karina S.;Zelikin, Alexander N.;Gothelf, Kurt V.. And the article was included in Chemistry – A European Journal in 2017.Name: 2-(2-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethoxy)ethoxy)ethan-1-ol This article mentions the following:

Conjugated polymers have been intensively studied due to their unique optical and electronic properties combined with their phys. flexibility and scalable bottom up synthesis. Although the bulk qualities of conjugated polymers have been extensively utilized in research and industry, the ability to handle and manipulate conjugated polymers at the nanoscale lacks significantly behind. Here, the toolbox for controlled manipulation of conjugated polymers was expanded through the synthesis of a polyfluorene-DNA graft-type polymer (poly(F-DNA)). The polymer possesses the characteristics associated with the conjugated polyfluorene backbone, but the protruding single-stranded DNA provides the material with an exceptional addressability. This study demonstrates controlled single-mol. patterning of poly(F-DNA), as well as energy transfer between two different polymer-DNA conjugates. Finally, highly efficient DNA-directed quenching of polyfluorene fluorescence was shown. In the experiment, the researchers used many compounds, for example, 2-(2-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethoxy)ethoxy)ethan-1-ol (cas: 60221-37-6Name: 2-(2-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethoxy)ethoxy)ethan-1-ol).

2-(2-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethoxy)ethoxy)ethan-1-ol (cas: 60221-37-6) 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. 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.Name: 2-(2-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethoxy)ethoxy)ethan-1-ol

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

Ligand-controlled iridium-catalyzed semihydrogenation of alkynes with ethanol: highly stereoselective synthesis of E- and Z-alkenes was written by Yang, Jinfei;Wang, Chengniu;Sun, Yufeng;Man, Xuyan;Li, Jinxia;Sun, Fei. And the article was included in Chemical Communications (Cambridge, United Kingdom).Recommanded Product: 1-Methoxy-4-((4-propylphenyl)ethynyl)benzene This article mentions the following:

A ligand-controlled iridium-catalyzed semihydrogenation of alkynes to E- and Z-alkenes with ethanol was developed. Effective selectivity control was achieved by ligand regulation. The use of 1,2-bis(diphenylphosphino)ethane (DPPE) and 1,5-cyclooctadiene (COD) was critical for the stereoselective semihydrogenation of alkynes. The general applicability of this procedure was highlighted by the synthesis of more than 40 alkenes, with good stereoselectivities. The value of our approach in practical applications was investigated by studying the effects of pinosylvin and 4,4′-dihydroxystilbene (DHS) on zebrafish as a vertebrate model. In the experiment, the researchers used many compounds, for example, 1-Methoxy-4-((4-propylphenyl)ethynyl)benzene (cas: 39969-26-1Recommanded Product: 1-Methoxy-4-((4-propylphenyl)ethynyl)benzene).

1-Methoxy-4-((4-propylphenyl)ethynyl)benzene (cas: 39969-26-1) 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. 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.Recommanded Product: 1-Methoxy-4-((4-propylphenyl)ethynyl)benzene

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

Chiral Arene Ligand as Stereocontroller for Asymmetric C-H Activation was written by Liang, Hao;Guo, Weicong;Li, Junxuan;Jiang, Jijun;Wang, Jun. And the article was included in Angewandte Chemie, International Edition in 2022.Application of 75581-11-2 This article mentions the following:

Development of chiral ligands is the most fundamental task in metal-catalyzed asym. synthesis. In the last 60 years, various kinds of ligands have been sophisticatedly developed. However, it remains a long-standing challenge to develop practically useful chiral η6-arene ligands, thereby seriously hampering the asym. synthesis promoted by arene-metal catalysts. Herein, the design and synthesis of a class of readily tunable, C2-sym. chiral arene ligands derived from [2.2]paracyclophane is reported. Its ruthenium(II) complexes have been prepared and successfully applied in the enantioselective C-H activation to afford a series of axially chiral isoquinolones (up to 99% yield and 96% ee). This study not only lays chemists’ longstanding doubts about whether it is possible to use chiral arene ligands to stereocontrol ruthenium(II)-catalyzed asym. C-H activation, but also opens up a new avenue to achieve asym. C-H activation. In the experiment, the researchers used many compounds, for example, 4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2Application of 75581-11-2).

4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2) 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. 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.Application of 75581-11-2

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