Category: ethers-buliding-blocks

NNO Pincer Ligand-Supported Palladium(II) Complexes: Direct Synthesis of Quinazolines via Acceptorless Double Dehydrogenative Coupling of Alcohols was written by Sundarraman, Balaji;Rengan, Ramesh;Semeril, David. And the article was included in Organometallics in 2022.Application of 105-13-5 This article mentions the following:

A sustainable approach for the synthesis of substituted quinazolines by sequential acceptorless dehydrogenative coupling of 2-aminobenzyl alc. with alcs. using new Pd(II)-NNO pincer-type complexes as catalysts is reported. Air-stable Pd(II) complexes [Pd(L)(PPh₃)] (L = 4-substituted Me-2-pyrrolyl benzhydrazone ligands) were synthesized, and their compositions were recognized by anal. and spectral methods (FTIR, NMR, and high-resolution mass spectrometry (HRMS)). Single-crystal x-ray crystallog. confirmed the tridentate coordination of the ligands and the existence of square-planar geometry around the metal ion. A wide range of substituted quinazoline derivatives was synthesized from double dehydrogenation of benzyl alcs. using 1.5 mol % catalyst loading with a maximum of 93% yield. The formation of aminobenzaldehyde and benzaldehyde intermediates via a double dehydrogenative coupling reaction was confirmed by control experiments In the experiment, the researchers used many compounds, for example, (4-Methoxyphenyl)methanol (cas: 105-13-5Application of 105-13-5).

(4-Methoxyphenyl)methanol (cas: 105-13-5) 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 105-13-5

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

Molecularly Responsive Binding through Co-occupation of Binding Space: A Lock-Key Story was written by Awino, Joseph K.;Hu, Lan;Zhao, Yan. And the article was included in Organic Letters in 2016.Computed Properties of C9H13ClN2O2 This article mentions the following:

When two guest mols. co-occupy a binding pocket of a water-soluble host, the first guest could be used as a signal mol. to turn on the binding of the second. This type of molecularly responsive binding strongly depends on the size of the two guests and the location of the signal mol. In the experiment, the researchers used many compounds, for example, 3,4-Dimethoxybenzimidamide hydrochloride (cas: 51488-33-6Computed Properties of C9H13ClN2O2).

3,4-Dimethoxybenzimidamide hydrochloride (cas: 51488-33-6) 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. 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.Computed Properties of C9H13ClN2O2

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

Michael acceptor containing drugs are a novel class of 5-lipoxygenase inhibitor targeting the surface cysteines C416 and C418 was written by Maucher, Isabelle V.;Ruehl, Michael;Kretschmer, Simon B. M.;Hofmann, Bettina;Kuehn, Benjamin;Fettel, Jasmin;Vogel, Anja;Fluegel, Karsten T.;Manolikakes, Georg;Hellmuth, Nadine;Haefner, Ann-Kathrin;Golghalyani, Vahid;Ball, Ann-Katrin;Piesche, Matthias;Matrone, Carmela;Geisslinger, Gerd;Parnham, Michael J.;Karas, Michael;Steinhilber, Dieter;Roos, Jessica;Maier, Thorsten J.. And the article was included in Biochemical Pharmacology (Amsterdam, Netherlands) in 2017.Related Products of 605-94-7 This article mentions the following:

Recently, we published that nitro-fatty acids (NFA) are potent electrophilic mols. which inhibit 5-lipoxygenase (5-LO) by interacting catalytically with cysteine residues next to a substrate entry channel. The electrophilicity is derived from an intramol. Michael acceptor moiety consisting of an electron-withdrawing group in close proximity to a double bond. The potential of the Michael acceptor moiety to interact with functionally relevant cysteines of proteins potentially renders them effective and sustained enzyme activity modulators. We screened a large library of naturally derived and synthetic electrophilic compounds to investigate whether other types of Michael acceptor containing drugs suppress 5-LO enzyme activity. The activity was measured by assessing the effect on the 5-LO product formation of intact human polymorphonuclear leukocytes. We demonstrated that a number of structurally different compounds were suppressive in the activity assays and showed that Michael acceptors of the quinone and nitro-alkene group produced the strongest inhibition of 5-LO product formation. Reactivity with the catalytically relevant cysteines 416 and 418 was confirmed using mutated recombinant 5-LO and mass spectrometric anal. (MALDI-MS). In the present study, we show for the first time that a number of well-recognized naturally occurring or synthetic anti-inflammatory compounds carrying a Michael acceptor, such as thymoquinone (TQ), the paracetamol metabolite NAPQI, the 5-LO inhibitor AA-861, and bardoxolone Me (also known as RTA 402 or CDDO-Me ester) are direct covalent 5-LO enzyme inhibitors that target the catalytically relevant cysteines 416 and 418. In the experiment, the researchers used many compounds, for example, 2,3-Dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione (cas: 605-94-7Related Products of 605-94-7).

2,3-Dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione (cas: 605-94-7) 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. 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.Related Products of 605-94-7

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

Environmentally friendly method for the iodination of moderately active arenes was written by Sathiyapriya, R.. And the article was included in Asian Journal of Chemistry in 2011.Recommanded Product: 75581-11-2 This article mentions the following:

An effective and environmentally friendly method for the iodination of various moderately active methoxy arenes, phenols and anilines using hydrogen peroxide and acidified sodium periodate in aqueous ethanol medium is reported. The extent of iodination is easily controlled by stoichiometry and excellent yields of mono iodinated products are obtained. In the experiment, the researchers used many compounds, for example, 4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2Recommanded Product: 75581-11-2).

4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2) 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. 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).Recommanded Product: 75581-11-2

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

Direct transformation of fatty acid-derived monomers from dimer acid manufacturing into valuable bio-plasticizers with high plasticization and compatibilization was written by Tan, Jihuai;Fu, Qinghe;Qu, Yongquan;Wang, Fan;Wang, Wengeng;Wang, Fang;Cao, Yunfeng;Zhu, Xinbao. And the article was included in Journal of Cleaner Production in 2021.Recommanded Product: 111-77-3 This article mentions the following:

Direct transformation of monomer fatty acids derived from the dimer acid manufacturing into high value-added green plasticizers represents a sustainable approach for reutilizing industrial wastes. However, this process is challenging due to the few double bonds and long-chain alkyl in monomer fatty acid-based derivatives, resulting in poor compatibility with polymer matrix and inferior plasticization. Herein, we develop a sustainable and low-cost strategy via direct esterification between monomer fatty acids and polyethylene glycol Me ether to produce plasticizers featured by high plasticization and compatibilization. The performances of monomer acid-based ethoxylated esters as resulting plasticizers for nitrile butadiene rubber were highly structure-dependent. Extensive experiments demonstrated that oxethyl unit played critical roles in both improving the compatibility between monomer acid-based ethoxylated esters and nitrile butadiene rubber and in promoting the dispersion of carbon black in nitrile butadiene rubber matrix. Specially, the processing, freezing resistance, oil resistance, thermal and mech. stabilities of nitrile butadiene rubber plasticized by monomer acid-based ethoxylated esters with three or four oxethyl units were comparable or better than those of nitrile butadiene rubber blended with dioctyl phthalate. This study opens a simple, general and industrialized strategy to produce valuable and sustainable plasticizers as alternatives of toxic dioctyl phthalate. In the experiment, the researchers used many compounds, for example, 2-(2-Methoxyethoxy)ethanol (cas: 111-77-3Recommanded Product: 111-77-3).

2-(2-Methoxyethoxy)ethanol (cas: 111-77-3) 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.Recommanded Product: 111-77-3

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

Rongalite-Mediated Transition Metal- and Hydride-Free Chemoselective Reduction of α-Keto Esters and α-Keto Amides was written by Golla, Sivaparwathi;Kokatla, Hari Prasad. And the article was included in Journal of Organic Chemistry in 2022.Computed Properties of C8H10O2 This article mentions the following:

A transition metal- and hydride-free protocol was developed for the chemoselective reduction of α-keto esters and αketo amides using rongalite as a reducing agent. Here, rongalite acts as a hydride-free reducing agent via a radical mechanism. This protocol offered the synthesis of a wide range of α-hydroxy esters ArCHOHC(O)OR [Ar = Ph, 4-MeC₆H₄, 1-naphthyl, etc.; R = Et, i-Pr, Bn, etc.] and α-hydroxy amides ArCHOHC(O)NR¹R² [Ar = Ph, 4-MeC₆H₄, 4-MeOC₆H₄, etc.; R¹ = H, Me; R² = Ph, 4-MeC₆H₄, Bn, etc.] with 85-98% yields. This chemoselective method was compatible with other reducible functionalities such as halides, alkenes, amides and nitriles. The use of inexpensive rongalite (ca. $0.03/1 g), mild reaction conditions, and gram-scale synthesis were some of the key features of this methodol. Also, cyclandelate, a vasodilator drug, was synthesized in gram scale with 79% yield. In the experiment, the researchers used many compounds, for example, (4-Methoxyphenyl)methanol (cas: 105-13-5Computed Properties of C8H10O2).

(4-Methoxyphenyl)methanol (cas: 105-13-5) 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.Computed Properties of C8H10O2

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

Arene Ru (II)-catalyzed facile synthesis of N-acylhydrazones via acceptorless dehydrogenative coupling strategy was written by Sundar, Saranya;Rengan, Ramesh;Pennamuthiriyan, Anandaraj;Semeril, David. And the article was included in Applied Organometallic Chemistry in 2022.Formula: C8H10O2 This article mentions the following:

A facile catalytic one-pot synthesis of N-acylhydrazones via acceptorless dehydrogenative coupling of readily available alcs. and benzohydrazides (R₂CONHNH₂) using arene ruthenium (II) complexes was described. The coupling of alcs. with various benzohydrazides using ruthenium catalysts provide a wide range of N-acylhydrazones in good to excellent yields (63-93%; 32 examples). The present protocol offers high selectivity of hydrazones without any alkylated products and tolerates a range of functional groups. Control experiments indicate that the mechanism proceeds via acceptorless dehydrogenation of alcs., and hydrogen and water are the sole byproducts. The gram scale synthesis illustrates the usefulness of the present strategy. In the experiment, the researchers used many compounds, for example, (4-Methoxyphenyl)methanol (cas: 105-13-5Formula: C8H10O2).

(4-Methoxyphenyl)methanol (cas: 105-13-5) 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 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.Formula: C8H10O2

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

The synergistic copper/ppm Pd-catalyzed hydrocarboxylation of alkynes with formic acid as a CO surrogate as well as a hydrogen source: an alternative indirect utilization of CO₂ was written by Xia, Shu-Mei;Yang, Zhi-Wen;Yao, Xiang-Yang;Chen, Kai-Hong;Qiu, Li-Qi;He, Liang-Nian. And the article was included in Green Chemistry in 2021.SDS of cas: 39969-26-1 This article mentions the following:

An unprecedented strategy had been developed involving the earth-abundant Cu-catalyzed hydrocarboxylation of alkynes with HCOOH to (E)-acrylic derivatives I [R¹ = Ph, 4-FC₆H₄, 2-thienyl, etc.; R² = Me, 4-BrC₆H₄, 4-MeOC₆H₄, etc.] with high regio- and stereoselectivity via synergistic effects with ppm levels of a Pd catalyst. Both sym. and unsym. alkynes bearing various functional groups were successfully hydrocarboxylated with HCOOH and the modification of a pharmaceutical mol. exemplified the practicability of this process. This protocol employed HCOOH as both a CO surrogate and hydrogen donor with 100% atom economy and it could be viewed as an alternative approach for indirect CO₂ utilization. Mechanistic investigations indicate a Cu/ppm Pd cooperative catalysis mechanism via alkenylcopper species as potential intermediates formed from Cu-hydride active catalytic species with HCOOH as a hydrogen source. This bimetallic system involving inexpensive Cu and trace Pd provided a reliable and efficient hydrocarboxylation method to access industrially useful acrylic derivatives with HCOOH as a hydrogen source, and it provided novel clues for optimizing other Cu-H-related co-catalytic systems. In the experiment, the researchers used many compounds, for example, 1-Methoxy-4-((4-propylphenyl)ethynyl)benzene (cas: 39969-26-1SDS of cas: 39969-26-1).

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. 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.SDS of cas: 39969-26-1

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

Application of gold and palladium nanoparticles supported on polymelamine microspheres in the oxidation of 1-phenylethanol and some other phenyl substituted alcohols was written by Storm, Ene;Maggott, Emile D.;Mashazi, Philani;Nyokong, Tebello;Malgas-Enus, Rehana;Mapolie, Selwyn F.. And the article was included in Molecular Catalysis in 2022.Related Products of 105-13-5 This article mentions the following:

Melamine formaldehyde and melamine resorcinol formaldehyde microspheres were decorated with Au and Pd nanoparticles and applied as heterogeneous catalysts in the oxidation of 1-phenylethanol. The catalysts showed similar activities irresp. of the support employed. Moderate conversion activities of 48-50% were achieved when using acetonitrile as solvent; however, when employing water as solvent, the supported catalysts formed a three-phase, emulsion system which facilitated the catalytic conversion of 1-phenylethanol to acetophenone at much higher conversions of around 83%. The oxidant, TBHP, decomposed rapidly in acetonitrile, while it remained stable in aqueous solution, leading to the enhanced activities observed when using water as solvent. These systems also proved to be recyclable for up to five cycles, with only slight loss of activity observed; this can be attributed to the phys. loss of catalyst during the workup procedure conducted between each cycle. In the experiment, the researchers used many compounds, for example, (4-Methoxyphenyl)methanol (cas: 105-13-5Related Products of 105-13-5).

(4-Methoxyphenyl)methanol (cas: 105-13-5) 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. 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.Related Products of 105-13-5

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

Synthesis and properties of some 2-nitrobenzylamine derivatives was written by Celnik, Krzysztof;Jankowski, Zdzislaw. And the article was included in Polish Journal of Chemistry in 1978.Category: ethers-buliding-blocks This article mentions the following:

2,E-(O₂N)RC₆H₃CH₂NH₂.HCl (I, n-R = H, 4-MeO, 5-MeO, 4-Cl, 5-Cl, 4-NO₂, 5-NO₂) were prepared (48.2-73.2% yield) by treating the corresponding benzyl bromides with hexamethylenetetramine and hydrolyzing the resultant quaternary salts. The ionization constants were determined and found to have a linear relationship to σⁿ constants In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitroanisole (cas: 5367-32-8Category: ethers-buliding-blocks).

3-Methyl-4-nitroanisole (cas: 5367-32-8) 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. 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.Category: ethers-buliding-blocks

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