Category: ethers-buliding-blocks

Facile synthesis of TEG-substituted 4-(N-methyl-N-Boc-amino)styrylpyridine and PET imaging agent [F]florbetapir ([F]AV-45) was written by Yao, Tuo;Li, Zhi. And the article was included in Synthetic Communications in 2018.Recommanded Product: 2-(2-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethoxy)ethoxy)ethan-1-ol This article mentions the following:

Triethylene glycol-substituted 4-(N-methyl-N-Boc-amino)styrylpyridine, which can serve as key precursor for many monodentate and multidentate imaging agents for Aβ plaques in human brain, has been readily synthesized with cost-effective starting materials. The important non-radioactive monodentate positron emission tomog. agent [F]florbetapir ([F]AV-45) has also been prepared by this new method. 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: 60221-37-6Recommanded Product: 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. 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.Recommanded Product: 2-(2-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethoxy)ethoxy)ethan-1-ol

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

Eosin Y photocatalyzed access to Biginelli reaction using primary alcohols via domino multicomponent cascade: an approach towards sustainable synthesis of 3,4-dihydropyrimidin-2(1H)-ones was written by Kumar, Gobind;Bhargava, Gaurav;Kumar, Yogesh;Kumar, Rupesh. And the article was included in Journal of Chemical Sciences (Berlin, Germany) in 2022.SDS of cas: 105-13-5 This article mentions the following:

The Eosin Y photocatalyzed Biginelli protocol has been established by a cascade one-pot three-component reaction of primary alcs., α-ketoester, and urea to provide pharmacol. promising 3,4-dihydropyrimidin-2(1H)-ones in high yields. The key benefits of the present scheme are the capability to allow operational simplicity, readily available substrates, straightforward workup and high yields. This Eosin Y based photocatalytic approach can permit conquering traditional metal-catalyzed reactions in a sustainable manner, thus delivering economic and environmental rewards. In the experiment, the researchers used many compounds, for example, (4-Methoxyphenyl)methanol (cas: 105-13-5SDS of cas: 105-13-5).

(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. 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.SDS of cas: 105-13-5

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

Hydroboration of substituted alkynes using a solid polymeric carboxylic acid catalyst was written by Hoyt, Caroline B.;Sarazen, Michele L.;Jones, Christopher W.. And the article was included in Journal of Catalysis in 2019.Safety of 1,4-Dimethoxy-2-butyne This article mentions the following:

A polymer-supported benzoic acid catalyst for the hydroboration of substituted alkynes with pinacolborane is reported. The robustness of the heterogenous catalyst is demonstrated through catalyst recycle, with comparable reactivity to the homogeneous catalyst. A mechanistic investigation that includes determination of a reaction rate law, ¹H and ¹¹B NMR studies, as well elucidation of the H/D kinetic isotope effect is used to identify the pathway through which product formation occurs. The polymer support provided a recoverable handle, with the active sites in close proximity to promote a two-site reaction pathway with the identification of key boryl species through ¹¹B NMR. The activated alkynyl species is converted through a concerted hydroboration mechanism, supported by inverse KIE values, releasing product and regenerating the active site. Kinetic studies, where initial rates are proportional to the concentration of both the pinacolborane and the catalyst, but become inhibited by the alkyne at higher concentrations, suggest that the catalytic cycle can be described by a two-site rate expression with alkyne-derived surface species present during catalysis. In the experiment, the researchers used many compounds, for example, 1,4-Dimethoxy-2-butyne (cas: 16356-02-8Safety of 1,4-Dimethoxy-2-butyne).

1,4-Dimethoxy-2-butyne (cas: 16356-02-8) 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 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.Safety of 1,4-Dimethoxy-2-butyne

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

The amide C-N bond of isatins as the directing group and the internal oxidant in Ru-catalyzed C-H activation and annulation reactions: access to 8-amido isocoumarins was written by Kaishap, Partha Pratim;Sarma, Bipul;Gogoi, Sanjib. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2016.Application In Synthesis of 1-Methoxy-4-((4-propylphenyl)ethynyl)benzene This article mentions the following:

The use of the amide C-N bond of isatins as the oxidizing directing group for the Ru(II)-catalyzed redox-neutral C-H activation and annulation reactions with alkynes which afford 8-amido isocoumarins were reported. The reaction also featureed excellent regioselectivity with alkyl aryl substituted alkynes. In the experiment, the researchers used many compounds, for example, 1-Methoxy-4-((4-propylphenyl)ethynyl)benzene (cas: 39969-26-1Application In Synthesis of 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. Ethers can form hydrogen bonds with other molecules (alcohols, amines, etc.) that have O―H or N―H bonds. The ability to form hydrogen bonds with other compounds makes ethers particularly good solvents for a wide variety of organic compounds and a surprisingly large number of inorganic compounds.Application In Synthesis of 1-Methoxy-4-((4-propylphenyl)ethynyl)benzene

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

A simple and efficient procedure for the synthesis of ketone di-sec-alkyl acetals was written by Ono, Fumiaki;Takenaka, Hirotaka;Eguchi, Yuko;Endo, Masato;Sato, Tsuneo. And the article was included in Synlett in 2009.SDS of cas: 1132-95-2 This article mentions the following:

Ketone di-sec-alkyl acetals were obtained in good to excellent yields by treatment of ketones with tri-sec-alkyl orthoformate and the corresponding alc. in the presence of a catalytic amount of cerium(III) trifluoromethanesulfonate. In the experiment, the researchers used many compounds, for example, 1,1-Diisopropoxycyclohexane (cas: 1132-95-2SDS of cas: 1132-95-2).

1,1-Diisopropoxycyclohexane (cas: 1132-95-2) 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.SDS of cas: 1132-95-2

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

The use of coenzyme Q0 as a template in the development of a molecularly imprinted polymer for the selective recognition of coenzyme Q10 was written by Contin, Mario;Flor, Sabrina;Martinefski, Manuela;Lucangioli, Silvia;Tripodi, Valeria. And the article was included in Analytica Chimica Acta in 2014.SDS of cas: 605-94-7 This article mentions the following:

In this work, a novel molecularly imprinted polymer (MIP) for use as a solid phase extraction sorbent was developed for the determination of coenzyme Q10 (CoQ10) in liver extract CoQ10 is an essential cofactor in mitochondrial oxidative phosphorylation and a powerful antioxidant agent found in low concentrations in biol. samples. This fact and its high hydrophobicity make the anal. of CoQ10 tech. challenging. Accordingly, a MIP was synthesized using coenzyme Q0 as the template, methacrylic acid as the functional monomer, acetonitrile as the porogen, ethylene glycol dimethacrylate as the crosslinker and benzoyl peroxide as the initiator. Various parameters affecting the polymer preparation and extraction efficiency were evaluated. Morphol. characterization of the MIP and its proper comparison with C18 as a sorbent in solid phase extraction were performed. The optimal conditions for the molecularly imprinted solid phase extraction (MISPE) consisted of 400 μL of sample mixed with 30 mg of MIP and 600 μL of water to reach the optimum solution loading. The loading was followed by a washing step consisting of 1 mL of a 1-propanol solution (1-propanol:water, 30:70,volume/volume) and elution with 1 mL of 1-propanol. After clean-up, the CoQ10 in the samples was analyzed by high performance liquid chromatog. The extraction recoveries were higher than 73.7% with good precision (3.6-8.3%). The limits of detection and quantification were 2.4 and 7.5 μg g^-1, resp., and a linear range between 7.5 and 150 μg g^-1 of tissue was achieved. The new MISPE procedure provided a successful clean-up for the determination of CoQ10 in a complex matrix. In the experiment, the researchers used many compounds, for example, 2,3-Dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione (cas: 605-94-7SDS of cas: 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. 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.SDS of cas: 605-94-7

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

Dehydrative Cross-Coupling for C-N Bond Construction under Transition-Metal-Free Conditions was written by Xing, Huicong;Chen, Meijuan;Zhang, Dong;Geng, Zhishuai;Xie, Peizhong;Loh, Teck-Peng. And the article was included in Organic Letters in 2022.SDS of cas: 105-13-5 This article mentions the following:

A transition-metal-free catalytic system was designed to address the dehydrative cross-coupling of unactivated primary/secondary alcs. with amines/amides under environmentally benign conditions. Mg²⁺ and counteranion (PF₆^–) worked synergistically to realize C-OH bond cleavage and concomitant C-N bond formation. A wide range of allylic alcs. and amines/amides were tolerated well in this transformation, which allowed C-N bond construction with high efficiency. In the experiment, the researchers used many compounds, for example, (4-Methoxyphenyl)methanol (cas: 105-13-5SDS of cas: 105-13-5).

(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. 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).SDS of cas: 105-13-5

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

Synthesis of a New Diaazacrown Ether Compound Interconnected with an Azacrown Ether and Decorated with a Long Lipophilic Chain was written by Dhainaut, Jeremy;Chappaz, Alban;Bernard, Didier;Chaumeil, Helene;Daou, T. Jean;Defoin, Albert;Rouleau, Loic;Bats, Nicolas;Harbuzaru, Bogdan;Patarin, Joel. And the article was included in Synthetic Communications in 2014.Computed Properties of C10H21NO4 This article mentions the following:

The synthesis of an original compound consisting of an azacrown ether interconnected with a diazacrown ether bearing an alkyl chain is described herein. This derivative is promising for numerous applications. 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. 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.Computed Properties of C10H21NO4

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

Study on heat release behavior of Cunninghamia lanceolata biomass by TD-GC-MS was written by Ma, Qing-zhi;Zhang, Dang-quan;Liu, Qi-mei;Peng, Wan-xi. And the article was included in Advanced Materials Research (Zuerich, Switzerland) in 2010.Category: ethers-buliding-blocks This article mentions the following:

Cunninghamia lanceolata has been the dominated species of plantation forest in South China. And thermoplasticization can decreases the hydroscopicity to increase the addnl. value of Cunninghamia lanceolata biomass. However, many heat release volatiles would produce air pollution during thermoplasticization process. Therefore, the heat release behavior of Cunninghamia lanceolata biomass was studied by TD-GC/MS to make full use of and prevent the pollution of the volatile materials. The main constituents were cedrol(34.34%), phenol, 2,4-bis(1,1-dimethylethyl)(11.49%), acetic acid(6.83%), carbon disulfide(3.1%), etc at 150°C. And the main constituents were acetic acid(20.22%), cedrol(17.20%), 1h-3a,7-methanoazulene, 2,3,4,7,8, 8a-hexahydro-3,6,8,8-tetramethyl-(3.58%), benzofuran, 2,3-dihydro-(3.26%), etc at 180°C. The heat release volatiles of Cunninghamia lanceolata biomass might be used as raw materials of bioenergy, rare biomedicines, and so on. Particularly, the volatiles had good application prospects and popularized value in purification of cedrol and acetic acid. In the experiment, the researchers used many compounds, for example, 1-((1-((1-Methoxypropan-2-yl)oxy)propan-2-yl)oxy)propan-2-ol (cas: 20324-33-8Category: ethers-buliding-blocks).

1-((1-((1-Methoxypropan-2-yl)oxy)propan-2-yl)oxy)propan-2-ol (cas: 20324-33-8) 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. 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

Nitrogen derivatives of 2,3,6,7-tetramethoxy-9-methylfluorene was written by Matarasso-Tchiroukhine, E.. And the article was included in Compt. rend. in 1959.Safety of 4-(2,2-Diethoxyethyl)morpholine This article mentions the following:

Heterocyclic bases, morpholine and piperidine, in excess (25 mL.), refluxed (1 h.) with 2,3,6,7-tetramethoxy-9-(bromomethyl)fluorene (I) yield, resp., 2,3,6,7-tetramethoxy-9-(morpholinomethyl)fluorene (II) and 2,3,6,7-tetramethoxy – 9 – (piperidinomethyl)fluorene (III); this reaction is shown to proceed in 2 steps: (1) the base dehydrobrominates I to 2,3,6,7-tetramethoxy-9-[methylene]fluorene (IV), (2) the amine in excess adds on the methylenic double bond of IV, as confirmed, by the action of morpholine and piperidine with IV to give II and III. To prove their structure II and III are also synthesized by condensing, resp., di-Et ω-morpholinoacetal (V) and di-Et ω-piperidinoacetal (VI) with 3,4,3′,4′-tetramethoxybiphenyl, in the cold, in AcOH-H₂SO₄. V and VI are prepared from morpholine and piperidine with BrCH₂CH(OEt)₂. The compounds obtained, their characteristics and yields are: II, silky white needles (C₆H₆), m. 214-15°, picrate, orange-red needles (EtOH), m. 232° (decomposition), III, prismatic needles (MeOH), m. 169°, 60-80%; picrate, prismatic red needles (MeOH), crystallizes with 2 mols. MeOH, m. 155°; V, b₁₆ 123-4°, n^D₂₀ 1.444, 73%; picrate, yellow needles (MeOH), m. 130-1°. VI, light yellow liquid, b₁₆ 102-4°, 50%; picrate, yellow prisms (aqueous MeOH), m. 68-9°. II and III refluxed with MeI in absolute EtOH (a large excess (20 mL.) of MeI and 17 h. refluxing are necessary in the case of III, 2 g.) give the corresponding quaternary ammonium salts, white crystals (EtOH), C₂₃H₃₀O₅NI (VII), m. 245°; C₂₄H₃₂O₄NI (VIII), decompose in the heat to IV, m. 237-8°; VII and VIII with picric acid in EtOH yield red picrates, crystallizing with 1 mL. H₂O, m. with decomposition and m. 207°, resp. In the experiment, the researchers used many compounds, for example, 4-(2,2-Diethoxyethyl)morpholine (cas: 3616-59-9Safety of 4-(2,2-Diethoxyethyl)morpholine).

4-(2,2-Diethoxyethyl)morpholine (cas: 3616-59-9) 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. 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).Safety of 4-(2,2-Diethoxyethyl)morpholine

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