Category: ethers-buliding-blocks

Selective Reductive Cleavage of Inert Aryl C-O Bonds by an Iron Catalyst was written by Ren, Yunlai;Yan, Mengjie;Wang, Jianji;Zhang, Z. Conrad;Yao, Kaisheng. And the article was included in Angewandte Chemie, International Edition in 2013.Related Products of 75581-11-2 This article mentions the following:

An effective reductive cleavage of inert aryl C-O bonds with an inexpensive Fe catalyst has been developed. During this process, the reduction of the arene rings was not observed This catalytic system also enabled the selective cleavage of the 灏?O-4 linkage of lignin model compounds, thus offering an opportunity for the depolymerization of lignin. Thus, e.g., reductive cleavage of Ph₂O in presence of Fe(acac)₃, LiAlH₄ as reducing agent, and tBuONa at 140鎺?afforded PhOH (81%) and benzene (97%). In the experiment, the researchers used many compounds, for example, 4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2Related Products of 75581-11-2).

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

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

Heterogeneous vanadium-catalyzed oxidative cleavage of olefins for sustainable synthesis of carboxylic acids was written by Upadhyay, Rahul;Rana, Rohit;Sood, Aakriti;Singh, Vikash;Kumar, Rahul;Srivastava, Vimal Chandra;Maurya, Sushil K.. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2021.Recommanded Product: 3-(2,4-Dimethoxyphenyl)acrylic acid This article mentions the following:

A green and sustainable protocol for the oxidative cleavage of olefins to produce pharmaceutically and biol. valuable carboxylic acids was achieved. The developed protocol involved 70% aqueous TBHP as an oxidant over a heterogeneous vanadium catalyst system. Notably, the synthesis of industrially important azelaic acid from various renewable vegetable oils was accomplished. The catalyst was recycled for up to 5 cycles without significant loss in yield and the protocol was successfully demonstrated at the gram-scale. In the experiment, the researchers used many compounds, for example, 3-(2,4-Dimethoxyphenyl)acrylic acid (cas: 6972-61-8Recommanded Product: 3-(2,4-Dimethoxyphenyl)acrylic acid).

3-(2,4-Dimethoxyphenyl)acrylic acid (cas: 6972-61-8) 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. 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: 3-(2,4-Dimethoxyphenyl)acrylic acid

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

Site-Selective Synthesis of N-Benzyl 2,4,6-Collidinium Salts by Electrooxidative C-H Functionalization was written by Motsch, Bill J.;Wengryniuk, Sarah E.. And the article was included in Organic Letters in 2022.Related Products of 105-13-5 This article mentions the following:

The synthesis of benzylic 2,4,6-collidinium salts I (R = Br, 3-chloropropyl, (piperidin-1-yl)carbonyl, etc.; R¹ = Me, Bn, TBS, etc.; R² = R³ = H, Me; R⁴ = Me, Et, propan-2-yl, etc.; R⁴, R³ = -CH₂-CH₂-CH₂-; R⁵ = 2,4,6-trimethyl-pyridin-1-ylium-1-yl-tetrafluoroborate salt, pyridin-1-ylium-1-yl-tetrafluoroborate salt, 2-phenyl-pyridin-1-ylium-1-yl-tetrafluoroborate salt, etc.; X = C, N) via electrooxidative C-H functionalization has been reported . This method provides a complementary approach to traditional strategies relying on substitution and condensation of prefunctionalized substrates. 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. 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閳ユ彊閳ユ弲 linkages. In dimethyl ether, the bond angle is 111鎺?and C閳ユ彊 distances are 141 pm. The barrier to rotation about the C閳ユ彊 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 105-13-5

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

Controlled Self-Assembly of Carbohydrate Conjugate Rod-Coil Amphiphiles for Supramolecular Multivalent Ligands was written by Kim, Byung-Sun;Hong, Dong-Je;Bae, Jinyoung;Lee, Myongsoo. And the article was included in Journal of the American Chemical Society in 2005.HPLC of Formula: 60221-37-6 This article mentions the following:

Carbohydrate conjugate rod-coil amphiphiles were synthesized and their self-assembling behavior in aqueous solution was investigated. These amphiphiles were observed to self-assemble into supramol. structures that differ significantly depending on the mol. architecture. The rod-coil amphiphiles based on a short coil (1) self-assemble into a vesicular structure, while the amphiphiles with a long coil (2) show a spherical micellar structure. In contrast, 3, based on a twin-rod segment, was observed to aggregate into cylindrical micelles with twice the diameter of mol. length scale. As a means to determine the binding activity to protein receptors of these supramol. objects, hemagglutination inhibition assay was performed. The experiments showed that the supramol. architecture has a significant effect on the binding activity. In addition, incubation experiments with Escherichia coli showed that mannose-coated objects specifically bind to the bacterial pili of the ORN 178 strain. These results demonstrate that precise control of the nano-objects in shape and size by mol. design can provide control of the biol. activities of the supramol. materials. 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: 60221-37-6HPLC of Formula: 60221-37-6).

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

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

Direct and regioselective iodination and bromination of benzene, naphthalene and other activated aromatic compounds using iodine and bromine or their sodium salts in the presence of the Fe(NO₃)₃璺?.5N₂O₄/charcoal system was written by Firouzabadi, H.;Iranpoor, N.;Shiri, M.. And the article was included in Tetrahedron Letters in 2003.HPLC of Formula: 75581-11-2 This article mentions the following:

Direct and regioselective iodination and bromination of benzene, naphthalene and other activated aromatic compounds with I and Br or their Na salts proceed well in the presence of Fe(NO₃)₃璺?.5N₂O₄/charcoal in CH₂Cl₂ at room temperature In the experiment, the researchers used many compounds, for example, 4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2HPLC of Formula: 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閳ユ彊閳ユ弲 linkages. In dimethyl ether, the bond angle is 111鎺?and C閳ユ彊 distances are 141 pm. The barrier to rotation about the C閳ユ彊 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.HPLC of Formula: 75581-11-2

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

Palladium catalyzed migratory heck coupling of arteannuin B and boronic acids: An approach towards the synthesis of antiproliferative agents in breast and lung cancer cells was written by Rasool, Javeed Ur;Mir, Khalid Bashir;Shaikh, Majeed;Bhat, Aabid H.;Nalli, Yedukondalu;Khalid, Anam;Ahmad, Syed Mudabir;Goswami, Anindya;Ali, Asif. And the article was included in Bioorganic Chemistry in 2022.Formula: C14H15BO4 This article mentions the following:

We have recently highlighting the role of spiroisoxazoline arteannuin B derivatives in mediating proinflammatory cytokines like IL-6, TNf浼?and NO in vitro. In the present study, a series of new 灏?arylated arteannuin B analogs were synthesized through coupling with arylboroic acids and evaluated for their in vitro cytotoxic activity in a panel of six cancer cell lines. The binding efficiency was verified by docking of the original ligand within the active site of ATPase domain of GRP78 (PDB ID: 3LDL) at a resolution of 2.30 鑴?with the score energy of -8.07 kcal/mol. Among the new compounds 4-trifloromethane 灏?Ph arteannuin B, 4-Chloro 灏?Ph arteannuin B, 4-Et 灏?Ph arteannuin B, 4-Fluoro 灏?Ph arteannuin B, 3-Bromo-5-fluoro 灏?Ph arteannuin B and 4-OBn p-methoxy 灏?Ph arteannuin B displayed potent cytotoxic potential with an IC₅₀ from 2 to 18娓璏 and compound 4-Fluoro 灏?Ph arteannuin B was proven to be the most potent cytotoxic and anti-proliferative compound of all the six distinct cell lines. Compound 4-Fluoro 灏?Ph arteannuin B exhibited promising apoptosis inducing potential in breast cancer cells and stalled their wound healing properties and was effective in blocking the migration of cancer cells. In the experiment, the researchers used many compounds, for example, (4-((4-Methoxybenzyl)oxy)phenyl)boronic acid (cas: 156635-90-4Formula: C14H15BO4).

(4-((4-Methoxybenzyl)oxy)phenyl)boronic acid (cas: 156635-90-4) 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. 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.Formula: C14H15BO4

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

Synthesis and immunosuppressive effects of novel phthalazinone derivatives was written by Wang, Ya-li;Wang, Qing-he;Yang, Hong-guang;Hao, Bo-jun;Liang, Guo-dong;Jiang, Chong-guo;Cheng, Mao-sheng. And the article was included in Yaoxue Xuebao in 2013.Quality Control of 3-(2,4-Dimethoxyphenyl)acrylic acid This article mentions the following:

A series of phthalazinone compounds were synthesized and the structures were confirmed by ¹H NMR and HR-MS spectrum. All target compounds were obtained through 7 steps, including selective reduction, nitration, bromination, ring enlargement, reduction, Knoevenagel condensation and acylation. The compounds were evaluated for their immunosuppressive effects on T-cell proliferation and inhibitory activity on IMPDH type II in vitro, as well as their structure-activity relationship were assessed. Several compounds exhibited strong immunosuppressive properties, especially compounds 7f and 7h, with IC₅₀ values of 0.093娓璵ol璺疞^-1 and 0.14 娓璵ol璺疞^-1, resp., which were superior to mycophenolic acid. The information obtained from the studies may be useful for further research on the immunosuppressive agents. In the experiment, the researchers used many compounds, for example, 3-(2,4-Dimethoxyphenyl)acrylic acid (cas: 6972-61-8Quality Control of 3-(2,4-Dimethoxyphenyl)acrylic acid).

3-(2,4-Dimethoxyphenyl)acrylic acid (cas: 6972-61-8) 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. 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.Quality Control of 3-(2,4-Dimethoxyphenyl)acrylic acid

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

Rhodium-catalyzed borylation of aryl 2-pyridyl ethers through cleavage of the carbon-oxygen bond: borylative removal of the directing group was written by Kinuta, Hirotaka;Tobisu, Mamoru;Chatani, Naoto. And the article was included in Journal of the American Chemical Society in 2015.SDS of cas: 365564-07-4 This article mentions the following:

Aryl 2-pyridyl ethers ArOPy-2 undergo rhodium-catalyzed borylative C^Ar-O bond activation in reaction with diboronates B₂pin2 and B₂neo₂, giving arylboronic esters ArB(OR)₂ together with 2-pyridone; the o-directing 2-pyridyl groups may be used for regioselective functionalization prior to borylation, thus accessing o-functionalized arylboronates. The straightforward synthesis of 1,2-disubstituted arenes was enabled through catalytic ortho C-H bond functionalization directed by the 2-pyridyloxy group followed by substitution of this group with a boryl group. Several control experiments revealed that the presence of a sp² nitrogen atom at the 2-position of the substrate and the use of a boron-based reagent were crucial for the activation of the relatively inert C(aryl)-O bond of aryl 2-pyridyl ethers. In the experiment, the researchers used many compounds, for example, 2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 365564-07-4SDS of cas: 365564-07-4).

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

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

Efficient iron single-atom catalysts for selective ammoxidation of alcohols to nitriles was written by Sun, Kangkang;Shan, Hongbin;Neumann, Helfried;Lu, Guo-Ping;Beller, Matthias. And the article was included in Nature Communications in 2022.Reference of 105-13-5 This article mentions the following:

Zeolitic imidazolate frameworks derived Fe₁-N-C catalysts with isolated single iron atoms were synthesized and applied for selective ammoxidation reactions. For the preparation of the different Fe-based materials, benzylamine as an additive proved to be essential to tune the morphol. and size of ZIFs resulting in uniform and smaller particles, which allowed stable atomically dispersed Fe-N₄ active sites. The optimal catalyst Fe₁-N-C achieved an efficient synthesis of various aryl, heterocyclic, allylic, and aliphatic nitriles from alcs. in water under very mild conditions. With its chemoselectivity, recyclability, high efficiency under mild conditions this new system complemented the toolbox of catalysts for nitrile synthesis, which were important intermediates with many applications in life sciences and industry. In the experiment, the researchers used many compounds, for example, (4-Methoxyphenyl)methanol (cas: 105-13-5Reference of 105-13-5).

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

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

Synthesis and properties of 2-Bromo-7-(1,4,7,10-tetraoxa-13-azacyclopentadec-13-yl)-2,4,6-cycloheptatrien-1-one was written by Kubo, Kanji;Mori, Akira;Takeshita, Hitoshi. And the article was included in Heterocycles in 2009.Formula: C10H21NO4 This article mentions the following:

2-Bromo-7-(1,4,7,10-tetraoxa-13-azacyclopentadec-13-yl)tropone (I) was found to display unique absorption spectral changes in the presence of guest cations. The complexes of I with guest salts were 1:1 for Mg(SCN)₂, Ca(SCN)₂, and Ba(SCN)₂, 1:2 for CdI₂ and 1:1.5 for Zn(SCN)₂, resp. Azacrown ether I could be used as a carrier for transport of Hg²⁺ through a chloroform liquid membrane. In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3Formula: C10H21NO4).

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. 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).Formula: C10H21NO4

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