Month: February 2023

Dihydro-7-benzofurancarboxylic acid: An intermediate in the synthesis of the enterokinetic agent R108512 was written by Willemsens, Bert;Copmans, Alex;Beerens, Dirk;Leurs, Stef;de Smaele, Dirk;Rey, Max;Farkas, Silke. And the article was included in ACS Symposium Series in 2004.Safety of N-(3-Methoxyphenyl)pivalamide This article mentions the following:

A facile and scalable method for the synthesis of 4-amino-5-chloro-2,3-dihydro-7-benzofurancarboxylic acid, an intermediate in the synthesis of the enterokinetic agent R108512, was developed. The key step in the synthesis is a Zn mediated ring closure of Me 4-(acetylamino)-3-bromo-2-(2-bromoethoxy)-5-chlorobenzoate. The ring closure can be achieved without preliminary activation of the Zn on condition that the O content in the reaction mixture is <0.5%. The new process eliminates hazardous chems. (ethylene oxide) and low temperature reactions (-70°, BuLi). In the experiment, the researchers used many compounds, for example, N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3Safety of N-(3-Methoxyphenyl)pivalamide).

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. 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.Safety of N-(3-Methoxyphenyl)pivalamide

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

Pd-Catalyzed Direct Deoxygenative Arylation of Non-π-Extended Benzyl Alcohols with Boronic Acids via Transient Formation of Non-Innocent Isoureas was written by Toupalas, Georgios;Thomann, Gianin;Schlemper, Lukas;Rivero-Crespo, Miguel A.;Schmitt, Hendrik L.;Morandi, Bill. And the article was included in ACS Catalysis in 2022.Recommanded Product: (4-Methoxyphenyl)methanol This article mentions the following:

Authors report the direct arylation of non-derivatized alcs. with boronic acids and demonstrate that a Pd catalyst, in combination with a carbodiimide, can be used to forge a C-C bond via the transient formation of non-innocent isoureas from the corresponding alcs. Besides further polarizing the C-O bond, the transiently generated isourea contains a masked base that is released during the reaction to enable catalytic turnover under exogenous base-free conditions. The developed concept was benchmarked against the coupling of non-π-extended benzyl alcs. and boronic acids and led to the formation of a C-C bond between differently decorated coupling partners. Notably, the strategic generation of non-innocent isoureas endows this C-O cleavage reaction with high orthogonality over conventional electrophiles and enables the employment of highly base-sensitive boronic acids. Addnl., the preformed isoureas can be leveraged for rapid (5 min reaction time) exogenous base-free coupling reactions, which work under conventional thermal conditions and do not rely on customized catalysts or specialized equipment. The synthetic investigations were also complemented by preliminary mechanistic studies. More broadly, the presented work bridges a conceptual gap between two important research areas, i.e., carbodiimide-mediated alc. activation and deoxygenative transition metal-catalyzed coupling chem., providing a promising blueprint for direct catalytic deoxygenative reactions. In the experiment, the researchers used many compounds, for example, (4-Methoxyphenyl)methanol (cas: 105-13-5Recommanded Product: (4-Methoxyphenyl)methanol).

(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 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: (4-Methoxyphenyl)methanol

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

Chemoselective N- and O-Difluoromethylation of 2-Pyridones, Isoquinolinones, and Quinolinones with TMSCF₂Br was written by Zhu, Ziyue;Krishnamurti, Vinayak;Ispizua-Rodriguez, Xanath;Barrett, Colby;Prakash, G. K. Surya. And the article was included in Organic Letters in 2021.SDS of cas: 112-49-2 This article mentions the following:

An operationally simple protocol for direct N- and O-difluoromethylation of 2-pyridones, quinolinones, and isoquinolinones using com. available TMSCF₂Br was disclosed. The chemoselectivity was modulated by simple variations in temperature, solvent, and strength of the base. Diverse, synthetically relevant functional groups were tolerated, including functional groups that have reported reactivity with TMSCF₂Br. Gram-scale reactions to prepare both N- and O-difluoromethyl compounds were included. In the experiment, the researchers used many compounds, for example, 2,5,8,11-Tetraoxadodecane (cas: 112-49-2SDS of cas: 112-49-2).

2,5,8,11-Tetraoxadodecane (cas: 112-49-2) 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. 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: 112-49-2

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

Influence of in situ photo-induced silver nanoparticles on the ageing of acrylate materials was written by Zouari, H. B.;Dabert, M.;Asia, L.;Wong-Wah-Chung, P.;Baba, M.;Balan, L.;Israeli, Y.. And the article was included in Journal of Photochemistry and Photobiology, A: Chemistry in 2021.Name: 2-(2-Methoxyethoxy)ethanol This article mentions the following:

The present work aims to investigate the impact of a low amount of photo-induced silver nanoparticles (0.2 and 0.4 weight% of Ag NPs) on the stability of acrylate materials (carriers of ester and ether groups) under the combined effect of oxygen and light. Different techniques were implemented to monitor the structural changes at different scales. The determination of the influence of AgNPs required a preliminary investigation of the pure acrylate polymer under the same exptl. conditions. The polymer underwent a post-polymerization of the residual vinyl groups and a photo-oxidative degradation This degradation induced chem. modifications evidenced by IR spectroscopy and architectural changes resulting from chain scission reactions. These reactions were not only responsible for the steaming of volatile organic compounds, detected by HS-SPME/GC-MS but also for the increase in mesh size controlled by thermoporosimetry. As regards the polymer/Ag NPs composite, the higher the amount of filler dispersed in the matrix, the greater the rate of degradation-. This behavior was due to the photocatalytic effect of Ag NPs, regardless of the loading in nanoparticles. As a result of irradiation, the nanoparticles migrate to the surface of the film and coalesce, thus inducing an increase in size distribution and a gradient structuring as revealed by TEM anal. The outcomes of this investigation are important for the development of new composite material with new functionalities (antibacterial, optical, conductive properties) for industrial applications as in textile industry. In the experiment, the researchers used many compounds, for example, 2-(2-Methoxyethoxy)ethanol (cas: 111-77-3Name: 2-(2-Methoxyethoxy)ethanol).

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. 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.Name: 2-(2-Methoxyethoxy)ethanol

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

Composition of the essential oil of Rhanterium adpressum Coss. and Durieu. from Algeria was written by Kala, Ali;Gherraf, Noureddine;Belkacemi, Djebellah;Ladjel, Segni;Zellagui, Amar;Samir, Hameurelain;Chihi, Soumia;Brahim, Labed. And the article was included in Archives of Applied Science Research in 2009.Electric Literature of C10H22O4 This article mentions the following:

The water distilled essential oils from the aerial parts of Rhanterium adpressum Coss. & Durieu. was analyzed by GC/MS. The oil was characterized by the presence of high amounts of Spathulenol (19.6%), β-Eudesmol (15.2%), Bicyclo[4.4.0]dec-1-ene, 2-isopropyl-5-methyl-9-methylene (12.9%), β-Cadinol (11.3%), α-Cadinol (6.56%), α-Eudesmol (5.37%), Myristicin (5.05%), 2H-Pyran-3-ol, and tetrahydro-2-(1,7-nonadiene-3,5-diynyl) (4.81%). Nevertheless, some other compounds were only present in minor amounts such as n-Tridec-1-ene (0.54), n-Hexadecan-1-ol (0.52), 1-Bu 2-(2-ethylhexyl) phthalate (0.59). In total, volatile oil composition of Rhanterium adpressum was characterized as a rich source of sesquiterpeniod compounds 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: 20324-33-8Electric Literature of C10H22O4).

1-((1-((1-Methoxypropan-2-yl)oxy)propan-2-yl)oxy)propan-2-ol (cas: 20324-33-8) 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. 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.Electric Literature of C10H22O4

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

Enamines. Part V. Synthesis of substituted phenyl benzyl ketones and 2-arylisatogens was written by Kulkarni, Ssheshgiri N.;Kamath, H. V.;Bhamare, N. K.. And the article was included in Indian Journal of Chemistry in 1988.SDS of cas: 5367-32-8 This article mentions the following:

Isatogens I (R¹ = H, OMe; R² = H, OMe, Me) were prepared from nitrodeoxybenzoins II. β-Aminostyrenes were acylated by 2-O₂NC₆H₄COCl, and the products were hydrolyzed to give II. In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitroanisole (cas: 5367-32-8SDS of cas: 5367-32-8).

3-Methyl-4-nitroanisole (cas: 5367-32-8) 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. 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.SDS of cas: 5367-32-8

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

Palladium-Catalyzed Intermolecular C(sp³)-H Amidation was written by Iglesias, Alvaro;Alvarez, Rosana;de Lera, Angel R.;Muniz, Kilian. And the article was included in Angewandte Chemie, International Edition in 2012.Recommanded Product: 4-Iodo-1-methoxy-2-methylbenzene This article mentions the following:

Palladium-catalyzed intermol. C(SP³)-H activation/amination of alkyl group to give amine derivatives, e.g. I [X = H, Br, Me, etc.], was reported. N-Fluorobis(phenylsulfonyl)imide (NSFI) was identified as the decisive reagent for the development of a new palladium-catalyzed oxidative amidation od C(SP³)-H bonds. In the experiment, the researchers used many compounds, for example, 4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2Recommanded Product: 4-Iodo-1-methoxy-2-methylbenzene).

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. 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.Recommanded Product: 4-Iodo-1-methoxy-2-methylbenzene

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

High yield total syntheses of XH-14 derivatives using Sonogashira coupling reaction was written by Bang, Hyun Bae;Han, Su Young;Choi, Da Hye;Hwang, Jung Woon;Jun, Jong-Gab. And the article was included in ARKIVOC (Gainesville, FL, United States) in 2008.Synthetic Route of C11H16O3 This article mentions the following:

A method for the title compounds is reported here. XH-14 [i.e., 2-(4-hydroxy-3-methoxyphenyl)-5-(3-hydroxypropyl)-7-methoxy-3-benzofurancarboxaldehyde salvinal] is isolated from the root of Salvia miltiorrhiza Bunge (Chinese DanShen). A high yielding synthetic route to XH-14 derivatives is described using a Sonogashira reaction as a key step. Introduction of iodine into the structure and optimization of the synthetic sequence were essential for the successful syntheses of XH-14 derivatives The nine-step reaction sequence gave 2-(4-hydroxy-3-methoxyphenyl)-5-(3-hydroxypropyl)-5-methoxy-3-benzofurancarboxaldehyde and 2-(4-hydroxy-3-methoxyphenyl)-6-(3-hydroxypropyl)-5-methoxy-3-benzofurancarboxaldehyde in 30% and 55% overall yields, resp. In the experiment, the researchers used many compounds, for example, 3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3Synthetic Route of C11H16O3).

3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3) 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.Synthetic Route of C11H16O3

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

Trisulfide-Bearing PEG Brush Polymers Donate Hydrogen Sulfide and Ameliorate Cellular Oxidative Stress was written by Dao, Nam V.;Ercole, Francesca;Kaminskas, Lisa M.;Davis, Thomas P.;Sloan, Erica K.;Whittaker, Michael R.;Quinn, John F.. And the article was included in Biomacromolecules in 2020.Product Details of 111-77-3 This article mentions the following:

A potential approach to combat cellular dysfunction is to manipulate cell communication and signaling pathways to restore physiol. functions while protecting unaffected cells. For instance, delivering the signaling mol. H₂S to certain cells has been shown to restore cell viability and re-normalize cell behavior. We have previously demonstrated the ability to incorporate a trisulfide-based H₂S-donating moiety into linear polymers with good in vitro releasing profiles and demonstrated their potential for ameliorating oxidative stress. Herein, we report two novel series of brush polymers decorated with higher numbers of H₂S-releasing segments. These materials contain two trisulfide-based monomers co-polymerized with oligo(ethylene glycol Me ether methacrylate) via reversible addition-fragmentation chain-transfer polymerization The macromols. were characterized to have a range of trisulfide densities with similar, well-defined mol. weight distribution, good H₂S-releasing profiles, and high cellular tolerance. Using an amperometric technique, the H₂S liberated and total sulfide release were found to depend on concentrations and chem. nature of triggering mols. (glutathione and cysteine) and, importantly, the position of reactive groups within the brush structure. Notably, when introduced to cells at well-tolerated doses, two macromol. donors which have the same proportion as of the H₂S-donating monomer (30%) but differ in releasing moiety location show similar cellular H₂S-releasing kinetics. These donors can restore reactive oxygen species levels to baseline values, when polymer pretreated cells are exposed to exogenous oxidants (H₂O₂). Our work opens up a new aspect in preparing H₂S macromol. donors and their application to arresting cellular oxidative cascades. In the experiment, the researchers used many compounds, for example, 2-(2-Methoxyethoxy)ethanol (cas: 111-77-3Product Details of 111-77-3).

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

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

π-Excess σ²P,O hybrid ligands: synthesis of the first 4-methoxy-1H-1,3-benzazaphospholes was written by Aluri, Bhaskar R.;Jones, Peter G.;Dix, Ina;Heinicke, Joachim W.. And the article was included in Synthesis in 2014.HPLC of Formula: 56619-93-3 This article mentions the following:

3-Pivaloylaminoanisole undergoes regioselective lithiation in 2-position, which enables introduction of phosphono and phosphino-groups in 2-position; the reduction product, phosphine 3-MeO-2-PH₂-1-NHCH₂^tBuC₆H₃ was cyclized into 1-neopentyl-4-methoxy-1H-1,3-benzazaphosphole with 86% yield. The synthesis of the first 4-methoxy-substituted 1,3-benzazaphosphole was accomplished by using a C,O-dilithium intermediate generated from N-(3-methoxyphenyl)-2,2-dimethylpropanamide and butyllithium. This intermediate was subjected either to direct phosphonylation or to a bromination and phosphonylation sequence; subsequent reductive cyclization with excess lithium aluminum hydride led to the desired product. In addition, N-(2,2-dimethylpropyl)-3-methoxy-2-phosphinoaniline, formed in a side reaction, was cyclized with (dimethoxymethyl)dimethylamine to give 1-(2,2-dimethylpropyl)-4-methoxy-1H-1,3-benzazaphosphole. The behavior of these +M-substituted π-excess aromatic σ²-P-heterocycles towards moisture is reported, together with their 1H, 13C, and 31P solution NMR spectra and a crystal-structure anal. The new compounds represent potential σ²-P,O hybrid or chelate ligands with a high π-d. at the phosphorus atom. In the experiment, the researchers used many compounds, for example, N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3HPLC of Formula: 56619-93-3).

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

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