Thapa, Pawan et al. published their research in ACS Sensors in 2021 | CAS: 66943-05-3

1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3) 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. 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.Recommanded Product: 1,4,7,10-Tetraoxa-13-azacyclopentadecane

Demonstration of Selective Single-Barium Ion Detection with Dry Diazacrown Ether Naphthalimide Turn-on Chemosensors was written by Thapa, Pawan;Byrnes, Nicholas K.;Denisenko, Alena A.;Mao, James X.;McDonald, Austin D.;Newhouse, Charleston A.;Vuong, Thanh T.;Woodruff, Katherine;Nam, Kwangho;Nygren, David R.;Jones, Benjamin J. P.;Foss, Frank W. Jr.. And the article was included in ACS Sensors in 2021.Recommanded Product: 1,4,7,10-Tetraoxa-13-azacyclopentadecane This article mentions the following:

Single-mol. fluorescence imaging (SMFI) of gas-phase ions has been proposed for “barium tagging,” a burgeoning area of research in particle physics to detect individual barium daughter ions. This has potential to significantly enhance the sensitivity of searches for neutrinoless double-beta decay (0νββ) that is obscured by background radiation events. The chem. required to make such sensitive detection of Ba2+ by SMFI in dry Xe gas at solid interfaces has implications for solid-phase detection methods but has not been demonstrated. Here, we synthesized simple, robust, and effective Ba2+-selective chemosensors capable of function within ultrapure high-pressure 136Xe gas. Turn-on fluorescent naphthalimide-(di)azacrown ether chemosensors were Ba2+-selective and achieved SMFI in a polyacrylamide matrix. Fluorescence and NMR experiments supported a photoinduced electron transfer mechanism for turn-on sensing. Ba2+ selectivity was achieved with computational calculations correctly predicting the fluorescence responses of sensors to barium, mercury, and potassium ions. With these mols., dry-phase single-Ba2+ ion imaging with turn-on fluorescence was realized using an oil-free microscopy technique for the first time-a significant advance toward single-Ba2+ ion detection within large volumes of 136Xe, plausibly enabling a background-independent technique to search for the hypothetical process of 0νββ. In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3Recommanded Product: 1,4,7,10-Tetraoxa-13-azacyclopentadecane).

1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3) 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. 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.Recommanded Product: 1,4,7,10-Tetraoxa-13-azacyclopentadecane

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

Veverkova, E. et al. published their research in Chemical Papers in 1999 | CAS: 6972-61-8

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. 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.Electric Literature of C11H12O4

Examination of the Perkin reaction under microwave irradiation was written by Veverkova, E.;Pacherova, E.;Toma, S.. And the article was included in Chemical Papers in 1999.Electric Literature of C11H12O4 This article mentions the following:

The microwave irradiation shortened the reaction time of the Perkin reaction by 60-fold over classical heating. Cesium salts (acetate, carbonate, fluoride) with a small amount of pyridine were found to be the best catalysts under all conditions tested. In the experiment, the researchers used many compounds, for example, 3-(2,4-Dimethoxyphenyl)acrylic acid (cas: 6972-61-8Electric Literature of C11H12O4).

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. 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.Electric Literature of C11H12O4

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

Yildirim, Hatice et al. published their research in RSC Advances in 2022 | CAS: 605-94-7

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

Natural-product-inspired design and synthesis of thiolated coenzyme Q analogs as promising agents against Gram-positive bacterial strains: insights into structure-activity relationship, activity profile, mode of action, and molecular docking was written by Yildirim, Hatice;Yildiz, Mahmut;Bayrak, Nilufer;Mataraci-Kara, Emel;Ozbek-Celik, Berna;Otsuka, Masami;Fujita, Mikako;Radwan, Mohamed O.;TuYuN, Amac Fatih. And the article was included in RSC Advances in 2022.HPLC of Formula: 605-94-7 This article mentions the following:

In an attempt to develop effective and potentially active antibacterial and/or antifungal agents, we designed, synthesized, and characterized thiolated CoQ analogs (CoQ1-8) with an extensive antimicrobial study. The antimicrobial profile of these analogs was determined using four Gram-neg. bacteria, three Gram-pos. bacteria, and three fungi. Because of the fact that the thiolated CoQ analogs were quite effective on all tested Gram-pos. bacterial strains, including Staphylococcus aureus (ATCC 29213) and Enterococcus faecalis (ATCC 29212), the first two thiolated CoQ analogs emerged as potentially the most desirable ones in this series. Importantly, after the evaluation of the antibacterial and antifungal activity, we presented an initial structure-activity relationship for these CoQ analogs. In addition, the most promising thiolated CoQ analogs (CoQ1 and CoQ2) having the lowest MIC values on all tested Gram-pos. bacterial strains, were further evaluated for their inhibition capacities of biofilm formation after evaluating their in vitro potential antimicrobial activity against each of 20 clin. obtained resistant strains of Gram-pos. bacteria. CoQ1 and CoQ2 exhibited potential mol. interactions with S. aureus DNA gyrase in addition to excellent pharmacokinetics and lead-likeness profiles. Our findings offer important implications for a potential antimicrobial drug candidate, in particular for the treatment of infections caused by clin. resistant MRSA isolates. In the experiment, the researchers used many compounds, for example, 2,3-Dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione (cas: 605-94-7HPLC of Formula: 605-94-7).

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

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Ether – Wikipedia,
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Li, Zheng et al. published their research in Journal of Chemical Research in 2005 | CAS: 1877-75-4

2-(4-Methoxyphenoxy)acetic acid (cas: 1877-75-4) 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: C9H10O4

Polymer-supported dichlorophosphate. A recoverable new reagent for synthesis of 2-amino-1,3,4-thiadiazoles was written by Li, Zheng;Yu, Jin-Lan;Yang, Jing-Ya;Shi, Sheng-Yi;Wang, Xi-Cun. And the article was included in Journal of Chemical Research in 2005.Formula: C9H10O4 This article mentions the following:

Poly(ethylene glycol) (PEG)-supported dichlorophosphate was efficiently used as a recoverable new dehydration reagent for rapid synthesis of 2-amino-5-substituted-1,3,4-thiadiazoles under microwave irradiation and solvent-free condition by reactions of thiosemicarbazide with aliphatic acids, benzoic acid, aryloxy-acetic acids or furan-2-carboxylic acids. In the experiment, the researchers used many compounds, for example, 2-(4-Methoxyphenoxy)acetic acid (cas: 1877-75-4Formula: C9H10O4).

2-(4-Methoxyphenoxy)acetic acid (cas: 1877-75-4) 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: C9H10O4

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

Kiel, Gavin R. et al. published their research in Chemical Science in 2020 | CAS: 16356-02-8

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

Site-selective [2 + 2 + n] cycloadditions for rapid, scalable access to alkynylated polycyclic aromatic hydrocarbons was written by Kiel, Gavin R.;Bergman, Harrison M.;Tilley, T. Don. And the article was included in Chemical Science in 2020.Quality Control of 1,4-Dimethoxy-2-butyne This article mentions the following:

Here, a general and scalable [2 + 2 + n] (n = 1 or 2) cycloaddition strategy to access polycyclic aromatic hydrocarbons (PAHs) that were decorated with synthetically versatile alkynyl groups and its application to seven structurally diverse PAH ring systems (thirteen new alkynylated PAHs in total) was presented. The critical discovery was the site-selectivity of an Ir-catalyzed [2 + 2 + 2] cycloaddition, which preferentially cyclized tethered diyne units with preservation of other (peripheral) alkynyl groups. The potential for generalization of the site-selectivity to other [2 + 2 + n] reactions was demonstrated by identification of a Cp2Zr-mediated [2 + 2 + 1]/metallacycle transfer sequence for synthesis of an alkynylated, selenophene-annulated PAH. The new PAHs were excellent synthons for macrocyclic conjugated nanocarbons. As a proof of concept, four were subjected to alkyne metathesis catalysis to afford large, PAH-containing arylene ethylene macrocycles, which possess a range of cavity sizes reaching well into the nanometer regime. Notably, these high-yielding macrocyclizations establish that synthetically convenient pentynyl groups could be effective for metathesis since the 4-octyne byproduct was sequestered by 5 Å MS. Most importantly, this work was a demonstration of how site-selective reactions could be harnessed to rapidly build up structural complexity in a practical, scalable fashion. In the experiment, the researchers used many compounds, for example, 1,4-Dimethoxy-2-butyne (cas: 16356-02-8Quality Control of 1,4-Dimethoxy-2-butyne).

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

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

Mauthner, F. et al. published their research in Journal fuer Praktische Chemie (Leipzig) in 1927 | CAS: 57179-35-8

3-Hydroxy-5-methoxybenzaldehyde (cas: 57179-35-8) 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.COA of Formula: C8H8O3

Synthesis of a new resorcylaldehyde was written by Mauthner, F.. And the article was included in Journal fuer Praktische Chemie (Leipzig) in 1927.COA of Formula: C8H8O3 This article mentions the following:

3,5-(HO)2C6H4CO2Me (10 g.) and 2.4 g. NaOH in 25 cc. H2O, shaken with 6 cc. Me2SO4, made alk. with 50 cc. 10% NaOH and extracted with Et2O, give after acidifying, 3.1 g. 3-hydroxy-5-methoxy-1-benzoic acid, m. 202-3°; carbomethoxy, derivative, m. 145-6°, whose chloride m. 57-8°; reduction with Pd-BaSO4 and saponification gives 3-hydroxy-5-methoxy-1-benzaldehyde, m. 130-1° (p-nitrophenylhydrazone, red, m. 221-2°; semicarbazone, m. 197-8); with CH2(CO2H)2 and piperidine it gives 3-hydroxy-5-methoxy-1-cinnamic acid, m. 198-9°. In the experiment, the researchers used many compounds, for example, 3-Hydroxy-5-methoxybenzaldehyde (cas: 57179-35-8COA of Formula: C8H8O3).

3-Hydroxy-5-methoxybenzaldehyde (cas: 57179-35-8) 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.COA of Formula: C8H8O3

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

Nakamura, Yoshiki et al. published their research in Holzforschung in 1976 | CAS: 3929-47-3

3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3) 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. 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 3929-47-3

Ester linkage of p-coumaric acid in bamboo lignin was written by Nakamura, Yoshiki;Higuchi, Takayoshi. And the article was included in Holzforschung in 1976.Reference of 3929-47-3 This article mentions the following:

The maximum UV absorption of veratryl p-coumarate [61844-60-8] and 3-(3,4-dimethoxyphenyl)propyl p-coumarate [61844-61-9] as model compounds to establish the mode of ester linkage between p-coumaric acid (I) [7400-08-0] and phenylpropane moieties of MWL (II) [8068-00-6] of Phyllostachys pubesens, together with other 5 esters of I, were present at 312-14 nm which correspond to that of II, suggesting that the major portion (∼80%) of I was esterified with γ-OH groups of side chains, especially of α,β-saturated ones, in II mols. Similar results were obtained for the esterified p-hydroxybenzoic acid in poplar lignin (III) [9005-53-2]. The precipitation of the ester linkage, through which I is connected to coniferyl alc. end group in III, was also discussed. In the experiment, the researchers used many compounds, for example, 3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3Reference of 3929-47-3).

3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3) 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. 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 3929-47-3

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

Ahmad, Muhammad Sohail et al. published their research in Molecular Catalysis in 2022 | CAS: 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.Formula: C8H10O2

Heterogenized manganese catalyst for C-, and N-alkylation of ketones and amines with alcohols by pyrolysis of molecularly defined complexes was written by Ahmad, Muhammad Sohail;Inomata, Yusuke;Kida, Tetsuya. And the article was included in Molecular Catalysis in 2022.Formula: C8H10O2 This article mentions the following:

Series of organic transformations are known to be catalyzed by molecularly well-defined homogeneous catalysts, however, it is difficult to recycle. Meanwhile, heterogeneous catalysts are required in many industrial processes due to their stability, and recyclability, but it is challenging to control on a mol. level. Herein, we set out the conversion of homogenous manganese complex into heterogeneous manganese-based catalyst via pyrolyzing the pre-formed crystalline polymer. The catalyst thus produced are then utilized for C-C/C-N bond-forming reactions, such as alkylation of ketones and/or amines, utilizing primary alcs. as an alkylating agent, under nearly mild conditions liberating water as the sole byproduct. 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. 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.Formula: C8H10O2

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

Costero, Ana M. et al. published their research in European Journal of Organic Chemistry in 2017 | CAS: 66943-05-3

1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3) 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.Electric Literature of C10H21NO4

Structure and Conformational Studies of Aza-Crown 8-Amino-BODIPY Derivatives: Influence of Steric Hindrance on Their Photophysical Properties was written by Costero, Ana M.;Betancourt-Mendiola, Maria L.;Gavina, Pablo;Ochando, Luis E.;Gil, Salvador;Chulvi, Katherine;Pena-Cabrera, Eduardo. And the article was included in European Journal of Organic Chemistry in 2017.Electric Literature of C10H21NO4 This article mentions the following:

Herein, the authors report the synthesis, x-ray crystal structure and photophys. studies of six new 8-amino-BODIPY derivatives containing crown or azo-crown ether moieties. The influence of steric hindrance, caused by the crown ether, on the planarity of the BODIPY core and its relation with the fluorescent properties has been established. 1H NMR spectroscopic studies were undertaken to clarify the changes in fluorescence observed in the presence of ZnII. In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3Electric Literature of C10H21NO4).

1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3) 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.Electric Literature of C10H21NO4

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

Spath, Ernst et al. published their research in Berichte der Deutschen Chemischen Gesellschaft [Abteilung] B: Abhandlungen in 1941 | CAS: 57179-35-8

3-Hydroxy-5-methoxybenzaldehyde (cas: 57179-35-8) 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. 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.COA of Formula: C8H8O3

Natural stilbenes. V. Synthesis of pinosylvin monomethyl ether was written by Spath, Ernst;Kromp, Kurt. And the article was included in Berichte der Deutschen Chemischen Gesellschaft [Abteilung] B: Abhandlungen in 1941.COA of Formula: C8H8O3 This article mentions the following:

The difficulties encountered in digesting pine heartwood with tech. sulfite liquor unless the wood has previously been extracted with alc. or acetone are apparently due to the presence in the wood of acetone-soluble hindering substances. Erdtman (C. A. 33, 7098.5) has isolated 2 such substances in about 0.8% yield (based on the dry wood), viz. pinosylvin (I) and its mono-Me ether (II). In the course of their work on the natural stilbenes, S. and his coworkers had already synthesized I (see part IV), and in the present paper they describe the synthesis of II. 3,5-HO(MeO)C6H3CO2H, m. 203-4°, was obtained in 10.1-g. yield from 27.8 g. (HO)2C6H3CO2H in 50 cc. MeOH allowed to stand 14 hrs. at 20° with 127 cc. of a solution of 3 g. Na in 100 cc. absolute MeOH and 15.7 cc. Me2SO4, then heated 1.5 hrs. on the water bath. Boiled 2 hrs. with AcCl, evaporated and poured into water, it gave 90% of the 3-acetoxy acid, m. 151.5-2.5°, which with boiling SOCl2 yielded 85% of 3-acetoxy-5-methoxybenzoyl chloride, b. 90-100° (air bath) under 1 Torr; this, reduced in xylene with Pd-BaSO4 and a moderately rapid current of H until the evolution of HCl ceased (4 hrs.), gave, through the NaHSO3 compound, 60% of 3,5-HO(MeO)C6H3CHO (III), sublimes 110-20° (air bath) under 0.02 Torr, m. 130-1°. Condensation of 2 g. III with 2.08 g. PhCH2CO2Na and 12.5 cc. Ac2O by heating 8 hrs. at 160° gave an oily product which was allowed to stand 12 hrs. at 20° under N with 165 cc. of 3% KOH and finally boiled 15 min. The solution, filtered from an insoluble resinous product, made faintly acid and allowed to stand 12 hrs., yielded 55% of 3′-hydroxy-5′-methoxy-α-stilbenecarboxylic acid (IV), m. 200-1°. The resinous product obtained along with IV was again boiled 1 hr. in 3% KOH, acidified and extracted with ether, yielding a cis-trans isomer (V) of IV, m. 181-2°, and depressing the m. p. of IV to 165-74°. When IV was decarboxylated by heating 4 min. at 220° with Naturkupfer C in quinoline and the resulting oil was repeatedly fractionated in a high vacuum at about 140° (air bath) no crystalline product could be obtained. After various unsuccessful attempts to convert it into a crystalline isomer, the desired isomerization was effected by heating the oil in an evacuated bomb 2.5 min. at 350°. The rearranged product (0.666 g. from 1 g. IV) b. 140° (air bath) under 0.02 Torr and, when seeded in benzene with natural II, gave 67% crystalline II, m. 121.5-2.5°, which did not depress the m. p. of natural II. V (0.05 g.) similarly decarboxylated gave 0.026 g. II. In the experiment, the researchers used many compounds, for example, 3-Hydroxy-5-methoxybenzaldehyde (cas: 57179-35-8COA of Formula: C8H8O3).

3-Hydroxy-5-methoxybenzaldehyde (cas: 57179-35-8) 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. 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.COA of Formula: C8H8O3

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