Friebe, Vincent M. et al. published their research in Angewandte Chemie, International Edition in 2022 | CAS: 605-94-7

2,3-Dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione (cas: 605-94-7) 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. 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.Category: ethers-buliding-blocks

Sustaining Electron Transfer Pathways Extends Biohybrid Photoelectrode Stability to Years was written by Friebe, Vincent M.;Barszcz, Agata J.;Jones, Michael R.;Frese, Raoul N.. And the article was included in Angewandte Chemie, International Edition in 2022.Category: ethers-buliding-blocks This article mentions the following:

The exploitation of natural photosynthetic enzymes in semi-artificial devices constitutes an attractive and potentially sustainable route for the conversion of solar energy into electricity and solar fuels. However, the stability of photosynthetic proteins after incorporation in a biohybrid architecture typically limits the operational lifetime of biophotoelectrodes to a few hours. Here, we demonstrate ways to greatly enhance the stability of a mesoporous electrode coated with the RC-LH1 photoprotein from Rhodobacter sphaeroides. By preserving electron transfer pathways, we extended operation under continuous high-light to 33 days, and operation after storage to over two years. Coupled with large photocurrents that reached peak values of 4.6 mA cm-2, the optimized biophotoelectrode produced a cumulative output of 86 C cm-2, the largest reported performance to date. Our results demonstrate that the factor limiting stability is the architecture surrounding the photoprotein, and that biohybrid sensors and photovoltaic devices with operational lifetimes of years are feasible. In the experiment, the researchers used many compounds, for example, 2,3-Dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione (cas: 605-94-7Category: ethers-buliding-blocks).

2,3-Dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione (cas: 605-94-7) 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. 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.Category: ethers-buliding-blocks

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

Dohi, Toshifumi et al. published their research in Chemistry – A European Journal in 2012 | CAS: 365564-07-4

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

Efficient synthesis of oxygenated terphenyls and other oligomers: sequential arylation reactions through phenol oxidation-rearomatization was written by Dohi, Toshifumi;Kamitanaka, Tohru;Watanabe, Shohei;Hu, Yinjun;Washimi, Naohiko;Kita, Yasuyuki. And the article was included in Chemistry – A European Journal in 2012.Application of 365564-07-4 This article mentions the following:

A sequential arylation method involving the oxidation/rearomatization of phenols is developed. Quinone monoacetalsthe key intermediates, can be used for preparation of oxygenated terphenyls and other oligomers. The reaction employed hypervalent iodine compounds as the oxidant and montmorillonite clay as the acid promoter. In the experiment, the researchers used many compounds, for example, 2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 365564-07-4Application of 365564-07-4).

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

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

Mekrattanachai, Pagasukon et al. published their research in Catalysis Letters in 2022 | CAS: 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, 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. 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: 105-13-5

The Highly Effective Cobalt Based Metal-Organic Frameworks Catalyst for One Pot Oxidative Esterification Under Mild Conditions was written by Mekrattanachai, Pagasukon;Zhu, Lei;Setthaya, Naruemon;Chindawong, Chakkresit;Song, Wei Guo. And the article was included in Catalysis Letters in 2022.SDS of cas: 105-13-5 This article mentions the following:

The cobalt-based metal organic frameworks (Co-MOFs) catalystwas prepared with using terephthalic acid and 4,4′-bipyridine as organic linkers by facile solvothermal method for one-pot oxidative esterification. The prepared catalyst was pyrolyzed at different temperature and then applied for oxidation of aldehyde using mol. oxygen as benign oxidant under mild conditions. The Co-MOFs pyrolyzed at 800 C (denoted as Co-MOFs-800) catalyst exhibited excellent catalytic activity, selectivity and recyclability toward the oxidative esterification of benzaldehydes. Furthermore, it was reused up to 5 runs without significant loss of activity. 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. 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. 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: 105-13-5

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

Rao Kovvuri, V. Raghavendra et al. published their research in Organic Letters 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. But on the other hand, ethers undergo cleavage by reaction with acids. 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 16356-02-8

Generation and Reactivity of 2-Amido-1,3-diaminoallyl Cations: Cyclic Guanidine Annulations via Net (3 + 2) and (4 + 3) Cycloadditions was written by Rao Kovvuri, V. Raghavendra;Xue, Haoran;Romo, Daniel. And the article was included in Organic Letters in 2020.Product Details of 16356-02-8 This article mentions the following:

Toward a method for direct conversion of alkenes to cyclic guanidines, we report that 1,3-dipolar cycloadditions of 2-amido-1,3-diamino allylic cations with alkenes provide a new method for direct cyclic guanidine annulation. Generated under oxidative conditions, the 2-amido-1,3-diaminoallyl cations react as 1,3-dipoles providing rapid access to 2-amino imidazolines through net (3 + 2) cycloadditions The utility is demonstrated through a concise synthesis of the oroidin alkaloid, phakellin. The described 1,3-dipole also participates in net (4 + 3) cycloadditions with dienes. Safety: caution advised in preparation of Na salt of 2,2,3,3-tetrafluoro-1-propanol. In the experiment, the researchers used many compounds, for example, 1,4-Dimethoxy-2-butyne (cas: 16356-02-8Product Details of 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. But on the other hand, ethers undergo cleavage by reaction with acids. 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 16356-02-8

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

Klockmann, Felix et al. published their research in ACS Omega in 2021 | 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. 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.Electric Literature of C8H9NO3

Substituted Dibenzodiazocines: Rapid Synthesis and Photochemical Properties was written by Klockmann, Felix;Fangmann, Camilla;Zender, Elena;Schanz, Tobias;Catapano, Claudia;Terfort, Andreas. And the article was included in ACS Omega in 2021.Electric Literature of C8H9NO3 This article mentions the following:

11,12-Dihydrodibenzo[c,g]-1,2-diazocines have been established as a viable alternative to azobenzene for photoswitching, in particular, as they show an inverted switching behavior: the ground state is the Z isomer. In this paper, an improved method to obtain dibenzodiazocine and its derivatives from the resp. 2-nitrotoluenes in two reaction steps, each proceeding in minutes were presented. This fast access to a variety of derivatives permitted the study of substitution effects on the synthesis and on the photochem. properties. With biochem. applications in mind, methanol was chosen as a protic solvent system for the photochem. investigations. In contrast to the azobenzene system, none of the tested substitution patterns resulted in more efficient switching or in significantly prolonged half-lives, showed that the system was dominated by the ring strain. In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitroanisole (cas: 5367-32-8Electric Literature of C8H9NO3).

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. 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.Electric Literature of C8H9NO3

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

Ovchinnikov, D. V. et al. published their research in Russian Journal of General Chemistry in 2010 | CAS: 66943-05-3

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. But on the other hand, ethers undergo cleavage by reaction with acids. 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

Synthesis of actinomycin D analogs: XXIII. Actinocin derivatives containing azacrown fragments was written by Ovchinnikov, D. V.;Glibin, E. N.;Garabadzhiu, A. V.;Plekhanova, N. G.. And the article was included in Russian Journal of General Chemistry in 2010.Electric Literature of C10H21NO4 This article mentions the following:

A number of actinocin amides containing residues of aza-15-crown-5 and aza-18-crown-6 where crown fragments, e.g. I, were separated from the heterocyclic chromophore by the residues of ω-amino acids were obtained as actinomycin D models. 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. 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. 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

Kodomari, Mitsuo et al. published their research in Bulletin of the Chemical Society of Japan in 1992 | CAS: 75581-11-2

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

Direct iodination of aromatic compounds with iodine and alumina-supported copper(II) chloride or sulfate was written by Kodomari, Mitsuo;Amanokura, Natsuki;Takeuchi, Kiyoshi;Yoshitomi, Suehiko. And the article was included in Bulletin of the Chemical Society of Japan in 1992.Recommanded Product: 75581-11-2 This article mentions the following:

The iodination of aromatic compounds (polymethylbenzenes, alkyl Ph ethers, and polynuclear aromatic hydrocarbons) with iodine in combination with copper(II) chloride or sulfate supported on alumina proceeds well under mild conditions to selectively give monoiodinated compounds in high yields. 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. 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.Recommanded Product: 75581-11-2

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

Fonari, Marina S. et al. published their research in Polyhedron in 2008 | CAS: 66943-05-3

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. 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: 66943-05-3

Crown-templated assembling of the inorganic binuclear fluoro-containing anions in the system ZrO2/HfO2 (Nb2O5/Ta2O5)-HF-H2O-azacrown ether was written by Fonari, Marina S.;Kravtsov, Victor Ch.;Simonov, Yurii A.;Basok, Stepan S.;Ganin, Eduard V.;Gelmboldt, Vladimir O.;Suwinska, Kinga;Lipkowski, Janusz;Alekseeva, Olga A.;Furmanova, Nina G.. And the article was included in Polyhedron in 2008.Recommanded Product: 66943-05-3 This article mentions the following:

The interaction of ZrO2/HfO2 or Nb2O5/Ta2O5 with an aqueous solution of hydrofluoric acid in the presence of aza-crown ether resulted in novel organically templated metal oxyfluorides [(HA15C5)2][Ta2F10O] (1), [(HA18C6·H2O)(A18C6·H2O)][(H2O)Nb2F9O]·H2O (2), [(HA18C6·H2O)(M2F10·2H2O)·(H3O)·H2O] (3, 4) and [(H2DA18C6)(M2F10·2H2O)·2H2O] (5, 6) (M = Zr, Hf, A15C5 = aza-15-crown-5, A18C6 = aza-18-crown-6, DA18C6 = diaza-18-crown-6). Complexes 16 were identified by single crystal x-ray diffraction. In 1, the neg. charge of the [(TaF5)2O]2- centrosym. dianion is balanced by two azonia-15C5 cations, while in 2 the charge of asym. [(H2O)NbF4ONbF5] monoanion is compensated by azonia-18C6 cation. The crystal of 2 revealed an extensive hydrogen bonding between the anions, protonated and neutral macrocycles and water mols. that combine the components into 2-dimensional sheets. Complexes 34 and 56 are isostructural in pairs; in all of them the rigid 2-dimensional inorganic motif is formed through the association of the [(M2F10·2H2O)]2- anions by OH···F hydrogen bonds. The similar 3-dimensional supramol. architecture in 36 represents an alternation of the neg.-charged inorganic sheets and the columns of (HA18C6)+ or (DA18C6)2+ organic cations glued by oxonium cations or water mols. In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3Recommanded Product: 66943-05-3).

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. 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: 66943-05-3

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

Zhou, Pan et al. published their research in Organic Letters in 2022 | CAS: 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, 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. 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.HPLC of Formula: 105-13-5

Molybdenum-Catalyzed Cross-Coupling of Benzyl Alcohols: Direct C-OH Bond Transformation via [2 + 2]-Type Addition and Elimination was written by Zhou, Pan;Li, Yuqiang;Tao, XU. And the article was included in Organic Letters in 2022.HPLC of Formula: 105-13-5 This article mentions the following:

Traditional cross-couplings catalyzed by transition metal catalysts generally rely on the classic oxidative addition-transmetalation-reductive elimination process, which requires low-valent precious metals and an inert atm. and which initiates from carbon-alide or pesudo carbon-halide bonds. Herein, an unprecedented molybdenum-oxo-complex-catalyzed intermol. cross-coupling of benzyl alcs. has been reported. Various alcs. including primary, secondary, and tertiary substrates can proceed efficiently under these conditions. Several functional groups sensitive to the low-valent transition metals, such as aryl halides, can be well tolerated. The mechanistic studies and DFT calculations suggest that an intramol. concerted cyclization was involved in the reverse [2 + 2]-type elimination process. In the experiment, the researchers used many compounds, for example, (4-Methoxyphenyl)methanol (cas: 105-13-5HPLC of Formula: 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, 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. 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.HPLC of Formula: 105-13-5

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

Zhao, Mingqin et al. published their research in Chemistry – An Asian Journal 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. 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: 105-13-5

Efficient Synthesis of C3-Alkylated and Alkenylated Indoles via Manganese-Catalyzed Dehydrogenation was written by Zhao, Mingqin;Li, Xinyan;Zhang, Xiaoyu;Shao, Zhihui. And the article was included in Chemistry – An Asian Journal in 2022.SDS of cas: 105-13-5 This article mentions the following:

Herein, a manganese-based catalytic system that enables the efficient synthesis of C3-alkylated indoles I [R = Bn, 2-MeC6H4CH2, 4-ClC6H4CH2, etc.] was described from benzyl alcs. and indoles via the borrowing hydrogen process. Furthermore, dehydrogenative coupling of 2-arylethanols and indoles yields C3-alkenylated indoles I [R = CH=CHPh, 4-MeC6H4CH=CH, 4-BrC6H4CH=CH, etc.]. Meanwhile, reacting 2-aminophenethanol instead of indoles could also obtain the corresponding indole products with high selectivity under the same conditions. 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. 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: 105-13-5

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