Askin, Muzaffer et al. published their research in Russian Journal of Physical Chemistry B 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. 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: 66943-05-3

The examination of a variety of different ions added to the crown ether derivatives with high field NMR spectrometer was written by Askin, Muzaffer;Zengin, Bilgin;Korunur, Sibel;Kor, Harun;Koylu, M. Zafer. And the article was included in Russian Journal of Physical Chemistry B in 2017.Recommanded Product: 66943-05-3 This article mentions the following:

The current study involves the measurements of T1 relaxation time of complexes three different crown ethers (4-aminobenzo-15-Crown-5, 1-Aza-18-Crown-6, 1-Aza-15-Crown-5) and two different ions sodium perchlorate (NaClO4), lithium perchlorate (LiClO4) by a 400 MHz NMR spectrometer. The association constants (Ka) of the complexes were determined on the basis of the evaluation of these measurements using the Benesi-Hildebrand method that we have modified. These association constants were consistent with those obtained from 1H NMR titration technique. As a result, it can be speculated that binding constants could be measured using T1 relaxation time when chem. shifts are very small or cannot be observed 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. 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 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: 66943-05-3

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

Qian, Cunwei et al. published their research in Bulletin of the Korean Chemical Society in 2013 | CAS: 54916-28-8

1-(4-(4-Methoxyphenoxy)phenyl)ethanone (cas: 54916-28-8) 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. 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-(4-Methoxyphenoxy)phenyl)ethanone

Aminophenols as efficient ligands for copper-catalyzed Ullmann-type synthesis of diaryl ethers was written by Qian, Cunwei;Qin, Liang;Zong, Qianshou;Wu, Lin;Fang, Dong. And the article was included in Bulletin of the Korean Chemical Society in 2013.Quality Control of 1-(4-(4-Methoxyphenoxy)phenyl)ethanone This article mentions the following:

An efficient copper-aminophenol (I) catalyzed synthesis of diaryl ethers R1OR2 (R1 = 4-MeC6H4, 4-ClC6H4; R2 = 4-MeOC6H4, Ph; etc.) via Ullmann coupling of phenols/naphthols and aryl bromides/iodides was reported. In the experiment, the researchers used many compounds, for example, 1-(4-(4-Methoxyphenoxy)phenyl)ethanone (cas: 54916-28-8Quality Control of 1-(4-(4-Methoxyphenoxy)phenyl)ethanone).

1-(4-(4-Methoxyphenoxy)phenyl)ethanone (cas: 54916-28-8) 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. 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-(4-Methoxyphenoxy)phenyl)ethanone

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

Sokolowski, A. et al. published their research in Tenside Detergents in 1982 | CAS: 20324-33-8

1-((1-((1-Methoxypropan-2-yl)oxy)propan-2-yl)oxy)propan-2-ol (cas: 20324-33-8) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. 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.Reference of 20324-33-8

The effect of polyoxypropylene chain length in nonionic surfactants on their adsorption at the aqueous solution-air interface was written by Sokolowski, A.;Chlebicki, J.. And the article was included in Tenside Detergents in 1982.Reference of 20324-33-8 This article mentions the following:

Surface tension isotherms were determined for alkyl monoethers CnH2n+1(OCH2CH(CH3))zOH (n = 1-4; z = 1-7) at the aqueous solution- air interface by the maximum bubble pressure method at 293.2 K. A quant. correlation was found between adsorption free energy and monoether structure for surface tension decrease of â‰?0 × 10-3 Nm-1. Interaction of both alkyl and polyoxypropylene chains is statistically significant and affects the adsorption free energy. The CH2 and P:O group contributions to the free energy of adsorption were calculated for various values of surface tension decrease. 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: 20324-33-8Reference of 20324-33-8).

1-((1-((1-Methoxypropan-2-yl)oxy)propan-2-yl)oxy)propan-2-ol (cas: 20324-33-8) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. 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.Reference of 20324-33-8

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

Brittain, William D. G. et al. published their research in Journal of Organic Chemistry in 2020 | CAS: 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. 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.Application In Synthesis of 4-Iodo-1-methoxy-2-methylbenzene

Protecting Group-Controlled Remote Regioselective Electrophilic Aromatic Halogenation Reactions was written by Brittain, William D. G.;Cobb, Steven L.. And the article was included in Journal of Organic Chemistry in 2020.Application In Synthesis of 4-Iodo-1-methoxy-2-methylbenzene This article mentions the following:

Being able to utilize a protecting group to influence remote regiocontrol offers a simple alternative approach to direct late-stage functionalization of complex organic mols. However, protecting groups that have the ability to influence reaction regioselectivity remote to their local chem. environment are not widely reported in the literature. Herein, we report the development of remote regioselective electrophilic aromatic substitution (SEAr) reactions that are enabled via the application of the tetrafluoropyridyl (TFP) phenol-protecting group. We demonstrate that through sequential reactions and protection/deprotection of the TFP group, substitution patterns that do not conform to classical SEAr regioselectivity rules can be readily accessed. In the experiment, the researchers used many compounds, for example, 4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2Application In Synthesis of 4-Iodo-1-methoxy-2-methylbenzene).

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. 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.Application In Synthesis of 4-Iodo-1-methoxy-2-methylbenzene

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

Rakhmanov, E. V. et al. published their research in Petroleum Chemistry in 2012 | 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. 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.Reference of 66943-05-3

Oxidation of dibenzothiophene with hydrogen peroxide in ionic liquids was written by Rakhmanov, E. V.;Wang, Zixiao;Tarakanova, A. V.;Oshchepkov, M. S.;Anisimov, A. V.. And the article was included in Petroleum Chemistry in 2012.Reference of 66943-05-3 This article mentions the following:

Structurally different ionic liquids have been used as a medium for oxidation of dibenzothiophene with hydrogen peroxide in the presence of niobium pentachloride and oxaazacrown ethers. The maximum degree of oxidative conversion of dibenzothiophene (63%) was achieved in the presence of 5-(1,4,7,10-tetraoxa-13-azacyclopentadecan-13-yl)pentadecanoic acid, an oxaazacrown ether bearing a carboxylic group in the side chain. In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3Reference of 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. 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.Reference of 66943-05-3

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

Zipse, Hendrik et al. published their research in Liebigs Annalen in 1996 | CAS: 60221-37-6

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

Polyether catalysis of ester aminolysis. A computational and experimental study was written by Zipse, Hendrik;Wang, Li Hsing;Houk, Kendall N.. And the article was included in Liebigs Annalen in 1996.Reference of 60221-37-6 This article mentions the following:

Model systems for the reaction of amines with esters were investigated with ab initio methods. NH3 and MeNH2 were used as models for primary amines, and HCO2H, AcOMe, AcOPh, and AcOC6H4-4-NO2 were chosen to represent typical esters. Geometry optimizations were performed for all systems, and relative energies were evaluated. The lowest barriers are found for the reaction of MeNH2 with 4-AcOC6H4NO2. Reaction occurs in this case according to a direct displacement pathway, on which all bond formation and breaking occurs in a single step. Complexation of the transition structures by Me2O or (MeOCH2)2 leads to much the same changes as observed for variation of the leaving group. Based on the ab initio data a force field for the calculation of transition state-catalyst complexation was developed. This force field as well as ground state complexation energies were employed to predict catalytic activities for a number of polyethers, polyalcs., and pyrans, which in part, were also investigated exptl. 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: 60221-37-6Reference of 60221-37-6).

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

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

Tse, Man Kin et al. published their research in Organic Letters in 2001 | 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, 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.Product Details of 365564-07-4

Regioselective Aromatic Borylation in an Inert Solvent was written by Tse, Man Kin;Cho, Jian-Yang;Smith, Milton R. III. And the article was included in Organic Letters in 2001.Product Details of 365564-07-4 This article mentions the following:

A protocol for performing Rh catalyzed aromatic borylations in cyclohexane has been devised. Borylation at the 5-position of several 1,3-substituted aromatic species ranging from electron-rich (1,3-(NMe2)2C6H4) to electron-deficient (1,3-(CF3)2C6H4) using pinacolborane in the presence of (η5-C5Me5)Rh(η4-C6Me6) precatalyst, yielded the corresponding aryl boronate esters. Veratrole was selectively borylated at the 4-position, thus extending regioselectivity to 1,2-substituted benzenes. Selective borylation at the 3-position of an N-protected pyrrole was also been demonstrated, providing a valuable reagent for cross-coupling reactions in a single step. In the experiment, the researchers used many compounds, for example, 2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 365564-07-4Product Details of 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, 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.Product Details of 365564-07-4

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

Zhang, Yingmu et al. published their research in Chemical Communications (Cambridge, United Kingdom) in 2019 | 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. 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.Application In Synthesis of 2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

A mesoporous NNN-pincer-based metal-organic framework scaffold for the preparation of noble-metal-free catalysts was written by Zhang, Yingmu;Li, Jialuo;Yang, Xinyu;Zhang, Peng;Pang, Jiandong;Li, Bao;Zhou, Hong-Cai. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2019.Application In Synthesis of 2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane This article mentions the following:

Through topol.-guided synthesis, a Zr-based mesoporous MOF was successfully constructed, adopting a β-cristobalite-type structure. The MOF is embedded with well-arranged terpyridine coordination sites for facile post-synthetic metalation, and can be effectively used as a general scaffold for the preparation of noble-metal-free catalysts. For instance, the scaffolded metal@MOF material exhibits highly efficient catalytic activity for alkene epoxidation and arene borylation. 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 In Synthesis of 2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane).

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. 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.Application In Synthesis of 2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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

Liu, Yinyin et al. published their research in Bioorganic & Medicinal Chemistry in 2018 | CAS: 1009303-77-8

2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenemethanol (cas: 1009303-77-8) 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. 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.Application of 1009303-77-8

Design and synthesis of alkyl substituted pyridino[2,3-D]pyrimidine compounds as PI3Kα/mTOR dual inhibitors with improved pharmacokinetic properties and potent in vivo antitumor activity was written by Liu, Yinyin;Xia, Qinhua;Fang, Lei. And the article was included in Bioorganic & Medicinal Chemistry in 2018.Application of 1009303-77-8 This article mentions the following:

Using pyridino[2,3-D]pyrimidine as the core, total 13 pyridino[2,3-D]pyrimidine derivatives with different alkyl substituents at C2 site have been designed and synthesized to search for novel PI3Kα/mTOR dual inhibitors. Most of the target compounds showed potent mTOR inhibition activity with IC50 values ranging from single to double digit nanomole. Five target compounds exhibited pronounced PI3Kα inhibition activity. In vitro cellular assay indicated that most of the target compounds showed excellent antiproliferative activity, especially I whose potency against SKOV3 was 8-fold higher than the pos. control AZD8055. In vitro metabolic stability study found that I had a comparable stability to that of AZD8055. More importantly, I showed better antitumor activity and pharmacokinetic properties in vivo as compared with AZD8055. In the experiment, the researchers used many compounds, for example, 2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenemethanol (cas: 1009303-77-8Application of 1009303-77-8).

2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenemethanol (cas: 1009303-77-8) 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. 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.Application of 1009303-77-8

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

Ren, Yun-Lai et al. published their research in Advanced Synthesis & Catalysis in 2013 | CAS: 75581-11-2

4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2) 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–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.Computed Properties of C8H9IO

Nitrogen Dioxide-Catalyzed Electrophilic Iodination of Arenes was written by Ren, Yun-Lai;Shang, Huantao;Wang, Jianji;Tian, Xinzhe;Zhao, Shuang;Wang, Qian;Li, Fuwei. And the article was included in Advanced Synthesis & Catalysis in 2013.Computed Properties of C8H9IO This article mentions the following:

Nitrogen oxide (NO2 nitrogen dioxide) is demonstrated to be an effective catalyst precursor for the iodination of alkoxy-substituted benzene derivatives and naphthalene derivatives Different from transition metal catalysts, nitrogen dioxide can be easily separated from the final products and is free of heavy metal waste. Although the present catalyst precursor is toxic, it does not stain the final products due to its low-boiling character. No other reagents apart from 0.5 equivalent of iodine (I2), 6.5 mol% nitrogen dioxide and acetonitrile solvent were used in the iodination, and basically all the iodine atoms in the iodine source were transferred to the iodination products, showing that the presented protocol is highly atom-economic and practical. The synthesis of the target compounds was achieved using methoxybenzene, ethoxybenzene, butoxybenzene, (octyloxy)benzene, (tetradecyloxy)benzene, 1-butoxy-2-methyl-benzene, 1,3-dimethoxybenzene, 1-butoxy-3-chlorobenzene, 1,2,3-trimethoxybenzene, 1-methoxynaphthalene as starting materials. Benzofuran, benzothiazole, 2-phenylpyridine, 1-methylimidazole, (ethenyl)benzene, bromobenzene, N,N-diehtylbenzenamine did not provide products in satisfactory yield. Nitriles were obtained in a reaction with tripotassium hexacyanoferrate. In the experiment, the researchers used many compounds, for example, 4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2Computed Properties of C8H9IO).

4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2) 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–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.Computed Properties of C8H9IO

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