Category: ethers-buliding-blocks

Liu, Ling-yan et al. published their research in Tetrahedron: Asymmetry in 2007 | 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. 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 C8H8O3

A structurally simple L-proline derivative promotes the asymmetric allylation of aldehydes with tribromoallyltin was written by Liu, Ling-yan;Sun, Jing;Liu, Nan;Chang, Wei-xing;Li, Jing. And the article was included in Tetrahedron: Asymmetry in 2007.Electric Literature of C8H8O3 This article mentions the following:

An asym. allylation of aldehydes with the allyltin tribromide was achieved using the L-proline derivative as a chiral promoter in dichloromethane in the presence of a Lewis base. Various optically active homoallylic alcs. were obtained in high yields with moderate enantioselectivities of up to 62% ee. In the experiment, the researchers used many compounds, for example, 3-Hydroxy-5-methoxybenzaldehyde (cas: 57179-35-8Electric Literature of 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. 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 C8H8O3

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

Ben, Ines et al. published their research in Journal of Organic Chemistry in 1985 | CAS: 57179-35-8

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

4,5-O-Substituted phenanthrenes from cyclophanes. The total synthesis of cannithrene II was written by Ben, Ines;Castedo, Luis;Saa, Jose M.;Seijas, Julio A.;Suau, Rafael;Tojo, Gabriel. And the article was included in Journal of Organic Chemistry in 1985.Formula: C8H8O3 This article mentions the following:

A new procedure for the synthesis of phenathrenes I (R = OMe, R1 = R2 = H, R3 = H, OMe; R = R1 = H, R2 = R3 = H, OMe; R = R2 = R3 = H, R1 = Me) is based on the regioselective cyclization of the conformationally rigid cis-stilbene moiety of a cyclophane II. II were obtained by the intramol. reductive carbonyl coupling of dicarbonyl compounds III by active Ti. This new approach was successfully applied to obtain cannithrene II (IV). In the experiment, the researchers used many compounds, for example, 3-Hydroxy-5-methoxybenzaldehyde (cas: 57179-35-8Formula: C8H8O3).

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

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

Zhou, Xiao-Le et al. published their research in Organic Letters in 2015 | 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. Electron-deficient reagents are also stabilized by ethers. For example, borane (BH3) is a useful reagent for making alcohols. Pure borane exists as its dimer, diborane (B2H6), a toxic gas that is inconvenient and hazardous to use. Borane forms stable complexes with ethers, however, and it is often supplied and used as its liquid complex with tetrahydrofuran (THF).Computed Properties of C9H10O4

Enantioselective Functionalization of Inactive sp3 C-H Bonds Remote to Functional Group by Metal/Organo Cooperative Catalysis was written by Zhou, Xiao-Le;Wang, Pu-Sheng;Zhang, Da-Wei;Liu, Peng;Wang, Cheng-Ming;Gong, Liu-Zhu. And the article was included in Organic Letters in 2015.Computed Properties of C9H10O4 This article mentions the following:

A metal/organo cooperative catalysis to enable the enantioselective functionalization of inactive C-H bonds γ to the formyl group in aliphatic aldehydes has been established. Instead of using enals as substrates in traditional organocatalytic cyclization reactions, the aliphatic aldehydes directly participated in [4 + 2] cyclization with quinone derivatives exploiting mol. oxygen as oxidants to afford optically active cyclic mols. with excellent levels of enantioselectivity. This method features a combination of pot, step, and atom economy. In the experiment, the researchers used many compounds, for example, 2,3-Dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione (cas: 605-94-7Computed Properties of C9H10O4).

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. Electron-deficient reagents are also stabilized by ethers. For example, borane (BH3) is a useful reagent for making alcohols. Pure borane exists as its dimer, diborane (B2H6), a toxic gas that is inconvenient and hazardous to use. Borane forms stable complexes with ethers, however, and it is often supplied and used as its liquid complex with tetrahydrofuran (THF).Computed Properties of C9H10O4

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

Lehtinen, Timo et al. published their research in Suomen Kemistilehti B in 1965 | 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. 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.Application of 3929-47-3

Composition of tall oil rosin. II. Hydrocarbons derived by dehydration of sterols was written by Lehtinen, Timo;Elomaa, Eero;Alhojarvi, Juha;Bruun, Henrik H.. And the article was included in Suomen Kemistilehti B in 1965.Application of 3929-47-3 This article mentions the following:

Acid matter was removed from the rosin by extraction with 1% aqueous KOH and the neutral matter, recovered from the ether solution, subjected to adsorption chromatography on a silicic acid column. The hydrocarbons eluted with petroleum ether (b.p. 40-60°) amounted to 12% of the neutral matter (2.3% of the total rosin). The main hydrocarbon component was separated by adsorption chromatography on silica gel impregnated with AgNO3, followed by elution with petroleum ether. The hydrocarbons of tall oil rosin are mainly secondary products formed by dehydration of sterols during distillation The main hydrocarbon component was identified as a conjugated Δ3.5-diene (C29H48) derived from β-sitosterol. In the experiment, the researchers used many compounds, for example, 3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3Application 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. 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.Application of 3929-47-3

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

Krell, Christoph et al. published their research in Organic Process Research & Development in 2021 | CAS: 111-77-3

2-(2-Methoxyethoxy)ethanol (cas: 111-77-3) 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. 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.Related Products of 111-77-3

Strategies to tackle the waste water from α-tocopherol-derived surfactant chemistry was written by Krell, Christoph;Schreiber, Robert;Hueber, Lukas;Sciascera, Luca;Zheng, Xiaoming;Clarke, Adrian;Haenggi, Ruedi;Parmentier, Michael;Baguia, Hajar;Rodde, Stephane;Gallou, Fabrice. And the article was included in Organic Process Research & Development in 2021.Related Products of 111-77-3 This article mentions the following:

The implications of the use of surfactant TPGS-750-M in water as a micellar reaction medium on the concomitant aqueous waste streams and their sustainable disposal have been studied. Biodegradability, log Pow, solubility, and German water hazard class of the surfactant have been determined and enabled establishment of a waste water concept, which builds on the lipophilicity and ester group lability of the mol. The presented data and examples suggest preferred ways for designing surfactant processes and their aqueous waste streams in a sustainable manner. In the experiment, the researchers used many compounds, for example, 2-(2-Methoxyethoxy)ethanol (cas: 111-77-3Related Products of 111-77-3).

2-(2-Methoxyethoxy)ethanol (cas: 111-77-3) 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. 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.Related Products of 111-77-3

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

Grosjean, Felix et al. published their research in European Journal of Organic Chemistry in 2022 | CAS: 3929-47-3

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

Synthesis and Studies of Potential Inhibitors of CD73 Based on a Triazole Scaffold was written by Grosjean, Felix;Cros-Perrial, Emeline;Braka, Abdenour;Uttaro, Jean-Pierre;Chaloin, Laurent;Jordheim, Lars Petter;Peyrottes, Suzanne;Mathe, Christophe. And the article was included in European Journal of Organic Chemistry in 2022.SDS of cas: 3929-47-3 This article mentions the following:

The ecto-5-nucleotidase CD73 is involved in the production of immunosuppressive adenosine in the tumoral microenvironment and recently became a validated target in immuno-oncol. To avoid formation of CD73-produced adenosine, several series of potential inhibitors of the target enzyme based on a triazole scaffold were synthesized and evaluated on recombinant purified hCD73 and in cell-based assays. In the experiment, the researchers used many compounds, for example, 3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3SDS of cas: 3929-47-3).

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

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

Sudhakaran, Swetha et al. published their research in ACS Sustainable Chemistry & Engineering 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. 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.Category: ethers-buliding-blocks

CaO Catalyzed Transesterification of Ethyl 10-Undecenoate as a Model Reaction for Efficient Conversion of Plant Oils and Their Application to Depolymerization of Aliphatic Polyesters was written by Sudhakaran, Swetha;Siddiki, S. M. A. Hakim;Kitiyanan, Boonyarach;Nomura, Kotohiro. And the article was included in ACS Sustainable Chemistry & Engineering in 2022.Category: ethers-buliding-blocks This article mentions the following:

Transesterification of Et 10-undecenoate (derived from castor oil) with cyclohexanemethanol over a CaO catalyst (prebaked at 300°C) gave undec-10-enoate exclusively (yield 92%, selectivity 95-98%) at 100°C, and the activity increased at 120°C with maintaining the high selectivity (97-98%). The transesterification with other alcs., especially primary alcs. (2-ethyl-1-butanol, 1-hexanol, 3-buten-1-ol, and 10-undecen-1-ol), afforded the corresponding esters with high selectivity, indicating the possibility for application of efficient conversion of plant oils to various fine chems. including the monomer for the synthesis of polyesters. Efficient acid-, base-free depolymerization of aliphatic polyesters, poly(ethylene adipate) and poly(butylene adipate), has been demonstrated in this catalysis by transesterification with ethanol and cyclohexanemethanol, affording corresponding adipates and ethylene glycol or butylene glycol exclusively: the reusability of a CaO catalyst has also been demonstrated. In the experiment, the researchers used many compounds, for example, (4-Methoxyphenyl)methanol (cas: 105-13-5Category: ethers-buliding-blocks).

(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. 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.Category: ethers-buliding-blocks

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

Zheng, Ying et al. published their research in Journal of Organic Chemistry in 2020 | CAS: 111-77-3

2-(2-Methoxyethoxy)ethanol (cas: 111-77-3) 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. Electron-deficient reagents are also stabilized by ethers. For example, borane (BH3) is a useful reagent for making alcohols. Pure borane exists as its dimer, diborane (B2H6), a toxic gas that is inconvenient and hazardous to use. Borane forms stable complexes with ethers, however, and it is often supplied and used as its liquid complex with tetrahydrofuran (THF).Formula: C5H12O3

F–-Free Deoxyhydrotrifluoromethylation of α-Keto Esters with Ph3P+CF2CO2–: Synthesis of α-CF3-Substituted Esters was written by Zheng, Ying;Jia, Yimin;Yuan, Yuan;Jiang, Zhong-Xing;Yang, Zhigang. And the article was included in Journal of Organic Chemistry in 2020.Formula: C5H12O3 This article mentions the following:

Trifluoromethylated compounds are usually obtained via trifluoromethylation reaction by the use of CF3SiMe3 and NaSO2CF3, Umemoto’s and Togni’s reagents. Here, an external fluorine anion-free direct deoxyhydrotrifluoromethylation of α-keto esters with a difluoromethylating reagent has been achieved, in which the employment of water can promote the dissociation of the CF2 group to form a CF3 moiety, which provides the successful transformation. The current protocol demonstrates one of the most practical approaches to generate α-trifluoromethyl esters with a broad substrate scope and high functional group compatibility, in which it is applicable to late-stage modification of biol. active compounds and can be readily scaled up. Mechanistic investigation reveals that an in situ-generated gem-difluoroalkene intermediate is decomposed by water, giving rise to acid fluoride and HF. In the experiment, the researchers used many compounds, for example, 2-(2-Methoxyethoxy)ethanol (cas: 111-77-3Formula: C5H12O3).

2-(2-Methoxyethoxy)ethanol (cas: 111-77-3) 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. Electron-deficient reagents are also stabilized by ethers. For example, borane (BH3) is a useful reagent for making alcohols. Pure borane exists as its dimer, diborane (B2H6), a toxic gas that is inconvenient and hazardous to use. Borane forms stable complexes with ethers, however, and it is often supplied and used as its liquid complex with tetrahydrofuran (THF).Formula: C5H12O3

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