Author: Jessica.F

Arenes to anilines and aryl ethers by sequential iridium-catalyzed borylation and copper-catalyzed coupling was written by Tzschucke, C. Christoph;Murphy, Jaclyn M.;Hartwig, John F.. And the article was included in Organic Letters in 2007.Name: 2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane This article mentions the following:

N-Alkyl- and N-arylanilines were synthesized from arenes by a two-step sequence of iridium-catalyzed borylation and copper-catalyzed coupling with amines. Diaryl ethers were obtained by a related sequence of arene borylation, followed by coupling with phenols. In particular, 3,5-disubstituted arylamines and aryl ethers were prepared by initiating this sequence with meta-substituted arenes. In the experiment, the researchers used many compounds, for example, 2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 365564-07-4Name: 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. 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.Name: 2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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Aromatic substitution. XXXV. Boron trifluoride catalyzed nitration of benzene, alkylbenzenes, and halobenzenes with methyl nitrate in nitromethane solution was written by Olah, George A.;Lin, Henry C.. And the article was included in Journal of the American Chemical Society in 1974.Recommanded Product: 5367-32-8 This article mentions the following:

The competitive rates and isomer distributions of the BF3-catalyzed nitration of benzene, alkyl-, halo-, and substituted polymethylbenzenes with MeNO3 in MeNO2 were determined Relative nitration rates of alkylbenzenes correlated more closely with the stability of the corresponding π complexes than those of the σ complexes. This trend is greatly enhanced with increasing alkyl substitution. Relative rates of nitration of substituted benzenes, 3-substituted toluenes, 2-substituted p-xylenes, and 3-substituted durenes were correlated with help of the Yukawa-Tsuno equation. The correlation of r values with the nature of the transition states involved is discussed. In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitroanisole (cas: 5367-32-8Recommanded Product: 5367-32-8).

3-Methyl-4-nitroanisole (cas: 5367-32-8) 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. 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.Recommanded Product: 5367-32-8

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

Heterogeneous Pd/C-catalyzed ligand-free Suzuki-Miyaura coupling reaction using aryl boronic esters was written by Kitamura, Yoshiaki;Sakurai, Ai;Udzu, Takahiro;Maegawa, Tomohiro;Monguchi, Yasunari;Sajiki, Hironao. And the article was included in Tetrahedron in 2007.Related Products of 365564-07-4 This article mentions the following:

Heterogeneous Pd/C-catalyzed Suzuki-Miyaura cross-coupling reaction of aryl boronic esters with aryl bromides was successfully carried out in aqueous media at room temperature without the use of a ligand such as phosphine derivatives In the experiment, the researchers used many compounds, for example, 2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 365564-07-4Related Products 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. 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.Related Products of 365564-07-4

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

Synthesis and antimicrobial evaluation of newly synthesized triazolothiadiazole analogs was written by Ramesh, D. K.;Krishna, B. Gopala;Mruthyunjaya, J. H.;Katagi, Manjunatha S.;Bolakatti, Girish. And the article was included in International Journal of Drug Design and Discovery in 2013.Formula: C9H10O4 This article mentions the following:

This study reports the successful synthesis of some new triazolothiadiazoles. The newly synthesized compounds were tested for antimicrobial activity against Staphylococcus aureus, Bacillus substilis, Escherichia coli, Pseudomonas aeruginosa, Candida albicans, and Aspergillus niger by measuring the zone of inhibition at concentration 125 μg/mL. Among the synthesized compounds I (R = 2-Cl; 4-Cl), II and III showed significant activity. In general compounds with Me and methoxy substituents exhibit lower growth inhibitory activity compared to chloro substituent and growth inhibition was found to be relevant to that of the standard drugs. 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. 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.Formula: C9H10O4

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A versatile and efficient construction of the 6H-pyrido[4,3-b]carbazole ring system. Syntheses of the antitumor alkaloids ellipticine, 9-methoxyellipticine, and olivacine, and their analogs was written by Gribble, Gordon W.;Saulnier, Mark G.;Obaza-Nutaitis, Judy A.;Ketcha, Daniel M.. And the article was included in Journal of Organic Chemistry in 1992.SDS of cas: 5367-32-8 This article mentions the following:

A general and efficient synthesis of the 6H-pyrido[4,3-b]carbazole ring system is described, in which the key steps are (1) regioselective acylation of a 2-lithio-1-(phenylsulfonyl)indole with 3,4-pyridinedicarboxylic acid anhydride, (2) cyclization of the deprotected keto acid I to keto lactam II with acetic anhydride, and (3) the addition of methyllithium to give, after reduction of the intermediate diol III with sodium borohydride, the target ring system. In this fashion, ellipticine (IV, R = H), 9-methoxyellipticine (IV, R = MeO), and 9-hydroxyellipticine (IV, R = OH) were synthesized in excellent overall yields from indole. The use of Superhydride, in place of 1 equiv of methyllithium, provided a synthesis of olivacine and the use of phthalic anhydride in the sequence allowed for the preparation of 6,11-dimethylbenzo[b]carbazole. The overall yields of ellipticine (54%) and 9-methoxyellipticine (47%) in six steps from their resp. indoles represent one of the most efficient syntheses of these antitumor alkaloids. In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitroanisole (cas: 5367-32-8SDS of cas: 5367-32-8).

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

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

Propargylation of CoQ0 through the Redox Chain Reaction was written by Pawlowski, Robert;Stodulski, Maciej;Mlynarski, Jacek. And the article was included in Journal of Organic Chemistry in 2022.HPLC of Formula: 605-94-7 This article mentions the following:

An efficient catalytic propargylation of CoQ0 (2,3-dimethoxy-5-methyl-p-benzoquinone) is described by employing the cooperative effect of Sc(OTf)₃ and Hantzsch ester. It is suggested to work through the redox chain reaction, which involves hydroquinone and dimeric propargylic moiety intermediates. A broad range of propargylic alcs. can be converted into the appropriate derivatives of CoQ0 containing triple bonds, I [R¹ = Ph, 4-ClC₆H₄, 3-Cl-4-MeOC₆H₄, 2-thienyl, etc., R² = SiMe₃, cyclopropyl, 2-naphthyl, etc.], in good to excellent yields. The mechanism of the given transformation is also discussed. 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 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.HPLC of Formula: 605-94-7

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Ether – Wikipedia,
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Synthesis and properties of some 2-nitrobenzylamine derivatives was written by Celnik, Krzysztof;Jankowski, Zdzislaw. And the article was included in Polish Journal of Chemistry in 1978.Category: ethers-buliding-blocks This article mentions the following:

2,E-(O₂N)RC₆H₃CH₂NH₂.HCl (I, n-R = H, 4-MeO, 5-MeO, 4-Cl, 5-Cl, 4-NO₂, 5-NO₂) were prepared (48.2-73.2% yield) by treating the corresponding benzyl bromides with hexamethylenetetramine and hydrolyzing the resultant quaternary salts. The ionization constants were determined and found to have a linear relationship to σⁿ constants In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitroanisole (cas: 5367-32-8Category: ethers-buliding-blocks).

3-Methyl-4-nitroanisole (cas: 5367-32-8) 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. 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.Category: ethers-buliding-blocks

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Ether – Wikipedia,
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Application of gold and palladium nanoparticles supported on polymelamine microspheres in the oxidation of 1-phenylethanol and some other phenyl substituted alcohols was written by Storm, Ene;Maggott, Emile D.;Mashazi, Philani;Nyokong, Tebello;Malgas-Enus, Rehana;Mapolie, Selwyn F.. And the article was included in Molecular Catalysis in 2022.Related Products of 105-13-5 This article mentions the following:

Melamine formaldehyde and melamine resorcinol formaldehyde microspheres were decorated with Au and Pd nanoparticles and applied as heterogeneous catalysts in the oxidation of 1-phenylethanol. The catalysts showed similar activities irresp. of the support employed. Moderate conversion activities of 48-50% were achieved when using acetonitrile as solvent; however, when employing water as solvent, the supported catalysts formed a three-phase, emulsion system which facilitated the catalytic conversion of 1-phenylethanol to acetophenone at much higher conversions of around 83%. The oxidant, TBHP, decomposed rapidly in acetonitrile, while it remained stable in aqueous solution, leading to the enhanced activities observed when using water as solvent. These systems also proved to be recyclable for up to five cycles, with only slight loss of activity observed; this can be attributed to the phys. loss of catalyst during the workup procedure conducted between each cycle. In the experiment, the researchers used many compounds, for example, (4-Methoxyphenyl)methanol (cas: 105-13-5Related Products of 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.Related Products of 105-13-5

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

The synergistic copper/ppm Pd-catalyzed hydrocarboxylation of alkynes with formic acid as a CO surrogate as well as a hydrogen source: an alternative indirect utilization of CO₂ was written by Xia, Shu-Mei;Yang, Zhi-Wen;Yao, Xiang-Yang;Chen, Kai-Hong;Qiu, Li-Qi;He, Liang-Nian. And the article was included in Green Chemistry in 2021.SDS of cas: 39969-26-1 This article mentions the following:

An unprecedented strategy had been developed involving the earth-abundant Cu-catalyzed hydrocarboxylation of alkynes with HCOOH to (E)-acrylic derivatives I [R¹ = Ph, 4-FC₆H₄, 2-thienyl, etc.; R² = Me, 4-BrC₆H₄, 4-MeOC₆H₄, etc.] with high regio- and stereoselectivity via synergistic effects with ppm levels of a Pd catalyst. Both sym. and unsym. alkynes bearing various functional groups were successfully hydrocarboxylated with HCOOH and the modification of a pharmaceutical mol. exemplified the practicability of this process. This protocol employed HCOOH as both a CO surrogate and hydrogen donor with 100% atom economy and it could be viewed as an alternative approach for indirect CO₂ utilization. Mechanistic investigations indicate a Cu/ppm Pd cooperative catalysis mechanism via alkenylcopper species as potential intermediates formed from Cu-hydride active catalytic species with HCOOH as a hydrogen source. This bimetallic system involving inexpensive Cu and trace Pd provided a reliable and efficient hydrocarboxylation method to access industrially useful acrylic derivatives with HCOOH as a hydrogen source, and it provided novel clues for optimizing other Cu-H-related co-catalytic systems. In the experiment, the researchers used many compounds, for example, 1-Methoxy-4-((4-propylphenyl)ethynyl)benzene (cas: 39969-26-1SDS of cas: 39969-26-1).

1-Methoxy-4-((4-propylphenyl)ethynyl)benzene (cas: 39969-26-1) 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: 39969-26-1

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

Arene Ru (II)-catalyzed facile synthesis of N-acylhydrazones via acceptorless dehydrogenative coupling strategy was written by Sundar, Saranya;Rengan, Ramesh;Pennamuthiriyan, Anandaraj;Semeril, David. And the article was included in Applied Organometallic Chemistry in 2022.Formula: C8H10O2 This article mentions the following:

A facile catalytic one-pot synthesis of N-acylhydrazones via acceptorless dehydrogenative coupling of readily available alcs. and benzohydrazides (R₂CONHNH₂) using arene ruthenium (II) complexes was described. The coupling of alcs. with various benzohydrazides using ruthenium catalysts provide a wide range of N-acylhydrazones in good to excellent yields (63-93%; 32 examples). The present protocol offers high selectivity of hydrazones without any alkylated products and tolerates a range of functional groups. Control experiments indicate that the mechanism proceeds via acceptorless dehydrogenation of alcs., and hydrogen and water are the sole byproducts. The gram scale synthesis illustrates the usefulness of the present strategy. 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. 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 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