Tag: 200-300

Synthesis of dialkyl acetals of N,N-dialkylaminoacetaldehydes was written by Kazaryan, L. Z.;Tagmazyan, K. Ts.;Vardanyan, Ts. Kh.. And the article was included in Armyanskii Khimicheskii Zhurnal in 1968.COA of Formula: C10H21NO3 This article mentions the following:

The tabulated RCH2CH(OR1)2 were prepared by stirring a mixture of 0.1 mole H2N(CH2)6NH2 and 0.1 mole of the bromoacetaldehyde dialkyl acetal in 30 ml. MeOH 18 hrs. at 50-60°, distilling MeOH, neutralizing the Et2O-extracted residue with dilute cold aqueous alkali, separating from it the oily layer, and removing Et2O from the combined dried oily layer and Et2O extract of the aqueous HCl-extracted Et2O extract (small amounts of the bis(dialkyl acetal) were also isolated by distillation) or by stirring 0.3 mole of the amine and 0.15 mole of the bromoacetaldehyde dialkyl acetal as 65-70° for 6 hrs. In the experiment, the researchers used many compounds, for example, 4-(2,2-Diethoxyethyl)morpholine (cas: 3616-59-9COA of Formula: C10H21NO3).

4-(2,2-Diethoxyethyl)morpholine (cas: 3616-59-9) 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. At room temperature, ethers are pleasant-smelling colourless liquids. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive, and as a result they are useful as solvents for fats, oils, waxes, perfumes, resins, dyes, gums, and hydrocarbons. Vapours of certain ethers are used as insecticides, miticides, and fumigants for soil.COA of Formula: C10H21NO3

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

Cp*Co(III)-Catalyzed Enantioselective Hydroarylation of Unactivated Terminal Alkenes via C-H Activation was written by Liu, Yan-Hua;Xie, Pei-Pei;Liu, Lei;Fan, Jun;Zhang, Zhuo-Zhuo;Hong, Xin;Shi, Bing-Feng. And the article was included in Journal of the American Chemical Society in 2021.COA of Formula: C8H9IO This article mentions the following:

Enantioselective hydroarylation of unactivated terminal alkenes RCH=CH₂ (R = n-hexyl, benzyl, cyclohexylmethyl, etc.) constitutes a prominent challenge in organic chem. Synthesis of Cp*Co(III)-catalyzed asym. hydroarylation of unactivated aliphatic terminal alkenes assisted by a new type of tailor-made amino acid ligands. Critical to the chiral induction was the engaging of a novel noncovalent interaction (NCI), which has seldomly been disclosed in C-H activation area, arising from the mol. recognition among the organocobalt(III) intermediate, the coordinated alkene and the well-designed chiral ligand. A broad range of C2 alkylated indoles were obtained in high yields and excellent enantioselectivities. DFT calculations revealed the reaction mechanism and elucidated the origins of chiral induction in the stereodetermining alkene insertion step. In the experiment, the researchers used many compounds, for example, 4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2COA of Formula: C8H9IO).

4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2) 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. 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.COA of Formula: C8H9IO

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

Studies on the fat-soluble chemical constituents in stalk and leaf of fistular onion was written by Zhang, Geng;Zhou, Yinbo;Zhang, Changgong;Liu, Jingyou;Cheng, Lu. And the article was included in Zhongguo Yaoshi (Wuhan, China) in 2010.Category: ethers-buliding-blocks This article mentions the following:

The objective of this paper was to compare the difference of the chem. constituents between stalk and leaf of fistular onion. The stalk and leaf of fistular onion were extracted by supercritical CO₂ fluid resp., and then isolated by silica gel column chromatog. to obtain seven components with different polarities. Then four components of them were analyzed by GC-MS combined with computer database anal. The types of chem. constituents of stalk and leaf of fistular onion were basically similar, but there were more chem. materials in fistular onion stalk. The systematic research on the difference of the chem. constituents between stalk and leaf of fistular onion was significant for the development of them. In the experiment, the researchers used many compounds, for example, N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3Category: ethers-buliding-blocks).

N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3) belongs to ethers. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive, and as a result they are useful as solvents for fats, oils, waxes, perfumes, resins, dyes, gums, and hydrocarbons. Vapours of certain ethers are used as insecticides, miticides, and fumigants for soil. 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

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

Photochromic polyphosphazenes with spiropyran units was written by Allcock, Harry R.;Kim, Chulhee. And the article was included in Macromolecules in 1991.Name: 2-(2-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethoxy)ethoxy)ethan-1-ol This article mentions the following:

Photochromic spiropyrans were linked to polyphosphazenes through O(CH₂CH₂O)_nO (n = 2, 3) spacers. The reversion of photogenerated merocyanine groups to spiropyran units in the solid state was much slower than in solution (increasing with increasing polarity for the latter). Solid-state reversion was slower for a polymer containing all spiropyran units than for one containing mixed substituents, presumably a steric effect. Reversion was slower for polymers with a diethyleneoxy spacer than with a triethyleneoxy unit. Reversions in THF and the solid state were modeled by a biexponential process. The overall phenomena were explained by the solvation or aggregation of the polymer chains in solution as well as by the existence of 2 different environments for the merocyanine units. 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: 60221-37-6Name: 2-(2-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethoxy)ethoxy)ethan-1-ol).

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. 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.Name: 2-(2-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethoxy)ethoxy)ethan-1-ol

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

Rapid heteroatom transfer to arylmetals utilizing multifunctional reagent scaffolds was written by Gao, Hongyin;Zhou, Zhe;Kwon, Doo-Hyun;Coombs, James;Jones, Steven;Behnke, Nicole Erin;Ess, Daniel H.;Kurti, Laszlo. And the article was included in Nature Chemistry in 2017.Related Products of 104197-14-0 This article mentions the following:

Arylmetal reagents generated in situ from aryl bromides, aryl iodides, or arenes underwent chemoselective amination or hydroxylation reactions with an N-H oxaziridine and an N-benzyl oxaziridine derived from (-)-fenchone and racemic camphor, resp., to yield primary arylamines (as their free bases) and phenols, resp. The method does not use transition metal catalysts or added ligands or catalysts and does not require excess amounts of oxaziridine or nitrogen protecting groups. The structures of transition states leading to amination, hydroxylation, and proton transfer reactions were determined by DFT calculations to understand the chemoselectivity of N-H and N-protected aziridine reactions with 2-naphthylmagnesium bromide. In the experiment, the researchers used many compounds, for example, 4-Bromo-2,6-difluoroanisole (cas: 104197-14-0Related Products of 104197-14-0).

4-Bromo-2,6-difluoroanisole (cas: 104197-14-0) 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. 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.Related Products of 104197-14-0

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

Modular Dual-Tasked C-H Methylation via the Catellani Strategy was written by Gao, Qianwen;Shang, Yong;Song, Fuzhen;Ye, Jinxiang;Liu, Ze-Shui;Li, Lisha;Cheng, Hong-Gang;Zhou, Qianghui. And the article was included in Journal of the American Chemical Society in 2019.Category: ethers-buliding-blocks This article mentions the following:

We report a dual-tasked methylation that is based on cooperative palladium/norbornene catalysis. Readily available (hetero)aryl halides (39 iodides and 4 bromides) and inexpensive MeOTs or trimethylphosphate are utilized as the substrates and methylating reagent, resp. Six types of “ipso” terminations can modularly couple with this “ortho” C-H methylation to constitute a versatile methylation toolbox for preparing diversified methylated arenes. This toolbox features inexpensive Me sources, excellent functional-group tolerance, simple reaction procedures, and scalability. Importantly, it can be uneventfully extended to isotope-labeled methylation by switching to the corresponding reagents CD₃OTs or ¹³CH₃OTs. Moreover, this toolbox can be applied to late-stage modification of biorelevant substrates with complete stereoretention. We believe these salient and practical features of our dual-tasked methylation toolbox will be welcomed by academic and industrial researchers. In the experiment, the researchers used many compounds, for example, 2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 365564-07-4Category: ethers-buliding-blocks).

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. 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).Category: ethers-buliding-blocks

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

Hydroxytetraphenylenes as Chiral Ligands: Application to Asymmetric Darzens Reaction of Diazoacetamide with Aldehydes was written by Chai, Guo-Li;Han, Jian-Wei;Wong, Henry N. C.. And the article was included in Synthesis in 2017.Application of 56619-93-3 This article mentions the following:

Hydroxytetraphenylenes with rigid conformations are potential candidates for employment as chiral ligands in asym. synthesis. Highly diastereo- and enantioselective Darzens reactions between aldehydes and diazo-N,N-dimethylacetamide are catalyzed by a chiral titanium complex formed in situ from Ti(OⁱPr)₄ and chiral 1,16-dihydroxytetraphenylene, giving cis-glycidic amides in moderate to high yields with excellent enantiomeric purities (40-99% yield, up to 99% ee). In the experiment, the researchers used many compounds, for example, N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3Application of 56619-93-3).

N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3) 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. 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 56619-93-3

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

Influence of a crown ether on the spectral properties of triarylmethane dyes in aqueous and micellar environments was written by Gilani, A. Ghanadzadeh;Shekarsaraee, S.;Moghadam, M.. And the article was included in Physical Chemistry Research in 2013.Reference of 66943-05-3 This article mentions the following:

This study demonstrates the spectral data for 2 triarylmethane dyes, malachite green and crystal violet, at room temperature Effects of micellar environment and crown ether addition on the spectral behavior of these dyes are studied using absorption spectroscopic method. The dye-anionic surfactant interactions in micellar media are investigated. The chosen surfactants with different alkyl chain length are SOS, STS, SHS, and SDS. Effect of a crown-ether (i.e. aza-15-crown-5) addition on the absorption spectra and decolorization of the dyes is also studied at room temperature Moreover, effect of crown ether addition on the micellar properties of the media is studied and compared. Spectroscopic anal. shows that the dye decolorization can be accelerated in presence of the crown ether. Conversely, the decolorization process can be inhibited in the micellar media. The nature of decolorization process is interpreted in terms of direct and indirect mechanisms of crown-ether and the dye interactions. 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. 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.Reference of 66943-05-3

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

Alkoxylation protection for hydroxy of erythromycin oxime was written by Qian, Guo-hua;Shi, Yan;Sun, Jing-guo;Yao, Guo-wei. And the article was included in Beijing Ligong Daxue Xuebao in 2001.SDS of cas: 1132-95-2 This article mentions the following:

The reaction of dialkyloxy cyclohexane with erythromycin oxime was studied. Exptl. results show that 1,1-diisopropyloxy cyclohexenane and 1,1-diethoxy cyclohexenane can be considered as protective reagents for hydroxy of erythromycin oximes. The optimal reaction conditions are as follows: reaction solvent: dichloromethane; catalyst: pyridine hydrochloride; reaction temperature: 40°C: reaction time: 1 h to 7 h. In the experiment, the researchers used many compounds, for example, 1,1-Diisopropoxycyclohexane (cas: 1132-95-2SDS of cas: 1132-95-2).

1,1-Diisopropoxycyclohexane (cas: 1132-95-2) 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, 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. 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).SDS of cas: 1132-95-2

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

Palladium on manganese ferrite: an efficient catalyst for ligand free decarboxylative Sonogashira reaction with arene diazonium tetrafluoroborate was written by Jadhav, Vilas G.;Sarode, Sachin A.;Nagarkar, Jayashree M.. And the article was included in Tetrahedron Letters in 2015.Application In Synthesis of 1-Methoxy-4-((4-propylphenyl)ethynyl)benzene This article mentions the following:

We herein report synthesis of diarylacetylenes using phenylpropiolic acids and propiolic acid with arenediazonium salts catalyzed by Pd-MnFe₂O₄. The catalyst was prepared by one-pot ultrasound-assisted coprecipitation method without any capping agent. Ligand free and co-catalyst free synthesis of sym. and unsym. diaryl acetylenes has been carried out. Good to excellent yields of the corresponding products were obtained. The catalyst can be recycled up to four cycles without much loss in the activity. In the experiment, the researchers used many compounds, for example, 1-Methoxy-4-((4-propylphenyl)ethynyl)benzene (cas: 39969-26-1Application In Synthesis of 1-Methoxy-4-((4-propylphenyl)ethynyl)benzene).

1-Methoxy-4-((4-propylphenyl)ethynyl)benzene (cas: 39969-26-1) 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.Application In Synthesis of 1-Methoxy-4-((4-propylphenyl)ethynyl)benzene

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