Tag: 200-300

The synthesis and properties of some alkyliodophenols was written by Suter, C. M.;Schuetz, Robert D.. And the article was included in Journal of Organic Chemistry in 1951.SDS of cas: 75581-11-2 This article mentions the following:

Some alkyliodophenols are prepared to be tested for their bactericidal properties. Adding dropwise 58 g. Ac₂O containing 0.1 cc. concentrated H₂SO₄ to 100 g. o-EtC₆H₄OH containing 0.1 cc. concentrated H₂SO₄ over a period of 3 hrs. and fractionally distilling the mixture through a 50-cm. Vigreux column give 81% o-EtC₆H₄OAc, b₄ 77-8°, d₄²⁵ 1.0334, n_D²⁵ 1.5002. The following alkylphenyl acetates are prepared in the same way: o-Pr, b₃ 77-8°, d₄²⁵ 1.0165, n_D²⁵ 1.5040, mol. refraction (MR) 51.958; o-Bu, b₃ 100-3°, d₄²⁵ 0.9881, n_D²⁵ 1.4897, MR 56.227; o-Am, b₃ 104-6°, d₄²⁵ 0.9697, n_D²⁵ 1.4888, MR 59.949; o-C₆H₁₃OH b₄ 113-16°, d₄²⁵ 0.9500, n_D²⁵ 1.4973. o-MeC₆H₄OAc with ICl gives 4,2-IMeC₆H₃OAc, m. 55-6°, which, saponified with 10% NaOH 10 min. on a steam bath, gives 4,2-IMeC₆H₃, (I), m. 64-5°. Adding dropwise 0.81 g. Me₂SO₄ to 3 g. I in 5% NaOH within 0.5 hr. at 30° gives 4,2-IMeC₆H₃OMe, crystals from AcOH, m. 75-6°. Adding 150 g. iodine in 400 cc. H₂O containing 98.5 g. KI to 75 g. p-MeC₆H₄OH in 400 cc. H₂O containing 120 g. NaHCO₃, shaking the mixture 3 hrs., extracting it with ether, and fractionating the residue of the washed (H₂O, 5% Na₂S₂O₃) and dried ether solution in vacuo give 12.4% 2,4-IMeC₆H₃OH, b₃ 96-8°, d₄²⁵ 1.684, n_D²⁵ 1.5331, solubility in H₂O 0.08%, in 20% EtOH 0.29%. In the same way the following substituted phenols are prepared (yield, b.p., d₄²⁵, n_D²⁵, solubility (%) at 25° in H₂O and in 20% EtOH, in the order given): I, 5.2%, b₂ 105-10°, m. 64-5°, -, -, 0.09, 0.16; 2-methyl-6-iodo, 4.2%, b₂ 70-5°, m. 15-16°, 1.661, 1.6100, 0.17, 0.34; 2-ethyl-4-iodo, 3%, b₃ 126-9°, m. 48-50°, -, -, 0.21, 0.28; 2-ethyl-6-iodo, 2.5%, b₃ 98-100°, 1.679, 1.6017, 0.09, 0.86; 4-ethyl-2-iodo, 26.2%, b₄ 98-100°, 1.670, 1.5750, 0.31, 0.45; 2-propyl-4-iodo, 1.5%, b₂ 119-20°, -, -, -, -; 2-propyl-6-iodo, 1.8%, b₂ 94-5°, 1.681, 1.5846, -, -; 4-propyl-2-iodo, 11%, b₄ 132-5°, 1.655, 1.5568, 0.009, 0.014; 4-butyl-2-iodo, 5.3%, b₄ 150-2°, 1.637, 1.5895, 0.00, 0.00. In the experiment, the researchers used many compounds, for example, 4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2SDS of 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. 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: 75581-11-2

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Simple 1-dicyanomethylene-2-chloro-3-aminoindene push-pull chromophores: applications in cation and anion sensing was written by Basurto, Sara;Miguel, Daniel;Moreno, Daniel;Neo, Ana G.;Quesada, Roberto;Torroba, Tomas. And the article was included in Organic & Biomolecular Chemistry in 2010.SDS of cas: 66943-05-3 This article mentions the following:

Push-pull chromophores based on 1-dicyanomethylene-2-chloro-3-aminoindene are readily synthesized. These compounds undergo dramatic color changes in the presence of metal cations as a result of the interaction of the amino substituent with the analytes. One of these compounds is a selective Cu(ii) colorimetric probe in MeCN solution, displaying a dramatic color change upon coordination of the amine group to the metal center. These compounds are also selective cyanide sensors in MeCN solution because of the disruption of the intramol. charge transfer process as the result of the nucleophilic addition of the anion to the indene moiety. In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3SDS of 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. Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.SDS of cas: 66943-05-3

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Ether – Wikipedia,
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Design, synthesis, and biological evaluation of novel diphenylamine derivatives as tubulin polymerization inhibitors targeting the colchicine binding site was written by Yan, Xiang-Yu;Leng, Jia-Fu;Chen, Ting-Ting;Zhao, Yong-Jun;Kong, Ling-Yi;Yin, Yong. And the article was included in European Journal of Medicinal Chemistry in 2022.Safety of 4-Bromo-2,6-difluoroanisole This article mentions the following:

A novel series of diphenylamine derivatives were designed and synthesized I and their biol. activities were evaluated. The anti-proliferative activities of the derivatives were tested against five human cancer cell lines (MCF-7, MDA-MB-231, A549, HeLa and HT29). Among them, I exhibited the promising anti-proliferative activity against HT29 cell lines with the IC₅₀ value of 23 nM. Further biol. studies depicted that I inhibited cancer cell migration, colony formation and angiogenesis. Besides, dynamics studies and mol. docking studies revealed that I inhibited tubulin polymerization which may be a result of the compound binding to the colchicine site of tubulin. Furthermore,I arrested HT29 cell cycle at G2/M phase, and induced HT29 cell apoptosis by upregulating cyclin B1, Bcl-2, Bax, Cleaved-caspase9, Cleaved-caspase3, PARP, Cleaved-PARP proteins, and downregulating p-cdc25c (S216), p-cdc2 (T15) proteins. Mitochondrial membrane potential (MMP) and reactive oxygen species (ROS) were also determined to confirm the cell apoptosis process. Finally, I greatly inhibited the tumor growth in HT29 xenograft mice by 75.5% at 10 mg/kg. Meanwhile, I owned the good pharmacokinetic properties. All the results promised that I is of potential to act as an antitumor candidate and worthy of further investigation. In the experiment, the researchers used many compounds, for example, 4-Bromo-2,6-difluoroanisole (cas: 104197-14-0Safety of 4-Bromo-2,6-difluoroanisole).

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

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

Synthesis and optical characterization of novel azacrown ethers containing an acridinone or an N-methylacridinone unit as potential fluorescent chemosensors was written by Moczar, Ildiko;Huszthy, Peter;Mezei, Andras;Kadar, Mihaly;Nyitrai, Jozsef;Toth, Klara. And the article was included in Tetrahedron in 2010.Safety of 1,4,7,10-Tetraoxa-13-azacyclopentadecane This article mentions the following:

Four new achiral and four new chiral monoazacrown ethers containing an acridinone or an N-methylacridinone fluorescent signalling unit were prepared by reacting chloromethyl-substituted acridinone derivatives with achiral monoazacrown ethers with different cavity sizes and enantiopure monoaza-18-crown-6 ethers having two Me and two isoBu groups on their chiral centers, resp. The operation of these chemosensors is based on the photoinduced electron transfer (PET) process, thus they show fluorescence enhancement in the presence of cationic guests. Their fluorescent behavior as well as their complexation properties towards selected metal ions and the enantiomers of α-(1-naphthyl)ethylammonium perchlorate and potassium mandelate were examined In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3Safety of 1,4,7,10-Tetraoxa-13-azacyclopentadecane).

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. 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.Safety of 1,4,7,10-Tetraoxa-13-azacyclopentadecane

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

Enantioselective Synthesis of 1-Aryltetrahydroisoquinolines was written by Wang, Sa;Onaran, M. Burak;Seto, Christopher T.. And the article was included in Organic Letters in 2010.Product Details of 365564-07-4 This article mentions the following:

Chiral N-Boc ethylene diamine ligand I promotes the enantioselective addition of arylzinc reagents to 3,4-dihydroisoquinoline N-oxide to yield (S)-1-aryltetrahydroisoquinolines in 97-99% ee. Pinacol arylboronic esters are the optimal precursors for the arylzinc reagents. This method is applied to the enantioselective synthesis of Solifenacin (II). 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. 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 can form hydrogen bonds with other molecules (alcohols, amines, etc.) that have O―H or N―H bonds. The ability to form hydrogen bonds with other compounds makes ethers particularly good solvents for a wide variety of organic compounds and a surprisingly large number of inorganic compounds.Product Details of 365564-07-4

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

Synthesis and bioactivities of new triazole compounds containing aryl ether was written by Qian, Cunwei;Pang, Yan;Fang, Dong;Zong, Qianshou. And the article was included in Nongyaoxue Xuebao in 2013.Name: 1-(4-(4-Methoxyphenoxy)phenyl)ethanone This article mentions the following:

A series of new triazole compounds containing aryl ethers were designed and synthesized. The structures of all new compounds were confirmed by ¹H NMR, ¹³C NMR spectra and elemental anal. Preliminary bioassay results indicated that some compounds exhibited certain plant growth regulatory activities. In the experiment, the researchers used many compounds, for example, 1-(4-(4-Methoxyphenoxy)phenyl)ethanone (cas: 54916-28-8Name: 1-(4-(4-Methoxyphenoxy)phenyl)ethanone).

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

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

Rhodium(III)-Catalyzed ortho-Arylation of Anilides with Aryl Halides was written by Haridharan, Radhakrishnan;Muralirajan, Krishnamoorthy;Cheng, Chien-Hong. And the article was included in Advanced Synthesis & Catalysis in 2015.Electric Literature of C12H17NO2 This article mentions the following:

An efficient o-arylation of pivalamides by aryl iodides via rhodium(III)-catalyzed C-H activation is demonstrated for the first time. Further, the biaryl products I [R¹ = H, 4-Me, 4-Cl, etc; R² = H, 4-Me, 4-Br, etc; R³ = tert-Bu, Et, OMe, etc.] can be converted effectively into biol. active phenanthridine and phenanthridinone derivative In the experiment, the researchers used many compounds, for example, N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3Electric Literature of C12H17NO2).

N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. But on the other hand, ethers undergo cleavage by reaction with acids. 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.Electric Literature of C12H17NO2

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

Isomerization of oxime-ether during synthesis of clarithromycin was written by Liang, Jianhua;Yao, Guowei. And the article was included in Zhongguo Yaowu Huaxue Zazhi in 2005.Application In Synthesis of 1,1-Diisopropoxycyclohexane This article mentions the following:

The synthesis of clarithromycin was improved by studying the etherification of erythromycin A oxime. The competition between kinetic equilibrium and thermodn. equilibrium would alter the original equilibrium existing between E-oxime and Z-oxime in the presence of acid or base. Under acidic conditions Z-oxime should have been converted into E-oxime, but the etherification results suggested that the procedure reversed. Pure E-oxime and the mixture of E-oxime and Z-oxime (> 7.3: 1, E/Z) would give the etherification products with the same ratio of E/Z, which was determined by the etherification conditions of oxime. Solvents and temperature mainly determined the ratio of E/Z of the products, which was higher than 6 in CH₃CN and less than 6 in CH₂Cl₂, and in CH₂Cl₂ higher than 4 at 30°C and less than 4 at 20°C. Temperature had more influence on the products in CH₂Cl₂ than those in CH₃CN. Reducing the amount of Z-oxime ether in etherification could enhance the yield of clarithromycin, because E-oxime ether derivatives appeared to be more regioselective than the corresponding Z-isomer. In the experiment, the researchers used many compounds, for example, 1,1-Diisopropoxycyclohexane (cas: 1132-95-2Application In Synthesis of 1,1-Diisopropoxycyclohexane).

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. 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.Application In Synthesis of 1,1-Diisopropoxycyclohexane

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

Cu-Catalyzed Desulfonylative Amination of Benzhydryl Sulfones was written by Nambo, Masakazu;Tahara, Yasuyo;Yim, Jacky C.-H.;Crudden, Cathleen M.. And the article was included in Chemistry – A European Journal in 2019.Recommanded Product: 66943-05-3 This article mentions the following:

A new method for the synthesis of benzhydryl amines I (Ar¹ = Ph Ar² = p-MeC₆H₄, p-MeOC₆H₄, m-F₃CC₆H₄, etc.) from the reaction of readily available sulfone derivatives with amines is described. The Cu-catalyzed desulfonylative amination not only provides structurally diverse benzhydryl amines in good yields, but is also applicable to iterative and intramol. aminations. Control experiments suggested that the formation of a Cu-carbene intermediate generated from the sulfone substrate, which represents a new route for desulfonylative transformations. In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3Recommanded Product: 66943-05-3).

1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3) belongs to ethers. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides. 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.Recommanded Product: 66943-05-3

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

Michael acceptor approach to the design of new salvinorin A-based high affinity ligands for the kappa-opioid receptor was written by Polepally, Prabhakar R.;Huben, Krzysztof;Vardy, Eyal;Setola, Vincent;Mosier, Philip D.;Roth, Bryan L.;Zjawiony, Jordan K.. And the article was included in European Journal of Medicinal Chemistry in 2014.Synthetic Route of C11H12O4 This article mentions the following:

The neoclerodane diterpenoid salvinorin A is a major secondary metabolite isolated from the psychoactive plant Salvia divinorum. Salvinorin A has been shown to have high affinity and selectivity for the κ-opioid receptor (KOR). To study the ligand-receptor interactions that occur between salvinorin A and the KOR, a new series of salvinorin A derivatives bearing potentially reactive Michael acceptor functional groups at C-2 was synthesized and used to probe the salvinorin A binding site. The κ-, δ-, and μ-opioid receptor (KOR, DOR and MOR, resp.) binding affinities and KOR efficacies were measured for the new compounds Although none showed wash-resistant irreversible binding, most of them showed high affinity for the KOR, and some exhibited dual affinity to KOR and MOR. Mol. modeling techniques based on the recently-determined crystal structure of the KOR combined with results from mutagenesis studies, competitive binding, functional assays and structure-activity relationships, and previous salvinorin A-KOR interaction models were used to identify putative interaction modes of the new compounds with the KOR and MOR. In the experiment, the researchers used many compounds, for example, 3-(2,4-Dimethoxyphenyl)acrylic acid (cas: 6972-61-8Synthetic Route of C11H12O4).

3-(2,4-Dimethoxyphenyl)acrylic acid (cas: 6972-61-8) 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. 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.Synthetic Route of C11H12O4

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