Month: January 2023

Synthesis of a new resorcylaldehyde was written by Mauthner, F.. And the article was included in Journal fuer Praktische Chemie (Leipzig) in 1927.COA of Formula: C8H8O3 This article mentions the following:

3,5-(HO)₂C₆H₄CO₂Me (10 g.) and 2.4 g. NaOH in 25 cc. H₂O, shaken with 6 cc. Me₂SO₄, made alk. with 50 cc. 10% NaOH and extracted with Et₂O, give after acidifying, 3.1 g. 3-hydroxy-5-methoxy-1-benzoic acid, m. 202-3°; carbomethoxy, derivative, m. 145-6°, whose chloride m. 57-8°; reduction with Pd-BaSO₄ and saponification gives 3-hydroxy-5-methoxy-1-benzaldehyde, m. 130-1° (p-nitrophenylhydrazone, red, m. 221-2°; semicarbazone, m. 197-8); with CH₂(CO₂H)₂ and piperidine it gives 3-hydroxy-5-methoxy-1-cinnamic acid, m. 198-9°. In the experiment, the researchers used many compounds, for example, 3-Hydroxy-5-methoxybenzaldehyde (cas: 57179-35-8COA of Formula: C8H8O3).

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

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

Ester linkage of p-coumaric acid in bamboo lignin was written by Nakamura, Yoshiki;Higuchi, Takayoshi. And the article was included in Holzforschung in 1976.Reference of 3929-47-3 This article mentions the following:

The maximum UV absorption of veratryl p-coumarate [61844-60-8] and 3-(3,4-dimethoxyphenyl)propyl p-coumarate [61844-61-9] as model compounds to establish the mode of ester linkage between p-coumaric acid (I) [7400-08-0] and phenylpropane moieties of MWL (II) [8068-00-6] of Phyllostachys pubesens, together with other 5 esters of I, were present at 312-14 nm which correspond to that of II, suggesting that the major portion (∼80%) of I was esterified with γ-OH groups of side chains, especially of α,β-saturated ones, in II mols. Similar results were obtained for the esterified p-hydroxybenzoic acid in poplar lignin (III) [9005-53-2]. The precipitation of the ester linkage, through which I is connected to coniferyl alc. end group in III, was also discussed. In the experiment, the researchers used many compounds, for example, 3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3Reference 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. 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.Reference of 3929-47-3

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

Heterogenized manganese catalyst for C-, and N-alkylation of ketones and amines with alcohols by pyrolysis of molecularly defined complexes was written by Ahmad, Muhammad Sohail;Inomata, Yusuke;Kida, Tetsuya. And the article was included in Molecular Catalysis in 2022.Formula: C8H10O2 This article mentions the following:

Series of organic transformations are known to be catalyzed by molecularly well-defined homogeneous catalysts, however, it is difficult to recycle. Meanwhile, heterogeneous catalysts are required in many industrial processes due to their stability, and recyclability, but it is challenging to control on a mol. level. Herein, we set out the conversion of homogenous manganese complex into heterogeneous manganese-based catalyst via pyrolyzing the pre-formed crystalline polymer. The catalyst thus produced are then utilized for C-C/C-N bond-forming reactions, such as alkylation of ketones and/or amines, utilizing primary alcs. as an alkylating agent, under nearly mild conditions liberating water as the sole byproduct. 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. 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.Formula: C8H10O2

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

Structure and Conformational Studies of Aza-Crown 8-Amino-BODIPY Derivatives: Influence of Steric Hindrance on Their Photophysical Properties was written by Costero, Ana M.;Betancourt-Mendiola, Maria L.;Gavina, Pablo;Ochando, Luis E.;Gil, Salvador;Chulvi, Katherine;Pena-Cabrera, Eduardo. And the article was included in European Journal of Organic Chemistry in 2017.Electric Literature of C10H21NO4 This article mentions the following:

Herein, the authors report the synthesis, x-ray crystal structure and photophys. studies of six new 8-amino-BODIPY derivatives containing crown or azo-crown ether moieties. The influence of steric hindrance, caused by the crown ether, on the planarity of the BODIPY core and its relation with the fluorescent properties has been established. ¹H NMR spectroscopic studies were undertaken to clarify the changes in fluorescence observed in the presence of Zn^II. In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3Electric Literature of C10H21NO4).

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. 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.Electric Literature of C10H21NO4

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

Natural stilbenes. V. Synthesis of pinosylvin monomethyl ether was written by Spath, Ernst;Kromp, Kurt. And the article was included in Berichte der Deutschen Chemischen Gesellschaft [Abteilung] B: Abhandlungen in 1941.COA of Formula: C8H8O3 This article mentions the following:

The difficulties encountered in digesting pine heartwood with tech. sulfite liquor unless the wood has previously been extracted with alc. or acetone are apparently due to the presence in the wood of acetone-soluble hindering substances. Erdtman (C. A. 33, 7098.5) has isolated 2 such substances in about 0.8% yield (based on the dry wood), viz. pinosylvin (I) and its mono-Me ether (II). In the course of their work on the natural stilbenes, S. and his coworkers had already synthesized I (see part IV), and in the present paper they describe the synthesis of II. 3,5-HO(MeO)C₆H₃CO₂H, m. 203-4°, was obtained in 10.1-g. yield from 27.8 g. (HO)₂C₆H₃CO₂H in 50 cc. MeOH allowed to stand 14 hrs. at 20° with 127 cc. of a solution of 3 g. Na in 100 cc. absolute MeOH and 15.7 cc. Me₂SO₄, then heated 1.5 hrs. on the water bath. Boiled 2 hrs. with AcCl, evaporated and poured into water, it gave 90% of the 3-acetoxy acid, m. 151.5-2.5°, which with boiling SOCl₂ yielded 85% of 3-acetoxy-5-methoxybenzoyl chloride, b. 90-100° (air bath) under 1 Torr; this, reduced in xylene with Pd-BaSO₄ and a moderately rapid current of H until the evolution of HCl ceased (4 hrs.), gave, through the NaHSO₃ compound, 60% of 3,5-HO(MeO)C₆H₃CHO (III), sublimes 110-20° (air bath) under 0.02 Torr, m. 130-1°. Condensation of 2 g. III with 2.08 g. PhCH₂CO₂Na and 12.5 cc. Ac₂O by heating 8 hrs. at 160° gave an oily product which was allowed to stand 12 hrs. at 20° under N with 165 cc. of 3% KOH and finally boiled 15 min. The solution, filtered from an insoluble resinous product, made faintly acid and allowed to stand 12 hrs., yielded 55% of 3′-hydroxy-5′-methoxy-α-stilbenecarboxylic acid (IV), m. 200-1°. The resinous product obtained along with IV was again boiled 1 hr. in 3% KOH, acidified and extracted with ether, yielding a cis-trans isomer (V) of IV, m. 181-2°, and depressing the m. p. of IV to 165-74°. When IV was decarboxylated by heating 4 min. at 220° with Naturkupfer C in quinoline and the resulting oil was repeatedly fractionated in a high vacuum at about 140° (air bath) no crystalline product could be obtained. After various unsuccessful attempts to convert it into a crystalline isomer, the desired isomerization was effected by heating the oil in an evacuated bomb 2.5 min. at 350°. The rearranged product (0.666 g. from 1 g. IV) b. 140° (air bath) under 0.02 Torr and, when seeded in benzene with natural II, gave 67% crystalline II, m. 121.5-2.5°, which did not depress the m. p. of natural II. V (0.05 g.) similarly decarboxylated gave 0.026 g. II. In the experiment, the researchers used many compounds, for example, 3-Hydroxy-5-methoxybenzaldehyde (cas: 57179-35-8COA of Formula: 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. 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: C8H8O3

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

Catalyst-free ligin valorization by acetoacetylation. Structural elucidation by comparison with model compounds was written by Krall, Eric M.;Serum, Eric M.;Sibi, Mukund P.;Webster, Dean C.. And the article was included in Green Chemistry in 2018.HPLC of Formula: 3929-47-3 This article mentions the following:

Indulin AT Kraft lignin has been chem. modified without a catalyst by reaction with t-Bu acetoacetate. Elucidation and quantification of the modified lignin structure has been facilitated by employing a series of readily prepared model compounds which isolate three of the major hydroxyl containing moieties characteristic of lignin. In the experiment, the researchers used many compounds, for example, 3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3HPLC of Formula: 3929-47-3).

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

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

N-(2-Benzoylphenyl)-L-tyrosine PPARγ Agonists. 2. Structure-Activity Relationship and Optimization of the Phenyl Alkyl Ether Moiety was written by Collins, Jon L.;Blanchard, Steven G.;Boswell, G. Evan;Charifson, Paul S.;Cobb, Jeff E.;Henke, Brad R.;Hull-Ryde, Emily A.;Kazmierski, Wieslaw M.;Lake, Debra H.;Leesnitzer, Lisa M.;Lehmann, Juergen;Lenhard, James M.;Orband-Miller, Lisa A.;Gray-Nunez, Yolanda;Parks, Derek J.;Plunkett, Kelli D.;Tong, Wei-Qin. And the article was included in Journal of Medicinal Chemistry in 1998.Application of 3929-47-3 This article mentions the following:

We previously reported the identification of (2S)-((2-benzoylphenyl)amino)-3-{4-[2-(5-methyl-2-phenyloxazol-4-yl)ethoxy]phenyl}propanoic acid (I) (PPARγ pK_i = 8.94, PPARγ pEC₅₀ = 9.47) as a potent and selective PPARγ agonist. We now report the expanded structure-activity relationship around the Ph alkyl ether moiety by pursuing both a classical medicinal chem. approach and a solid-phase chem. approach for analog synthesis. The solution-phase strategy focused on evaluating the effects of oxazole and Ph ring replacements of the 2-(5-methyl-2-phenyloxazol-4-yl)ethyl side chain of I with several replacements providing potent and selective PPARγ agonists with improved aqueous solubility Specifically, replacement of the Ph ring of the phenyloxazole moiety with a 4-pyridyl group to give (2S)-((2-benzoylphenyl)amino)-3-{4-[2-(5-methyl-2-pyridin-4-yloxazol-4-yl)ethoxy]phenyl}propionic acid (PPARγ pK_i = 8.85, PPARγ pEC₅₀ = 8.74) or a 4-methylpiperazine to give (2S)-((2-benzoylphenyl)amino)-3-(4-{2-[5-methyl-2-(4-methylpiperazin-1-yl)thiazol-4-yl]ethoxy}phenyl)propionic acid (PPARγ pK_i = 8.66, PPARγ pEC₅₀ = 8.89) provided two potent and selective PPARγ agonists with increased solubility in pH 7.4 phosphate buffer and simulated gastric fluid as compared to I. The second strategy took advantage of the speed and ease of parallel solid-phase analog synthesis to generate a more diverse set of Ph alkyl ethers which led to the identification of a number of novel, high-affinity PPARγ ligands (PPARγ pK_i‘s 6.98-8.03). The combined structure-activity data derived from the two strategies provide valuable insight on the requirements for PPARγ binding, functional activity, selectivity, and aqueous solubility 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. 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 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

Speciation Analysis and Thermodynamic Criteria of Solvated Ionic Liquids: Ionic Liquids or Superconcentrated Solutions? was written by Arai, Nana;Watanabe, Hikari;Nozaki, Erika;Seki, Shiro;Tsuzuki, Seiji;Ueno, Kazuhide;Dokko, Kaoru;Watanabe, Masayoshi;Kameda, Yasuo;Umebayashi, Yasuhiro. And the article was included in Journal of Physical Chemistry Letters in 2020.HPLC of Formula: 112-49-2 This article mentions the following:

Lithium-glyme solvate ionic liquids (Li-G SILs) and super-concentrated electrolyte solutions (SCESs) are expected as a promising electrolyte for the next generation lithium secondary batteries. The former consists of only the oligoether glyme solvated lithium ion and its counter anion and the latter contains no full solvated Li⁺ ion by the solvents due to the extremely high Li salt concentration Although both of them are similar with each other, it is still unclear that both should be room-temperature ionic liquids (RTILs). To reveal the distinct definition for them, speciation analyses were performed to the Li-G SIL and the aqueous SCES to evaluate the free solvent concentration in these solutions with a new Raman/IR spectral anal. technique called complementary least square anal. (CLSA). Furthermore, from a thermodn. point of views, we investigated the solvent activity/activity coefficient in the gas phase equilibrated with sample solutions and found they can be a good criterion for SILs. In the experiment, the researchers used many compounds, for example, 2,5,8,11-Tetraoxadodecane (cas: 112-49-2HPLC of Formula: 112-49-2).

2,5,8,11-Tetraoxadodecane (cas: 112-49-2) 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. 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.HPLC of Formula: 112-49-2

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

Cinnamonitrile Adjuvants Restore Susceptibility to β-Lactams against Methicillin-Resistant Staphylococcus aureus was written by Speri, Enrico;Kim, Choon;De Benedetti, Stefania;Qian, Yuanyuan;Lastochkin, Elena;Fishovitz, Jennifer;Fisher, Jed F.;Mobashery, Shahriar. And the article was included in ACS Medicinal Chemistry Letters in 2019.Recommanded Product: 3-Formyl-2-methoxyphenylboronic acid This article mentions the following:

β-Lactams are used routinely to treat Staphylococcus aureus infections. However, the emergence of methicillin-resistant S. aureus (MRSA) renders them clin. precarious. We describe a class of cinnamonitrile adjuvants that restore the activity of oxacillin (a penicillin member of the β-lactams) against MRSA. The lead adjuvants were tested against six important strains of MRSA, one vancomycin-intermediate S. aureus (VISA) strain, and one linezolid-resistant S. aureus strain. Five compounds out of 84 total compounds showed broad potentiation. At 8 μM (E)-3-(5-(3,4-dichlorobenzyl)-2-(trifluoromethoxy)phenyl)-2-(methylsulfonyl)acrylonitrile (26) potentiated oxacillin with a >4000-fold reduction of its MIC (from 256 to 0.06 mg·L^-1). This class of adjuvants holds promise for reversal of the resistance phenotype of MRSA. In the experiment, the researchers used many compounds, for example, 3-Formyl-2-methoxyphenylboronic acid (cas: 480424-49-5Recommanded Product: 3-Formyl-2-methoxyphenylboronic acid).

3-Formyl-2-methoxyphenylboronic acid (cas: 480424-49-5) 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. 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: 3-Formyl-2-methoxyphenylboronic acid

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

New crown compounds derived from 1,2-bis(2-hydroxybenzyl)benzene (II): bisaryl crowns was written by Lee, Woo Young;Jung, Jae Do;Park, Chang Hee;Sim, Wonbo. And the article was included in Bulletin of the Korean Chemical Society in 1990.Related Products of 60221-37-6 This article mentions the following:

The reaction of 1,2-(2-HOC₆H₄CH₂)₂C₆H₄ (I) in base with 4-MeC₆H₄SO₃CH₂(CH₂OCH₂)_nOR (R = tetrahydropyranyl; n = 0-3), deprotection of the bis-condensation product to give the diol, tosylation of the free hydroxyls of the diol, and condensation of the ditosylate in base with I afforded bisaryl corand II. Oxidation of the benzylic positions of II furnished novel aromatic corands containing carbonyl functions. 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: 60221-37-6Related Products 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. 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 60221-37-6

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