Tag: M.W=150-200

Yang, Biao published the artcilePhotoacid-Enabled Synthesis of Indanes via Formal [3 + 2] Cycloaddition of Benzyl Alcohols with Olefins, Product Details of C9H10O4, the publication is Organic Letters (2022), 24(10), 2040-2044, database is CAplus and MEDLINE.

An environmentally friendly and high diastereoselective method for synthesizing indanes was developed via a metastable-state photoacid system containing catalytic protonated merocyanine (MEH). Under visible-light irradiation, MEH yields a metastable spiro structure and liberated protons, which facilitated the formation of carbocations from benzyl alcs., thus delivering diverse mols. in the presence of various nucleophiles. Mainly, a variety of indanes was easily obtained from benzyl alcs. and olefins and water was the only byproduct.

Organic Letters published new progress about 134-96-3. 134-96-3 belongs to ethers-buliding-blocks, auxiliary class Immunology/Inflammation,COX,Natural product, name is 4-Hydroxy-3,5-dimethoxybenzaldehyde, and the molecular formula is C5H7NO, Product Details of C9H10O4.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Crews, Phillip published the artcileNatural Product Phenolic Diglycosides Created from Wildfires, Defining Their Impact on California and Oregon Grapes and Wines, Formula: C9H10O4, the publication is Journal of Natural Products (2022), 85(3), 547-561, database is CAplus and MEDLINE.

Forest fires produce malodorous phenols, bioaccumulated in grapes as odorless phenol glycosides (mono- to tri-), and produce unpleasant smoke tainted wines when these complexes are transformed by glycosidases in saliva. Metabolomic analyses were used to further understand smoke taint by quantitating marker phenolic diglycosides via UHPLC separations and MS/MS multiple reaction monitoring. A collection of grapes and wines provided data to forecast wine quality of grapes subjected to wildfire smoke infestations; the analytics used a panel of reference compounds (1-6). Overall, eight different Vitis vinifera varietals were examined from 2017-2021 vintages involving >218 distinct samples (wines and/or grapes) from 21 different American Viticulture Areas. Results acquired allowed correlation of phenolic diglycoside levels as a function of grape cultivar, varietal clones, and intensity of wildfire smoke. Baseline data were tabulated for nonsmoked samples (especially, Cabernet Sauvignon having a sum 1-6 of <6μg/L) and then compared to those exposed to six other levels of smoke. Outcomes established that (1) analyzing paired samples (bottled wines vs. smoke-exposed grapes) can provide diagnostic metabolomic data, (2) phenolic diglycosides are stable in wines aged for >2.5 years, and (3) major gaps exist in our current understanding of this pool of metabolites.

Journal of Natural Products published new progress about 134-96-3. 134-96-3 belongs to ethers-buliding-blocks, auxiliary class Immunology/Inflammation,COX,Natural product, name is 4-Hydroxy-3,5-dimethoxybenzaldehyde, and the molecular formula is C9H10O4, Formula: C9H10O4.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Dreher, Spencer D. published the artcileEfficient Cross-Coupling of Secondary Alkyltrifluoroborates with Aryl Chlorides – Reaction Discovery Using Parallel Microscale Experimentation, Recommanded Product: 2-Isopropylanisole, the publication is Journal of the American Chemical Society (2008), 130(29), 9257-9259, database is CAplus and MEDLINE.

Microscale parallel experimentation was used to discover three catalyst systems capable of coupling secondary organotrifluoroborates with sterically and electronically demanding aryl chlorides and bromides. The ensuing results represent the first comprehensive study of alkylboron coupling to aryl chlorides and, in particular, using secondary alkylboron partners. A ligand-dependent β-hydride elimination/reinsertion mechanism was implicated in the cross-coupling of more hindered substrates, leading to isomeric mixtures of coupled products in some cases.

Journal of the American Chemical Society published new progress about 2944-47-0. 2944-47-0 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 2-Isopropylanisole, and the molecular formula is C10H14O, Recommanded Product: 2-Isopropylanisole.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Xue, Rui published the artcileThe composition, physicochemical properties, antimicrobial and antioxidant activity of wood vinegar prepared by pyrolysis of Eucommia ulmoides Oliver branches under different refining methods and storage conditions, Related Products of ethers-buliding-blocks, the publication is Industrial Crops and Products (2022), 114586, database is CAplus.

To enhance the quality of wood vinegar (WV), the WV prepared by pyrolyzing Eucommia ulmoides Oliver (EUO) branches at the temperature of 650°C were refined by using different physicochem. methods. The crude WV was refined by ultra-low freezing and thawing (WV_FT), charcoal adsorption (WV_CA), and activated carbon adsorption (WV_ACA), resp. Meanwhile, the chem. compositions, antimicrobial and antioxidant activity of the crude WV (WV_C), the WV (WV_S) prepared two years ago, and the photolysis WV (WV_P) were investigated. The results showed that the WV_FT obtained by ultra-low freezing and thawing method possessed better quality with pH of 3.45, d. of 1.045 g/cm³ , refractive index of 26.85% and total organic acid of 11.00%. It was also found that WV_FT had better inhibition rate of 83.33% against Bacterium prodigiosum, indication the excellent antibacterial activity. Moreover, WV_FT had significant effect on scavenging rate (98.72%) for hydroxyl radicals. This research could offer some references for the refining methods of WV, and the WV was expected to be a potential candidate for materials of antioxidant and antimicrobial.

Industrial Crops and Products published new progress about 134-96-3. 134-96-3 belongs to ethers-buliding-blocks, auxiliary class Immunology/Inflammation,COX,Natural product, name is 4-Hydroxy-3,5-dimethoxybenzaldehyde, and the molecular formula is C6H4ClNO2, Related Products of ethers-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Burkholder, Timothy P. published the artcileDesign and synthesis of a novel series of [1-(4-hydroxy-benzyl)-1H-indol-5-yloxy]-acetic acid compounds as potent, selective, thyroid hormone receptor β agonists, Product Details of C10H14O, the publication is Bioorganic & Medicinal Chemistry Letters (2015), 25(7), 1377-1380, database is CAplus and MEDLINE.

The design, synthesis, and structure activity relationships for a series of indoles, e.g., I, as potent, selective, thyroid hormone receptor β (TRβ) agonists is described. Compounds with >50× binding selectivity for TRβ over TRα were generated and evaluation of compound I from this series in a model of dyslipidemia demonstrated pos. effects on plasma lipid endpoints in vivo.

Bioorganic & Medicinal Chemistry Letters published new progress about 2944-47-0. 2944-47-0 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 2-Isopropylanisole, and the molecular formula is C10H14O, Product Details of C10H14O.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Adamczyk-Wozniak, Agnieszka published the artcileHydrogen bonds in phenylboronic acids with polyoxaalkyl substituents at ortho-position, COA of Formula: C9H13BO4, the publication is Journal of Molecular Structure (2009), 920(1-3), 430-435, database is CAplus.

Phenylboronic acids with polyoxaalkyl substituents at ortho position were synthesized from the corresponding bromides. Structures in solid state, determined by single crystal x-ray diffraction, reveal the presence of inter- and intramol. hydrogen bonds. Presence of several oxygen atoms in oxaalkyl chains enables the formation of intramol. hydrogen bonds by B(OH)₂ group with different oxygen centers which lead to the formation of bifurcated hydrogen bonds. Investigated compounds were characterized by ¹H, ¹³C, ¹¹B and ¹⁷O NMR spectroscopy in solution Assignment of ¹H and ¹³C signals was made on the basis of HSQC and HMBC spectra. ¹⁷O NMR spectra show that in acetonitrile solution hydrogen bonds with solvent mols. are predominant.

Journal of Molecular Structure published new progress about 1122568-09-5. 1122568-09-5 belongs to ethers-buliding-blocks, auxiliary class Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic Acids,Boronic acid and ester, name is (2-(2-Methoxyethoxy)phenyl)boronic acid, and the molecular formula is C9H13BO4, COA of Formula: C9H13BO4.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Jakubska-Busse, Anna published the artcileWhy does an obligate autogamous orchid produce insect attractants in nectar – a case study on Epipactis albensis (Orchidaceae), Product Details of C9H10O4, the publication is BMC Plant Biology (2022), 22(1), 196, database is CAplus and MEDLINE.

The flowers of some species of orchids produce nectar as a reward for pollination, the process of transferring pollen from flower to flower. Epipactis albensis is an obligatory autogamous species, does not require the presence of insects for pollination, nevertheless, it has not lost the ability to produce nectar, the chem. composition of which we examined by gas chromatog.-mass spectrometry (GC-MS) method for identification of potential insect attractants. During five years of field research, we did not observe any true pollinating insects visiting the flowers of this species, only accidental insects as ants and aphids. As a result of our studies, we find that this self-pollinating orchid produces in nectar inter alia aliphatic saturated and unsaturated aldehydes such as nonanal (pelargonal) and 2-pentenal as well as aromatic ones (i.e., syringaldehyde, hyacinthin). The nectar is low in alkenes, which may explain the absence of pollinating insects. Moreover, vanillin and eugenol derivatives, well-known as important scent compounds were also identified, but the list of chem. compounds is much poorer compared with a closely related species, insect-pollinating E. helleborine. Autogamy is a reproductive mechanism employed by many flowering plants, including the orchid genus Epipactis, as an adaptation to growing in habitats where pollinating insects are rarely observed due to the lack of nectar-producing plants they feed on. The production of numerous chem. attractants by self-pollinated E. albensis confirms the evolutionary secondary process, i.e., transition from ancestral insect-pollinating species to obligatory autogamous.

BMC Plant Biology published new progress about 134-96-3. 134-96-3 belongs to ethers-buliding-blocks, auxiliary class Immunology/Inflammation,COX,Natural product, name is 4-Hydroxy-3,5-dimethoxybenzaldehyde, and the molecular formula is C9H10O4, Product Details of C9H10O4.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Rocha, Ines L. D. published the artcileSelective Separation of Vanillic Acid from Other Lignin-Derived Monomers Using Centrifugal Partition Chromatography: The Effect of pH, Safety of 4-Hydroxy-3,5-dimethoxybenzaldehyde, the publication is ACS Sustainable Chemistry & Engineering (2022), 10(15), 4913-4921, database is CAplus.

In this work, centrifugal partition chromatog. (CPC) assisted by a polyethylene glycol (PEG)/sodium polyacrylate (NaPA) aqueous biphasic system (ABS) was applied in the separation of five lignin-derived monomers (vanillin, vanillic acid, syringaldehyde, acetovanillone, and p-hydroxybenzaldehyde). The influence of the system pH (unbuffered, pH 5, and pH 12) and added electrolytes (inorganic salts or ionic liquids (ILs)) on the compound partition was initially evaluated. The obtained data revealed that ILs induced more adequate partition coefficients (K < 5) than inorganic salts (K > 5) to enable separation performance in CPC, while alk. conditions (pH 12) demonstrated a pos. impact on the partition of vanillic acid. CPC runs, with buffered ABS at pH 12, enabled a selective separation of vanillic acid from other lignin monomers. Under these conditions, a distinct interaction between the top (PEG-rich) and bottom (NaPA-rich) phases of the ABS with the double deprotonated form of vanillic acid is expected when compared to the remaining lignin monomers (single deprotonated). This is an impactful result that shows the pH to be a crucial factor in the separation of lignin monomer compounds by CPC, while only unbuffered systems have been previously studied in the literature. Finally, the recovery of vanillic acid up to 96% purity and further recycling of ABS phase-forming components were approached as a proof of concept through the combination of ultrafiltration and solid-phase extraction steps.

ACS Sustainable Chemistry & Engineering published new progress about 134-96-3. 134-96-3 belongs to ethers-buliding-blocks, auxiliary class Immunology/Inflammation,COX,Natural product, name is 4-Hydroxy-3,5-dimethoxybenzaldehyde, and the molecular formula is C9H10O4, Safety of 4-Hydroxy-3,5-dimethoxybenzaldehyde.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Wurzler, Gleicielle Tozzi published the artcileIntegrating bio-oil and carbohydrate valorization on the fractionation of sugarcane bagasse via Organosolv process using Mo₂C-based catalysts, Name: 4-Hydroxy-3,5-dimethoxybenzaldehyde, the publication is Fuel Processing Technology (2022), 107208, database is CAplus.

This work studied the fractionation of sugarcane bagasse via Organosolv treatment using isopropanol/water in the presence of Raney-Ni and molybdenum carbide catalysts (Bulk Mo₂C and Mo2C supported on activated carbon (AC) or Al₂O₃). The degree of delignification, the bio-oil and solid residue composition depended on the type of catalyst. A partial extraction of hemicellulose occurred followed by depolymerization, resulting in a product distribution that depended on the catalyst. Raney-Ni catalyst promoted the formation of diols and triols, while xylose, furfural, and furan were mainly produced by Mo₂C based-catalysts. The Organosolv treatment without catalyst and in the presence of bulk Mo₂C produced a bio-oil containing mainly 2,3-dihydrobenzofuran. Mo₂C/AC and Mo₂C/Al₂O₃ are promising catalysts for the fractionation of sugarcane bagasse that produced a bio-oil with higher yield to substituted methoxyphenols and a solid residue more easily hydrolyzed by cellulases, producing higher yield to glucose than Raney-Ni catalyst.

Fuel Processing Technology published new progress about 134-96-3. 134-96-3 belongs to ethers-buliding-blocks, auxiliary class Immunology/Inflammation,COX,Natural product, name is 4-Hydroxy-3,5-dimethoxybenzaldehyde, and the molecular formula is C7H7IN2O, Name: 4-Hydroxy-3,5-dimethoxybenzaldehyde.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Dao, Pham Duy Quang published the artcileSynthesis of Trinuclear Benzimidazole-Fused Hybrid Scaffolds by Transition Metal-Free Tandem C(sp²)-N Bond Formation under Microwave Irradiation, Application of 2-Methoxynaphthalene, the publication is European Journal of Organic Chemistry (2021), 2021(29), 4088-4098, database is CAplus.

The compounds 2-(2-bromoaryl)benzimidazoles e.g., 2-(2-bromocyclohex-1-en-1-yl)-1H-1,3-benzodiazole and 2-(2-bromovinyl)benzimidazoles e.g., 2-[(1Z)-1-bromo-1-phenylprop-1-en-2-yl]-1H-1,3-benzodiazole have been coupled and cyclized with 2-methoxybenzimidazoles e.g., 2-methoxy-1H-1,3-benzodiazole and 2-aryloxybenzimidazoles e.g., 2-methoxy-1H-naphtho[2,3-d]imidazole as building blocks in the presence of a base under microwave irradiation to give a class of trinuclear N-fused hybrid scaffolds, benzo[4,5]imidazo[1,2-a]benzo[4,5]imidazo[1,2-c]quinazolines e.g., I and benzo[4,5]imidazo[1,2-a]benzo[4,5]imidazo[1,2-c]pyrimidines e.g., II, resp., in good yields. The compounds 2-(2-bromoaryl)imidazoles e.g., 2-(2-bromocyclohex-1-en-1-yl)-4,5-diphenyl-1H-imidazole and 2-(2-bromovinyl)imidazoles e.g., (Z)-2-(1-bromo-1-phenylprop-1-en-2-yl)-4,5-diphenyl-1H-imidazole also reacted with 2-methoxybenzimidazoles (e.g., 2-methoxy-1H-1,3-benzodiazole/e.g., 2-methoxy-1H-naphtho[2,3-d]imidazole) in the presence of base under microwave irradiation to give a class of trinuclear N-fused hybrid scaffolds, benzo[4,5]imidazo[1,2-a]imidazo[1,2-c]quinazolines e.g., III and benzo[4,5]imidazo[1,2-a]imidazo[1,2-c]pyrimidines e.g., IV, resp., in similar yields. This process seems to proceed via an initial C(sp²)-N coupling by an addition-elimination nucleophilic aromatic substitution (S_NAr) and subsequent cyclization accompanied by extrusion of alcs.

European Journal of Organic Chemistry published new progress about 93-04-9. 93-04-9 belongs to ethers-buliding-blocks, auxiliary class Naphthalene,Ether, name is 2-Methoxynaphthalene, and the molecular formula is C11H10O, Application of 2-Methoxynaphthalene.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem