Month: December 2022

Guo, Xingjie published the artcileSelective hydrogenation of vanillin to vanillyl alcohol over Pd, Pt, and Au catalysts supported on an advanced nitrogen-containing carbon material produced from food waste, Synthetic Route of 134-96-3, the publication is Chemical Engineering Journal (Amsterdam, Netherlands) (2022), 135885, database is CAplus.

Food waste worldwide has been threatening the environment and resulting in high carbon emissions. Although anaerobic fermentation is a potential solution transforming food waste into valuable chems., a large amount of the fermentation residue remains as solid waste. For closing the circular economy loop for food waste valorization, we proposed a thermo-chem. activation of a fermentation residue produced from a mixture of food waste and sludge to prepare a nitrogen-enriched, advanced carbon material. This could be used as a support to synthesize Pd/C, Pt/C and Au/C catalysts for the aqueous-phase hydrogenation of vanillin to vanillyl alc. at mild reaction conditions. The produced alc. increased sixfold the com. value of the original aldehyde. The catalytic performance (based on the vanillin conversion and vanillyl alc. yield) followed the order of Pd/C > Pt/C > Au/C. The Pd/C catalyst showed an excellent catalytic activity (>99% vanillin conversion and > 99% vanillyl alc. selectivity) at optimized reaction conditions (i.e., 30°C and 0.7 MPa H₂ for 90 min, with 2 mmol vanillin/10 mg catalyst), along with high reusability and stability (up to four consecutive runs). These catalytic features outperformed those of a com. Pd/C catalyst owing to: (i) high reduction degree and stabilization of the Pd particles on the carbon support, which accommodated a higher proportion of pyridinic than pyrrolic nitrogen, and (ii) rapid adsorption of the aldehyde group on the catalyst combined with rapid desorption of the newly formed hydroxymethyl group. This exceptional catalytic behavior was corroborated by efficient hydrogenation of other lignin-derived aromatic aldehydes, including p-hydroxybenzaldehyde and syringaldehyde, to their resp. alcs. Our results can bring a novel use for food waste in catalysis and represent a sustainable and efficient conversion of biomass into value-added chems. and advanced materials.

Chemical Engineering Journal (Amsterdam, Netherlands) 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, Synthetic Route of 134-96-3.

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

Dawange, Monali published the artcileSelective Aerobic Benzylic Alcohol Oxidation of Lignin Model Compounds: Route to Aryl Ketones, Safety of 1-(3,4-Dimethoxyphenyl)-2-phenoxyethanol, the publication is ChemCatChem (2015), 7(3), 401-404, database is CAplus.

A mild and chemoselective oxidation of the α-alc. in β-O-4′-ethanoaryl and β-O-4′-glycerolaryl ethers, I [R³ = R⁴ = R³‘ = R⁵‘ = H OMe; R³ = R³‘ = R⁵‘ = H, R⁴ = OMe; R³ = R⁴ = R⁵‘ = H, R³‘ = OMe; R³ = R⁵‘ = H, R⁴ = R³‘ = OMe; R³ = R⁴ = OMe, R³‘ = H, OMe, R⁵‘ = H; R³ = R³‘ = OMe, R⁴ = OH, R⁵‘ = H] and II [ R³ = R⁴ = R³‘ = OMe, H; R³ = H, R⁴ = R³‘ = OMe; R³ = R³‘ = OMe, R⁴ = OH] , resp., has been developed. The benzylic alcs. were selectively dehydrogenated to the corresponding ketones in 60-93 % yield. A one-pot selective route to aryl Et ketones was performed. The catalytic system comprises recyclable heterogeneous palladium, mild reaction conditions, green solvents, and oxygen in air as oxidant. Catalytic amounts of a coordinating polyol were found pivotal for an efficient aerobic oxidation

ChemCatChem published new progress about 183303-74-4. 183303-74-4 belongs to ethers-buliding-blocks, auxiliary class Benzene,Alcohol,Ether, name is 1-(3,4-Dimethoxyphenyl)-2-phenoxyethanol, and the molecular formula is C16H18O4, Safety of 1-(3,4-Dimethoxyphenyl)-2-phenoxyethanol.

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

Katariya, Ashishkumar P. published the artcileIonic Liquid Promoted Regio-Selective Synthesis of 2-Methyl amino-3-Nitro-pyrano[3,2-c]chromen-5-ones, Related Products of ethers-buliding-blocks, the publication is ChemistrySelect (2022), 7(23), e202201295, database is CAplus.

An efficient, and simple protocol for the synthesis of extremely functionalized pyrano[3,2-c]chromen-5-ones has been developed. One-pot multicomponent cyclo-condensation of 4-hydroxycoumarin, aromatic-aldehydes, and (E)-N-methyl-1-(methylthio)-2-nitroethenamine (NMSM) catalyzed by ionic liquid [(EMIM)Ac] in two different methods as methanolic mediated and at solvent free condition is described which presumably involve the Knoevenagel reaction succeeding Michael-addition and O-cyclization with elimination of methanethiol. The noteworthy features of this protocol are use of ionic liquid as catalyst, good to excellent yield, optimum reaction time with easy exptl. procedure.

ChemistrySelect 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, Related Products of ethers-buliding-blocks.

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

Chiesi Villa, A. published the artcileCrystal and molecular structure of α,α’-dithiobisformamidinium dichloride, Quality Control of 14807-75-1, the publication is Acta Crystallographica, Section B: Structural Crystallography and Crystal Chemistry (1972), 28(Pt. 2), 356-60, database is CAplus.

The crystal structure of α,α’-dithiobisformamidinium dichloride, [SC(NH2)22Cl2, was determined and refined by Fourier and least-squares methods using 3-dimensional x-ray data collected with a single-crystal diffractometer (Cu Kα). The unit-cell parameters are: a 8.78(1), b 10.52-(1), c 19.69(1) Å; Z 8. Space group: Pbca. All the H atoms were located directly. The dithiobisformamidinium cation is in a general position and is formed by 2 planar thiourea groups which are slightly rotated with respect to the S-S bond [2.017-(2) Å] : (SCNN)ƛ(SSC) = 6.9 and 15.6°. The internal rotation angle around the S-S bond is 92.3°. Bond distances and angles in the thiourea groups agree with those found in thiourea and its derivatives A comparison is made of the corresponding dithiobis-formamidinium dibromide and diiodide. Packing is determined by a system of H bonds of the type N-H…Cl [3.132(5), 3.181(6), 3.120(5), 3.142(6), 3.145(6), 3.150(6) Å].

Acta Crystallographica, Section B: Structural Crystallography and Crystal Chemistry published new progress about 14807-75-1. 14807-75-1 belongs to ethers-buliding-blocks, auxiliary class Salt,Thiourea,Amine,Aliphatic hydrocarbon chain, name is Formamidine disulfide dihydrochloride, and the molecular formula is C2H8Cl2N4S2, Quality Control of 14807-75-1.

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

Kanemoto, Kazuya published the artcileAcid-Mediated Sulfonylthiolation of Arenes via Selective Activation of SS-Morpholino Dithiosulfonate, Product Details of C11H10O, the publication is Organic Letters (2021), 23(5), 1582-1587, database is CAplus and MEDLINE.

A trifluoroacetic-acid-mediated desulfurilative sulfonylthiolation of arenes RH (R = 4-methoxyphenyl, thiophen-2-yl, 6-bromo-2-hydroxynaphthalen-1-yl, etc.) using SS-morpholino 4-toluene(dithioperoxo)sulfonate is described. This system is based on selective activation of the morpholino group over the tosyl group of the doubly transformable sulfur surrogate. Mechanistic studies suggested that the reaction proceeds through electrophilic aromatic substitution followed by sulfur extrusion. The wide substrate scope of this reaction and the transformability of the resulting thiosulfonates RSTs enable expeditious access to divergent multifunctionalized sulfides.

Organic Letters 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, Product Details of C11H10O.

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

Cody, Robert B. published the artcileIntegrated data analysis making use of the total information from gas chromatography and high-resolution time-of-flight mass spectrometry to identify qualitative differences between two whisky samples, Name: 4-Hydroxy-3,5-dimethoxybenzaldehyde, the publication is Rapid Communications in Mass Spectrometry (2022), 36(3), e9225, database is CAplus and MEDLINE.

Anal. of complex mixtures with gas chromatog. coupled with high-resolution time-of-flight mass spectrometry (GC/HRTOFMS) can produce a large amount of data. A new software program was recently reported that integrates all of the available mass spectrometric information from GC/HRTOFMS anal. into a concise report. New capabilities have now been added to the software to incorporate retention index data and to identify differences between two samples. Two Scotch whisky samples were sampled by solid-phase microextraction (SPME) and analyzed by GC/HRTOFMS. One of the two whisky samples (Sample B) was identical to the other sample (Sample A) except for an addnl. 6-mo storage in sherry casks. Both electron ionization (EI) and chem. ionization (CI) data were obtained using a new GC/TOFMS system (JEOL AccuTOF GC-Alpha) with enhanced resolving power and mass accuracy. Statistical anal. of replicate measurements of the whisky samples was carried out with a new software program (msFineAnal. version 3.2) to identify and assign differences between the samples. There were 124 peaks detected in the two whiskies. Thirteen compounds were detected with a relative peak area greater than 0.05% that were present in greater amounts in the whisky that had been stored in sherry casks for an addnl. 6 mo. Ten of these compounds were identified by the software with high confidence, two were identified as isomers with close retention indexes, and one was identified interactively. The software identified small differences between the two samples that resulted from sherry cask aging. Because all of the information available from the hard and soft ionization analyses for each compound is summarized in a concise integrated report, the operator can rapidly determine the level of confidence for each assignment and inspect the information for compounds that are not present in the database.

Rapid Communications in Mass Spectrometry 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, Name: 4-Hydroxy-3,5-dimethoxybenzaldehyde.

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

Asano, Yasuhisa published the artcileMicrobial degradation of nitrile compounds. Part V. Aliphatic nitrile hydratase from Arthrobacter sp. J-1. Purification and characterization, Category: ethers-buliding-blocks, the publication is Agricultural and Biological Chemistry (1982), 46(5), 1165-74, database is CAplus.

Aliphatic nitrile hydratase (I) was purified âˆ?90-fold with a yield of 10% from the cell-free extract of acetonitrile-grown Arthrobacter species J-1. Purified I was homogeneous by ultracentrifugation and disc gel electrophoresis. I catalyzed the stoichiometric hydration of acetonitrile to form acetamide. I was inducibly formed and then amidase, which hydrolyzed acetamide, was formed. The mol. weight of I was âˆ?20,000 by gel filtration. I was composed of 2 kinds of subunits with mol. weights of 24,000 and 27,000. The isoelec. point was 3.6. I was active toward low-mol.-weight of 2-5 C atoms. The K_m for acetonitrile was 5.78 mM. I was inactivated by SH-group reagents and competitively inhibited by KCN with a K_i of 1.5 μM.

Agricultural and Biological Chemistry published new progress about 16332-06-2. 16332-06-2 belongs to ethers-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Amide,Ether, name is 2-Methoxyacetamide, and the molecular formula is C3H7NO2, Category: ethers-buliding-blocks.

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

Pompeo, Matthew published the artcilePd-PEPPSI-IPent^Cl: A Highly Effective Catalyst for the Selective Cross-Coupling of Secondary Organozinc Reagents, Safety of 2-Isopropylanisole, the publication is Angewandte Chemie, International Edition (2012), 51(45), 11354-11357, database is CAplus and MEDLINE.

A series of Pd-PEPPSI complexes with various substitution pattern on the heterocyclic carbene backbone were designed, prepared and studied as catalysts in Negishi cross-coupling reactions of aryl and heteroaryl halides or triflates with secondary organozinc nucleophiles. In all the cases, the selectivity for the normal, non-rearranged products was observed Computational studies revealed that the relative barrier difference between reductive elimination and β-hydride elimination correlate well with observed selectivities. The best results were shown by the Pd-PEPPSI-IPent^cl complex which demonstrated unprecedented selectivity leading to virtually one (desired) isomer for reactions of a wide selection of alkylzincs and highly functionalized (hetero)aromatic halides and triflates.

Angewandte Chemie, International Edition 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, Safety of 2-Isopropylanisole.

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

Bordwell, F. G. published the artcileAcidities of carboxamides, hydroxamic acids, carbohydrazides, benzenesulfonamides, and benzenesulfonohydrazides in DMSO solution, Name: 2-Methoxyacetamide, the publication is Journal of Organic Chemistry (1990), 55(10), 3330-6, database is CAplus.

A comparison of acidities of 6 series of analogous oxygen, nitrogen, and carbon acids in DMSO solution and the gas phase has shown that the element effect usually causes nitrogen acids to be more acidic than their carbon acid counterparts by an average of 17 ± 5 kcal/mol, and oxygen acids to be more acidic than their nitrogen counterparts by a like amount A much smaller difference was observed between the NH acidities of carboxamides and the CH acidities of ketones (1-2 kcal/mol in DMSO and 7-8 kcal/mol in the gas phase). Equilibrium acidities in DMSO for a number of substituted benzamides, acetamides, N-phenylacetamides, acetoxyhydroxamic acids, benzohydroxamic acids, carbohydrazides, and benzenesulfonamides are reported. Aceto- and benzohydroxamic acids were found to be 9.8 and 10.1 pK_HA units more acidic in DMSO, resp., than acetamide and benzamide. In each instance the effect of N-alkylation decreased the acidity more than did O-alkylation, which indicates that the parents are NH, rather than OH, acids in DMSO. Conclusive supporting evidence for the NH acid assignment was provided by the observation that the N-alkylhydroxamic acids exhibited strong homo-H-bonding, whereas the parent acids and the O-alkyl derivatives did not. Oxidation potentials of hydroxamate anions in DMSO are close to those of O-alkylhydroxamate ions, confirming that their conjugate acids are NH acids, but in MeOH they are close to those of N-alkylhydroxamate ion showing that their conjugate acids can act as OH acids in hydroxylic solvents. The N-alkyl- and O-alkylhydroxamic acids exhibited much stronger chelating power toward K⁺, Na⁺, and Li⁺ ions than did the parent acids.

Journal of Organic Chemistry published new progress about 16332-06-2. 16332-06-2 belongs to ethers-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Amide,Ether, name is 2-Methoxyacetamide, and the molecular formula is C3H7NO2, Name: 2-Methoxyacetamide.

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

Ding, Yun published the artcileDesign and Synthesis of Biaryl DNA-Encoded Libraries, Name: (3-Methoxy-5-methylphenyl)boronic acid, the publication is ACS Combinatorial Science (2016), 18(10), 625-629, database is CAplus and MEDLINE.

DNA-encoded library technol. (ELT) is a powerful tool for the discovery of new small-mol. ligands to various protein targets. Here we report the design and synthesis of biaryl DNA-encoded libraries based on the scaffold of 5-formyl 3-iodobenzoic acid. Three reactions on DNA template, acylation, Suzuki-Miyaura coupling and reductive amination, were applied in the library synthesis. The three cycle library of 3.5 million diversity has delivered potent hits for phosphoinositide 3-kinase α (PI3Kα).

ACS Combinatorial Science published new progress about 725251-81-0. 725251-81-0 belongs to ethers-buliding-blocks, auxiliary class Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic acid and ester, name is (3-Methoxy-5-methylphenyl)boronic acid, and the molecular formula is C8H11BO3, Name: (3-Methoxy-5-methylphenyl)boronic acid.

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