Author: tianli

Yu, Jianjin published the artcileDearomatization-Rearomatization Strategy for ortho-Selective Alkylation of Phenols with Primary Alcohols, Application of 4-Propylphenol, the publication is Angewandte Chemie, International Edition (2021), 60(8), 4043-4048, database is CAplus and MEDLINE.

Phenols are common precursors and core structures of a variety of industrial chems. ranging from pharmaceuticals to polymers. However, the synthesis of site-specifically substituted phenols is challenging, and thus the development of new methods for this purpose would be highly desirable. Reported here is a protocol for palladium-catalyzed ortho-selective alkylation reactions of phenols with primary alcs. by a dearomatization-rearomatization strategy, with water as the sole byproduct. Various substituted phenols and primary alcs. were compatible with the standard reaction conditions. The detailed mechanism of this transformation was also investigated.

Angewandte Chemie, International Edition published new progress about 645-56-7. 645-56-7 belongs to alcohols-buliding-blocks, auxiliary class Liquid Crystal &OLED Materials, name is 4-Propylphenol, and the molecular formula is C13H18N2, Application of 4-Propylphenol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Jia, Le published the artcileCleavage/cross-coupling strategy for converting β-O-4 linkage lignin model compounds into high valued benzyl amines via dual C-O bond cleavage, Safety of 2-Phenoxy-1-phenylpropane-1,3-diol, the publication is Chinese Chemical Letters (2022), 33(3), 1519-1523, database is CAplus.

Lignin is the most recalcitrant of the three components of lignocellulosic biomass. The strength and stability of the linkages have long been a great challenge for the degradation and valorization of lignin biomass to obtain bio-fuels and com. chems. Up to now, the selective cleavage of C-O linkages of lignin to afford chems. contains only C, H and O atoms. Authors’ group has developed a cleavage/cross-coupling strategy for converting 4-O-5 linkage lignin model compounds into high value-added compounds Herein, a palladium-catalyzed cleavage/cross-coupling of the β-O-4 lignin model compounds with amines via dual C-O bond cleavage for the preparation of benzyl amine compounds and phenols is presented.

Chinese Chemical Letters published new progress about 70110-65-5. 70110-65-5 belongs to alcohols-buliding-blocks, auxiliary class Benzene,Alcohol,Ether,Benzene Compounds, name is 2-Phenoxy-1-phenylpropane-1,3-diol, and the molecular formula is C15H16O3, Safety of 2-Phenoxy-1-phenylpropane-1,3-diol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Zhu, Yue published the artcileCu nanoparticles supported on core-shell MgO-La₂O₃ catalyzed hydrogenolysis of furfuryl alcohol to pentanediol, Quality Control of 111-29-5, the publication is Journal of Catalysis (2022), 42-53, database is CAplus.

Selective ring-opening hydrogenolysis of the furan ring is the key to the efficient conversion of furfuryl alc. (FFA) to high-value pentanediol. In this work, highly dispersed Cu@MgO-La₂O₃ was designed and synthesized with a core-shell structure, and bifunctional metal and alk. sites for the direct hydrolysis of FFA (94.9% conversion) to 1,2-pentanediol (1,2-PeD, with 67.1% selectivity) and 1,5-pentanediol (1,5-PeD, with 18.8% selectivity). Multiple characterization results indicated that at an Mg/La ratio of 1.9, the outer surface contained distributed La₂O₃-MgO species with uniformly dispersed Cu⁰ nanoparticles, and the inner layer of the catalyst possessed MgO, while some Cu⁰ were distributed at the La₂O₃ and MgO interface. The addition of MgO increased the sp. surface area of the outer layer, improving the dispersion of Cu and facilitating the formation of Cu⁰. In-situ FTIR experiments showed that FFA was adsorbed on the La₂O₃ alk. site of the carrier through the O atoms of the furan ring and CH₂OH, which induced ring-opening to generate enol intermediates, which further hydrogenated to 1,2-PeD and 1,5-PeD over the Cu⁰ nanoparticles. Thus, this new core-shell structure combining with metal and alk. sites provides new insight for developing effective and selective hydrogenolysis catalysts.

Journal of Catalysis published new progress about 111-29-5. 111-29-5 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Alcohol,Ploymers, name is Pentane-1,5-diol, and the molecular formula is C13H14BNO2, Quality Control of 111-29-5.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Wu, Yusen published the artcileRegulatory effect of root restriction on aroma quality of Red Alexandria grape, Synthetic Route of 106-25-2, the publication is Food Chemistry (2022), 131118, database is CAplus and MEDLINE.

To systematically study the impact of root restriction (RR) on the aroma quality of grape berry, in this study, free and bound compounds were investigated in ‘Red Alexandria’ grape skin and pulp produced with and without RR during development and ripening. Compared with the control, RR advanced the initiation of free-terpene synthesis and increased their concentrations at 14-18 wk post-flowering (wpf) by promoting the conversion of bound terpenes to free terpenes. In addition, RR significantly regulated the aromatic series at 14-18 wpf and advanced the date of aroma maturation. Network analyses indicated that the correlations among bound compounds were more conserved than those among free compounds, and the skin network displayed tight coordination compared with the pulp network. Terpenes were highly intercorrelated and played a core role in these networks. Finally, 10 bound compounds in pulp were screened out as indicators of the developmental timing of grape.

Food Chemistry published new progress about 106-25-2. 106-25-2 belongs to alcohols-buliding-blocks, auxiliary class Natural product, name is cis-3,7-Dimethyl-2,6-Octadien-1-Ol, and the molecular formula is C16H18Br2ClN3O3, Synthetic Route of 106-25-2.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Li, Lin published the artcileEnhancement of 2-keto-L-gulonic acid production using three-stage ventilation control strategy, Category: alcohols-buliding-blocks, the publication is Zhongguo Niangzao (2012), 31(4), 144-147, database is CAplus.

The aim of this study was to improve 2-keto-L-gulonic acid (2-KLG) production by Ketogulonicigenium vulgare and Bacillus megaterium. A three-stage ventilation control strategy was developed: the flask content was kept at 95 mL/750 mL during the first 10 h, and maintained at 95 mL/750 mL for the following 15 h, and then decreased to 70 mL/750 mL till the end of fermentation With this strategy, K. vulgare growth rate, B. megaterium growth rate and 2-KLG production were increased by 14.7%, 10.5% and 10.9%, resp., compared with those of the control.

Zhongguo Niangzao published new progress about 526-98-7. 526-98-7 belongs to alcohols-buliding-blocks, auxiliary class Sugar Units,Other Sugar Units, name is (3S,4R,5S)-3,4,5,6-Tetrahydroxy-2-oxohexanoic acid, and the molecular formula is C6H10O7, Category: alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Wang, Jing published the artcileMetal-free visible-light-mediated aerobic oxidation of silanes to silanols, Product Details of C6H16OSi, the publication is Science China: Chemistry (2018), 61(12), 1594-1599, database is CAplus.

Herein, the first metal-free visible-light-mediated aerobic oxidation of silanes to silanols using 2 mol% Rose Bengal as the catalyst, air (O₂) as the oxidant and water as the additive is reported. While this method produces various silanols in a simple, cost-effective, efficient (92%-99% yields) and scalable fashion, its reaction mechanism is very different than the reported ones associated with metal catalysis.

Science China: Chemistry published new progress about 597-52-4. 597-52-4 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic Chain, name is Triethylsilanol, and the molecular formula is C9H8ClNO3S, Product Details of C6H16OSi.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Wang, Jing published the artcileMetal-free visible-light-mediated aerobic oxidation of silanes to silanols, Related Products of alcohols-buliding-blocks, the publication is Science China: Chemistry (2018), 61(12), 1594-1599, database is CAplus.

Herein, the first metal-free visible-light-mediated aerobic oxidation of silanes to silanols using 2 mol% Rose Bengal as the catalyst, air (O₂) as the oxidant and water as the additive is reported. While this method produces various silanols in a simple, cost-effective, efficient (92%-99% yields) and scalable fashion, its reaction mechanism is very different than the reported ones associated with metal catalysis.

Science China: Chemistry published new progress about 17877-23-5. 17877-23-5 belongs to alcohols-buliding-blocks, auxiliary class Protection and Derivatization Reagent, name is Triisopropylsilanol, and the molecular formula is C10H15ClO3S, Related Products of alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Yu, Xiaowang published the artcilePolycondensation in confined nanopores toward the selective formation of narrowly dispersed linear polyesters, Related Products of alcohols-buliding-blocks, the publication is Polymer Chemistry (2022), 13(28), 4136-4143, database is CAplus.

The synthesis of linear polymers with both ends conserved is severely impeded due to the inevitable macrocyclization in step-growth polymerization (SGP). Indeed, macrocyclic polymers are considered as the ultimate destination of polycondensations for AB or A₂ + B₂ monomer combinations. Here, we present a new strategy to limit the macrocyclization process towards the selective formation of linear polyesters in the polycondensations of ω-hydroxyaliph. acid and the combinations of dicarboxylic acids and diols. By embedding the catalyst (sulfonic acid) in dendritic mesoporous silica nanoparticles (DMSNs), the polyesterifications were ushered to exclusively take place in the confined nanopores of DMSNs. The distribution of the α,ω-ends in different positions in the bundle of polyesters limited the end-to-end cyclization, leading to the selective chain extension especially in the high mol. weight region. NMR, GPC and MALDI-TOF results show that while the polyesters obtained in homogeneous polycondensation or with a nonporous heterogeneous catalyst were mainly with cyclic structures, the selective formation of linear polyesters was found in the confined nanopores of DMSNs. This finding contradicts the general sense that confined geometries are in favor of macrocyclization and provides a new understanding to manipulate the polymerization process towards the control of cyclic and linear topologies.

Polymer Chemistry published new progress about 111-29-5. 111-29-5 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Alcohol,Ploymers, name is Pentane-1,5-diol, and the molecular formula is C6H13NO2, Related Products of alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Luo, Ming published the artcileIntegrative analysis of multiple metabolomes and transcriptome revealed color expression mechanism in red skin root syndrome of Panax ginseng, HPLC of Formula: 621-37-4, the publication is Industrial Crops and Products (2022), 114491, database is CAplus.

Red skin root syndrome causes reduction of both production and quality of Panax ginseng (ginseng). However, its development process and key metabolites are still unknown. Multiple metabolomes including non-targeted metabolome, and anthocyanins-targeted and carotenoids-targeted metabolomes were performed on field grown red skin and healthy ginseng. The detected metabolites were analyzed in combination with previous transcriptome results. The total metabolite profiles revealed that primary metabolites especially citrate was decreased, but secondary metabolites mainly involved in phenylpropanoid pathway were increased in red skin ginseng compared to those in healthy ginseng. Targeted metabolome found that each gram of fresh red skin ginseng sample contained 8 μg β-carotene, 0.56 μg α-carotene, 0.017 μg rutin, 0.248 μg chalcone, and some anthocyanins including 0.023 μg cyanidin and 0.037 μg quercetin 3-O-glucoside, albeit in low concentrations but higher than those in healthy ginseng. Furthermore, integrative metabolome and transcriptome anal. revealed that changes of metabolites related to anthocyanins synthesis were correlated with the related gene expression patterns. Addnl., jasmonate (JA) and its precursor 12-oxophytodienoic acid increased their concentrations dramatically in red skin ginseng, suggesting the possible role of JA or JA signaling pathway in regulating red skin syndrome. Consistently, the expressions of 17 MYB transcription factors were differentially regulated in red skin ginseng. JA related cis-elements are widely distributed at their promoters. Taken together, our study revealed reduction of primary metabolism but increase of secondary metabolism in red skin ginseng. MYB transcription factors of JA signal pathway were supposed to mediate accumulation of anthocyanins and carotenoids that contributed to the development of red skin ginseng.

Industrial Crops and Products published new progress about 621-37-4. 621-37-4 belongs to alcohols-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Phenol,Natural product, name is 3-Hydroxyphenylacetic acid, and the molecular formula is C8H8O3, HPLC of Formula: 621-37-4.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Pal, Vineet Kumar published the artcileDiurnal variability in urinary volatile organic compound metabolites and its association with oxidative stress biomarkers, Synthetic Route of 90-64-2, the publication is Science of the Total Environment (2022), 151704, database is CAplus and MEDLINE.

Volatile organic compounds (VOCs) are ubiquitous environmental pollutants that are associated with birth defects, leukemia, neurocognitive deficits, reproductive impairment and cancer in humans exposed to these compounds Exposure to VOCs can be assessed by measuring their metabolites in urine. Little is known, however, about the temporal variability in urinary VOC metabolite (VOCM) concentrations within- and between-individuals. In this study, we determined the variability in the concentrations of 38 VOCMs in urine samples collected from 19 healthy individuals across a period of 44 days. We also measured seven biomarkers of oxidative stress (lipid, protein and DNA damage) in urine to assess the relationship of VOC exposure to oxidative stress. Seventeen VOCMs had detection frequencies (DFs) of >60% in urine, and we limited further data anal. to those compounds The creatinine-adjusted geometric mean concentrations of VOCMs ranged from 2.70 μg/g to 327 μg/g in spot and 2.60 μg/g to 551 μg/g in first morning void (FMV) urine samples. Calculation of the intra-class correlation coefficients (ICCs) for 17 VOCM concentrations to assess their predictability and repeatability in urinary measurements showed ranges of 0.080-0.425 in spot and 0.050-0.749 in FMV urine samples, revealing notable within-individual variability. Our results suggest that taking only single measurements of VOCM concentrations in urine in epidemiol. investigations may lead to exposure misclassification. In addition, VOCM concentrations were significantly and pos. correlated with oxidative stress biomarkers. This study thus provides important information for formulating sampling strategies in the biomonitoring of VOC exposure in human populations.

Science of the Total Environment published new progress about 90-64-2. 90-64-2 belongs to alcohols-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Alcohol,Natural product, name is 2-Hydroxy-2-phenylacetic acid, and the molecular formula is C8H8O3, Synthetic Route of 90-64-2.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts