Month: December 2022

Jardon, Phillip W. published the artcileMolecular orbital calculations and carbon-13 NMR studies to explain a regiospecific demethylation of 3-alkyl-1,2-dimethoxybenzenes, Name: 2-Isopropylanisole, the publication is Journal of Organic Chemistry (1984), 49(12), 2130-5, database is CAplus.

PRDDO-MO calculations show that the low-energy conformation of the carbon of a methoxy group having two ortho neighbors on a benzene ring is located out of the plane of the aromatic ring, whereas a methoxy group with only one ortho neighbor executes restricted rotation in the plane of the ring. The carbon portion of the methoxy group is turned away from the neighboring substituent. These calculations also show that the at. charge on the oxygen atom in the former case exceeds that in the latter. The carbon of a methoxy group with two ortho neighbors yields ¹³C NMR T₁ relaxation times longer than those with only one ortho neighbor, also suggesting that the methoxy group with two ortho neighbors is crowded out of the plane of the aromatic ring. ¹³C NMR chem. shifts of these ortho-substituted methoxybenzenes did not correlate well with shifts predicted from published additive parameters; this again suggests an unusual methoxy group orientation and distribution of electrons. The forced rotation of a methoxy group out of the plane of the benzene ring diminishes the release of electrons from the methoxy group to the benzene ring. The resulting higher at. charge on the oxygen and the orientation of the oxygen orbitals facilitate complexation with Lewis acids and methoxy group cleavage.

Journal of Organic Chemistry 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, Name: 2-Isopropylanisole.

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

L’Abbe, Geuit published the artcileSynthesis of symmetrical 1,6-dihetero-6aλ⁴-thia-3,4-diazapentalenes from 5-amino-1,2,3,4-thiatriazole, Product Details of C2H8Cl2N4S2, the publication is Bulletin des Societes Chimiques Belges (1981), 90(1), 89-98, database is CAplus.

The dioxathiadiazapentalenes I (R = Ph, Me, CH:CH₂, p-O₂NC₆H₄, etc.) and tetraazathiapentalenes II (R¹ = R² = Ph, R = Me₂CH, R¹ p-MeC₆H₄; R¹ = p-MeOC₆H₄, R² = Me) were prepared by reactions of 5-amino-1,2,3,4-thiatriazole with RCOCl and R¹CCl:NR², resp. I and II exhibit no bond resonance. The thiadiazolinium salts III were intermediates in formations of II and subsequently reacted with a 2nd equiv of R¹CCl:NR². In the presence of base III decomposed into R²NHCR¹:NCN. I reacted with P₂S₅ to give the diazatrithiapentalenes IV (R = Ph, Me₃C, Me₂CH).

Bulletin des Societes Chimiques Belges 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, Product Details of C2H8Cl2N4S2.

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

Smit, Arjan T. published the artcileLaboratory- to Pilot-Scale Fractionation of Lignocellulosic Biomass Using an Acetone Organosolv Process, Recommanded Product: 4-Hydroxy-3,5-dimethoxybenzaldehyde, the publication is ACS Sustainable Chemistry & Engineering (2022), 10(32), 10503-10513, database is CAplus.

Acetone organosolv fractionation of beech and birch wood at laboratory-scale results in high sugar yields from the (hemi)cellulose and the isolation of a high purity lignin. In this study, the process is scaled up to validate the technol. at pilot-scale using industrial size beech and birch wood chips and low liquid-to-solid ratios as a next step toward commercialization. Translation of the fractionation process to pilot-scale showed similar performance as compared to the laboratory-scale processing with a good conversion of the wood polymeric pentoses to mostly monomeric sugars and a high delignification. Continuous lignin precipitation by solvent evaporation using the LigniSep process resulted in the formation of nonsticky lignin aggregates with a good filterability. The improved lignin yields and advanced process design as compared to the traditional dilutive lignin precipitation approaches are likely to translate to a better process economy. The pulp washing efficiency and the recovery of (nonprecipitable) lignin from the aqueous hemicellulose stream needs still to be improved for an efficient process design. However, the fractionation performance and high product concentrations in the spent liquor provide an excellent start position for improved process design at com. scale.

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 C19H14Cl2, Recommanded Product: 4-Hydroxy-3,5-dimethoxybenzaldehyde.

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

Boeglin, Joel published the artcileDevelopment of a practical solid-phase synthesis approach to 1,3,5-triazepan-2,6-diones, Category: ethers-buliding-blocks, the publication is Tetrahedron (2012), 68(36), 7472-7478, database is CAplus.

1,3,5-Triazepan-2,6-diones are a class of conformationally restricted heterocycles derived from dipeptides. With the aim to develop a general and practical method useful for library production, three polymer-assisted syntheses, all based on a catch and release approach, have been evaluated and compared. The method involving a Hofmann rearrangement of N-Boc dipeptide carboxamides and subsequent trapping of the isocyanate on polymer-supported N-hydroxysuccinimide (PS-HOSu) was found to be the most reliable and versatile, allowing rapid access to the 1,3,5-triazepan-2,6-dione skeleton.

Tetrahedron published new progress about 77128-73-5. 77128-73-5 belongs to ethers-buliding-blocks, auxiliary class Inhibitor, name is (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-phenylpropanoic acid, and the molecular formula is C25H23NO4, Category: ethers-buliding-blocks.

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

Yin, Wang published the artcileCatalytic upgrading of sugar fractions from pyrolysis oils in supercritical mono-alcohols over Cu doped porous metal oxide, COA of Formula: C4H10O2, the publication is Applied Catalysis, B: Environmental (2015), 56-65, database is CAplus.

The authors report on the catalytic valorization of sugar fractions, obtained by aqueous phase extraction of fast pyrolysis oils, in supercritical MeOH (scMeOH) and EtOH (scEtOH) over a Cu doped porous metal oxide (Cu-PMO). The product mixtures obtained are, in principle, suitable for direct co-feeding in MeOH to hydrocarbon (MTH) processes, as fuel additives, or can be further fractionated or transformed to useful bulk chems. The main components of the obtained product mixtures in scMeOH are aliphatic mono-alcs. (51%), diols (22%), esters (15%), ethers (9%) and furanics (3%). Similar product suite is obtained by converting concentrated, 15% sugar fractions with added 50 bar H₂ in scEtOH. The extensive depolymerization of the sugar polymers and oligomers contained in the sugar fraction is verified by gel permeation chromatog. (GPC) and product stability upon catalytic treatment is confirmed by TGA. Model compound studies, using levoglucosan and D-cellobiose allow for more specific insight into the chem. pathways taking place during these transformations. The catalyst is characterized by various techniques, including XRD, NH₃-TPD, BET, and TEM. The stability of the catalyst using 5% sugar fraction in scMeOH is also evaluated.

Applied Catalysis, B: Environmental published new progress about 1589-47-5. 1589-47-5 belongs to ethers-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Alcohol,Ether, name is 2-Methoxypropan-1-ol, and the molecular formula is C13H11NO, COA of Formula: C4H10O2.

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

Pilania, Meenakshi published the artcileCu-Catalyzed Expeditious Synthesis of N-Benzylaminoheterocycles Using N-Tosylhydrazones and Aminoheteroarenes, Quality Control of 52818-63-0, the publication is ChemistrySelect (2016), 1(20), 6368-6373, database is CAplus.

N-Tosylhydrazones were successfully coupled in the presence of CuI (10 mol%) with various heterocyclic amines to develop a convenient and high yielding protocol for the preparation of N-benzylaminoheterocycles under microwave irradiation This ligand-free new methodol. used readily available starting materials and a cheaper copper catalyst. A wide range of O, N and S containing heteroarylamines and o-phenylenediamine were explored to prepare N-benzylaminoheterocycles and 1,2-disubstituted benzimidazoles. The protocol was equally effective with N-tosylhydrazones derived from aldehydes and ketones, especially ferrocene aldehyde to prepare an array of N-benzylaminoheterocycles in good to excellent yields. Finally, the identified reaction conditions were utilized to prepare drug-like mols. namely pyrido[1,2-a]benzimidazole and N-substituted-2-amino-thiazole derivative as antitubercular agents.

ChemistrySelect published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C13H14N2O, Quality Control of 52818-63-0.

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

Yan, Li-Mei published the artcileSelectively N-Methylated Soluble IAPP Mimics as Potent IAPP Receptor Agonists and Nanomolar Inhibitors of Cytotoxic Self-Assembly of Both IAPP and Aβ40, Product Details of C25H23NO4, the publication is Angewandte Chemie, International Edition (2013), 52(39), 10378-10383, database is CAplus and MEDLINE.

The aggregation of islet amyloid polypeptide (IAPP) is linked to β-cell degeneration and the pathogenesis of type 2 diabetes (T2D). IAPP is a 37-residue polypeptide hormone secreted by the pancreatic β-cells. IAPP amyloid deposits are found in the pancreata of many T2D patients. In its soluble form, however, IAPP acts as a brain-gut neuropeptide regulator of glucose homeostasis. Here we show that selectively N-methylated soluble IAPP mimics as potent IAPP receptor agonists and nanomolar inhibitors of cytotoxic self-assembly of both IAPP and Aβ40.

Angewandte Chemie, International Edition published new progress about 77128-73-5. 77128-73-5 belongs to ethers-buliding-blocks, auxiliary class Inhibitor, name is (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-phenylpropanoic acid, and the molecular formula is C5H9IO2, Product Details of C25H23NO4.

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

Boosa, Venu published the artcileInfluence of Bronsted acid sites on chemoselective synthesis of pyrrolidones over H-ZSM-5 supported copper catalyst, SDS of cas: 6850-57-3, the publication is Applied Catalysis, B: Environmental (2021), 120177, database is CAplus.

Cu⁽⁰⁾/H-ZSM-5 was identified as a chemoselective catalyst in the reductive amination of levulinic acid for the synthesis of pyrrolidones at ambient pressure and in aqueous media. The chemoselective nature of Cu was explained by carbonyl interaction with surface Bronsted acid sites deduced by pyridine and acetone adsorbed in situ IR spectroscopic studies in conjunction with N₂O titration A strong polarization of band at 1685 cm^-1 and an increase in its intensity with a decrease in Si/Al ratio of the H-ZSM-5 was found to be a key factor in the reductive amination activity. Structure activity relationship was established using the physicochem. characteristics of the catalysts analyzed by XRD, BET-SA, H₂-TPR, NH₃-TPD and XPS analyses.

Applied Catalysis, B: Environmental published new progress about 6850-57-3. 6850-57-3 belongs to ethers-buliding-blocks, auxiliary class Amine,Benzene,Ether, name is (2-Methoxyphenyl)methanamine, and the molecular formula is C8H11NO, SDS of cas: 6850-57-3.

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

Sumer, Zeynep published the artcileData-Centric Development of Lignin Structure-Solubility Relationships in Deep Eutectic Solvents Using Molecular Simulations, Application of 4-Hydroxy-3,5-dimethoxybenzaldehyde, the publication is ACS Sustainable Chemistry & Engineering (2022), 10(31), 10144-10156, database is CAplus.

Lignin is a natural source of aromatic chems. with significant potential as an abundant, renewable feedstock for value-added products. Deep eutectic solvents (DES)-solvents composed of a hydrogen bond donor (HBD) and acceptor (HBA) in varying ratios-have emerged as a highly tunable class of solvents for lignin solubilization. However, the variety of possible DES compositions and limited mol.-scale understanding of lignin solubility makes solvent selection a challenge without laborious trial-and-error experimentation. To address these challenges, we use classical mol. dynamics (MD) simulations to study the interactions of lignin model compounds with various DES-water systems. Quant. parameters (descriptors) were calculated by postprocessing the MD results and used to train a regression model that predicts exptl. determined solubilities of lignin model compounds This approach revealed that the most important descriptors of solubility are the system temperature, solute hydrophilicity, and metrics quantifying hydrogen bonding. Maximizing the interactions between solute-HBD (hydrophobic group), water-HBD (hydrophilic group), and water-HBA mols. led to the highest model compound solubility Our results support a hydrotropic mechanism in which extensive DES-water hydrogen bonding and favorable HBD interactions with the solute promote high solubility We applied the regression model derived using model compounds to predict the solubility of representative lignin oligomers. The model predicted lignin oligomers’ solubilities in good agreement with experiments, indicating that the simulations of model compounds can be extended to predict the solubility of larger lignin compounds across a range of solvent compositions and temperatures These findings provide new mol.-scale insight into lignin solubilization mechanisms and a new method for computationally screening potential solvent systems for lignin valorization.

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 C65H82N2O18S2, Application of 4-Hydroxy-3,5-dimethoxybenzaldehyde.

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

Rorije, E. published the artcileRelative parameter sensitivity in prenatal toxicity studies with substances classified as developmental toxicants, Recommanded Product: 2-Methoxypropan-1-ol, the publication is Reproductive Toxicology (2012), 34(2), 284-290, database is CAplus and MEDLINE.

Developmental toxicity testing according to the globally standardized OECD 414 protocol is an important basis for decisions on classification and labeling of developmental toxicants in the European Union (EU). This test requires relatively large animal numbers, given that parental and offspring generations are involved. In vitro assay designs and systems biol. paradigms are being developed to reduce animal use and to improve prediction of human hazard. Such approaches could benefit from the long-term experience with animal protocols and more specifically from information on the relevance of effects observed in these tests for developmental toxicity. Therefore, we have analyzed relative parameter sensitivity in 22 publicly available developmental toxicity studies, representing about one third of all classified developmental toxicants under European legislation. Maternal and fetal weight effects and fetal survival were most often affected parameters at the developmental Lowest Observed Adverse Effect Level (dLOAEL), followed by skeletal malformations. Specific end points such as cleft palate were observed in fewer studies at dLOAEL, but if observed may have been crucial in classification and labeling decisions. These results are similar to earlier studies using different selections of chems., indicating that in general classified developmental toxicants have a similar pattern of effects at the dLOAEL as chems. in general. These findings are discussed within the perspective of the development of innovative alternative approaches to developmental hazard assessment.

Reproductive Toxicology published new progress about 1589-47-5. 1589-47-5 belongs to ethers-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Alcohol,Ether, name is 2-Methoxypropan-1-ol, and the molecular formula is C4H10O2, Recommanded Product: 2-Methoxypropan-1-ol.

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